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84-450: Ethanol (also called ethyl alcohol , grain alcohol , drinking alcohol , or simply alcohol ) is an organic compound with the chemical formula CH 3 CH 2 OH . It is an alcohol , with its formula also written as C 2 H 5 OH , C 2 H 6 O or EtOH, where Et stands for ethyl . Ethanol is a volatile , flammable , colorless liquid with a characteristic wine -like odor and pungent taste. In nature, grape-sugar breaks up by

168-414: A hydroxyl group ), which indicates that the carbon of a methyl group (CH 3 −) is attached to the carbon of a methylene group (−CH 2 –), which is attached to the oxygen of a hydroxyl group (−OH). It is a constitutional isomer of dimethyl ether . Ethanol is sometimes abbreviated as EtOH , using the common organic chemistry notation of representing the ethyl group (C 2 H 5 −) with Et . Ethanol

252-455: A fuel reduces harmful tailpipe emissions of carbon monoxide, particulate matter, oxides of nitrogen , and other ozone-forming pollutants. Argonne National Laboratory analyzed greenhouse gas emissions of many different engine and fuel combinations, and found that biodiesel /petrodiesel blend ( B20 ) showed a reduction of 8%, conventional E85 ethanol blend a reduction of 17% and cellulosic ethanol 64%, compared with pure gasoline. Ethanol has

336-497: A greater concentration of sucrose than corn (by about 30%), but is also much easier to extract. The bagasse generated by the process is not discarded, but burned by power plants to produce electricity. Bagasse burning accounts for around 9% of the electricity produced in Brazil. In the 1970s most industrial ethanol in the U.S. was made as a petrochemical, but in the 1980s the U.S. introduced subsidies for corn-based ethanol . According to

420-451: A leading source of adverse drug events (ADEs) seen in the hospital setting: Approximately 2.8% of all ADEs present on admission and 4.4% of ADEs that originated during a hospital stay were caused by a sedative or hypnotic drug. A second study noted that a total of 70,982 sedative exposures were reported to U.S. poison control centers in 1998, of which 2310 (3.2%) resulted in major toxicity and 89 (0.1%) resulted in death. About half of all

504-403: A lesser extent, temazepam (Restoril), and midazolam (Versed) — have been reported for their use as date rape drugs (also called a Mickey ) and being administered to unsuspecting patrons in bars or guests at parties to reduce the intended victims' defenses. These drugs are also used for robbing people. Statistical overviews suggest that the use of sedative-spiked drinks for robbing people

588-459: A much greater research octane number (RON) than gasoline, meaning it is less prone to pre-ignition, allowing for better ignition advance which means more torque, and efficiency in addition to the lower carbon emissions. Ethanol combustion in an internal combustion engine yields many of the products of incomplete combustion produced by gasoline and significantly larger amounts of formaldehyde and related species such as acetaldehyde. This leads to

672-418: A period of time, even at therapeutic doses. Dependent users may get withdrawal symptoms ranging from restlessness and insomnia to convulsions and death. When users become psychologically dependent, they feel as if they need the drug to function, although physical dependence does not necessarily occur, particularly with a short course of use. In both types of dependencies, finding and using the sedative becomes

756-509: A post-processing solvent to remove oils, waxes, and chlorophyll from solution in a process known as winterization . Ethanol is found in paints , tinctures, markers, and personal care products such as mouthwashes, perfumes and deodorants. Polysaccharides precipitate from aqueous solution in the presence of alcohol, and ethanol precipitation is used for this reason in the purification of DNA and RNA . Because of its low freezing point of −114 °C (−173 °F) and low toxicity, ethanol

840-474: A regulative force must exist within living bodies. Berzelius also contended that compounds could be distinguished by whether they required any organisms in their synthesis (organic compounds) or whether they did not ( inorganic compounds ). Vitalism taught that formation of these "organic" compounds were fundamentally different from the "inorganic" compounds that could be obtained from the elements by chemical manipulations in laboratories. Vitalism survived for

924-452: A short period after the formulation of modern ideas about the atomic theory and chemical elements . It first came under question in 1824, when Friedrich Wöhler synthesized oxalic acid , a compound known to occur only in living organisms, from cyanogen . A further experiment was Wöhler's 1828 synthesis of urea from the inorganic salts potassium cyanate and ammonium sulfate . Urea had long been considered an "organic" compound, as it

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1008-413: A significantly larger photochemical reactivity and more ground level ozone . This data has been assembled into The Clean Fuels Report comparison of fuel emissions and show that ethanol exhaust generates 2.14 times as much ozone as gasoline exhaust. When this is added into the custom Localized Pollution Index of The Clean Fuels Report, the local pollution of ethanol (pollution that contributes to smog)

1092-404: A single element and so not generally considered chemical compounds . The word "organic" in this context does not mean "natural". Vitalism was a widespread conception that substances found in organic nature are formed from the chemical elements by the action of a "vital force" or "life-force" ( vis vitalis ) that only living organisms possess. In the 1810s, Jöns Jacob Berzelius argued that

1176-634: A small percentage of Earth's crust , they are of central importance because all known life is based on organic compounds. Living things incorporate inorganic carbon compounds into organic compounds through a network of processes ( the carbon cycle ) that begins with the conversion of carbon dioxide and a hydrogen source like water into simple sugars and other organic molecules by autotrophic organisms using light ( photosynthesis ) or other sources of energy. Most synthetically-produced organic compounds are ultimately derived from petrochemicals consisting mainly of hydrocarbons , which are themselves formed from

1260-471: A solvent is in making tincture of iodine, cough syrups, etc. It is also miscible with light aliphatic hydrocarbons, such as pentane and hexane , and with aliphatic chlorides such as trichloroethane and tetrachloroethylene . Ethanol's miscibility with water contrasts with the immiscibility of longer-chain alcohols (five or more carbon atoms), whose water miscibility decreases sharply as the number of carbons increases. The miscibility of ethanol with alkanes

1344-403: A temperature called its flash point and an ignition source is then applied to it. For 20% alcohol by mass (about 25% by volume), this will occur at about 25 °C (77 °F). The flash point of pure ethanol is 13 °C (55 °F), but may be influenced very slightly by atmospheric composition such as pressure and humidity. Ethanol mixtures can ignite below average room temperature. Ethanol

1428-688: A term for a blunt weapon such as a club) is sometimes used colloquially for a strong sedative, particularly for: Doctors and veterinarians often administer sedatives to patients in order to dull the patient's anxiety related to painful or anxiety-provoking procedures. Although sedatives do not relieve pain, they can be a useful adjunct to analgesics in preparing patients for surgery , and are commonly given to patients before they are anaesthetized , or before other highly uncomfortable and invasive procedures like cardiac catheterization , endoscopy , colonoscopy or MRI . Some sedatives can cause psychological and physical dependence when taken regularly over

1512-421: A transition metal and to oxygen, and are often prepared directly from metal and carbon monoxide . Nickel tetracarbonyl is typically classified as an organometallic compound as it satisfies the broad definition that organometallic chemistry covers all compounds that contain at least one carbon to metal covalent bond; it is unknown whether organometallic compounds form a subset of organic compounds. For example,

1596-1692: A variety of ways. One major distinction is between natural and synthetic compounds. Organic compounds can also be classified or subdivided by the presence of heteroatoms , e.g., organometallic compounds , which feature bonds between carbon and a metal , and organophosphorus compounds , which feature bonds between carbon and a phosphorus . Another distinction, based on the size of organic compounds, distinguishes between small molecules and polymers . Natural compounds refer to those that are produced by plants or animals. Many of these are still extracted from natural sources because they would be more expensive to produce artificially. Examples include most sugars , some alkaloids and terpenoids , certain nutrients such as vitamin B 12 , and, in general, those natural products with large or stereoisometrically complicated molecules present in reasonable concentrations in living organisms. Further compounds of prime importance in biochemistry are antigens , carbohydrates , enzymes , hormones , lipids and fatty acids , neurotransmitters , nucleic acids , proteins , peptides and amino acids , lectins , vitamins , and fats and oils . Compounds that are prepared by reaction of other compounds are known as " synthetic ". They may be either compounds that are already found in plants/animals or those artificial compounds that do not occur naturally . Most polymers (a category that includes all plastics and rubbers ) are organic synthetic or semi-synthetic compounds. Many organic compounds—two examples are ethanol and insulin —are manufactured industrially using organisms such as bacteria and yeast. Typically,

1680-520: A wider class of substances in chemistry nomenclature, but in common parlance it remains the name of ethanol. It is a medieval loan from Arabic al-kuḥl , a powdered ore of antimony used since antiquity as a cosmetic, and retained that meaning in Middle Latin . The use of 'alcohol' for ethanol (in full, "alcohol of wine") was first recorded in 1753. Before the late 18th century the term alcohol generally referred to any sublimated substance. Ethanol

1764-503: Is exothermic , with up to 777 J/mol being released at 298 K. Hydrogen bonding causes pure ethanol to be hygroscopic to the extent that it readily absorbs water from the air. The polar nature of the hydroxyl group causes ethanol to dissolve many ionic compounds, notably sodium and potassium hydroxides , magnesium chloride , calcium chloride , ammonium chloride , ammonium bromide , and sodium bromide . Sodium and potassium chlorides are slightly soluble in ethanol. Because

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1848-675: Is a contraction of the Ancient Greek αἰθήρ ( aithḗr , "upper air") and the Greek word ὕλη ( hýlē , "wood, raw material", hence "matter, substance"). Ethanol was coined as a result of a resolution on naming alcohols and phenols that was adopted at the International Conference on Chemical Nomenclature that was held in April 1892 in Geneva , Switzerland. The term alcohol now refers to

1932-521: Is a factor in nearly one-third of all reported drug-related deaths. These include suicides and accidental drug poisonings. Benzodiazepines comparatively have a wider margin of safety and rarely result in overdose unless mixed with other CNS depressants. Accidental deaths sometimes occur when a drowsy , confused user repeats doses, or when sedatives are taken with alcohol . A study from the United States found that in 2011, sedatives and hypnotics were

2016-444: Is a substance that induces sedation by reducing irritability or excitement . They are CNS depressants and interact with brain activity causing its deceleration. Various kinds of sedatives can be distinguished, but the majority of them affect the neurotransmitter gamma-aminobutyric acid (GABA). In spite of the fact that each sedative acts in its own way, most produce relaxing effects by increasing GABA activity. This group

2100-555: Is a volatile, colorless liquid that has a slight odor. It burns with a smokeless blue flame that is not always visible in normal light. The physical properties of ethanol stem primarily from the presence of its hydroxyl group and the shortness of its carbon chain. Ethanol's hydroxyl group is able to participate in hydrogen bonding, rendering it more viscous and less volatile than less polar organic compounds of similar molecular weight, such as propane . Ethanol's adiabatic flame temperature for combustion in air is 2082 °C or 3779 °F. Ethanol

2184-697: Is another potential source of ethanol, and is suitable for growing in dryland conditions. The International Crops Research Institute for the Semi-Arid Tropics is investigating the possibility of growing sorghum as a source of fuel, food, and animal feed in arid parts of Asia and Africa . Sweet sorghum has one-third the water requirement of sugarcane over the same time period. It also requires about 22% less water than corn. The world's first sweet sorghum ethanol distillery began commercial production in 2007 in Andhra Pradesh , India . Ethanol has been produced in

2268-972: Is any compound that contains a significant amount of carbon—even though many of the organic compounds known today have no connection to any substance found in living organisms. The term carbogenic has been proposed by E. J. Corey as a modern alternative to organic , but this neologism remains relatively obscure. The organic compound L -isoleucine molecule presents some features typical of organic compounds: carbon–carbon bonds , carbon–hydrogen bonds , as well as covalent bonds from carbon to oxygen and to nitrogen. As described in detail below, any definition of organic compound that uses simple, broadly-applicable criteria turns out to be unsatisfactory, to varying degrees. The modern, commonly accepted definition of organic compound essentially amounts to any carbon-containing compound, excluding several classes of substances traditionally considered "inorganic". The list of substances so excluded varies from author to author. Still, it

2352-561: Is as an engine fuel and fuel additive . Brazil in particular relies heavily upon the use of ethanol as an engine fuel, due in part to its role as one of the world's leading producers of ethanol. Gasoline sold in Brazil contains at least 25% anhydrous ethanol. Hydrous ethanol (about 95% ethanol and 5% water) can be used as fuel in more than 90% of new gasoline-fueled cars sold in the country. The US and many other countries primarily use E10 (10% ethanol, sometimes known as gasohol) and E85 (85% ethanol) ethanol/gasoline mixtures. Over time, it

2436-459: Is being conducted at a research level although there are a number of organizations at the beginning of the commercialization of ethanol fuel cells. Ethanol fireplaces can be used for home heating or for decoration. Ethanol can also be used as stove fuel for cooking. As a central nervous system depressant , ethanol is one of the most commonly consumed psychoactive drugs . Despite alcohol's psychoactive, addictive, and carcinogenic properties, it

2520-436: Is believed that a material portion of the ≈150-billion-US-gallon (570,000,000 m) per year market for gasoline will begin to be replaced with fuel ethanol. Australian law limits the use of pure ethanol from sugarcane waste to 10 % in automobiles. Older cars (and vintage cars designed to use a slower burning fuel) should have the engine valves upgraded or replaced. According to an industry advocacy group , ethanol as

2604-477: Is considered a flammable liquid (Class 3 Hazardous Material) in concentrations above 2.35% by mass (3.0% by volume; 6 proof ). Dishes using burning alcohol for culinary effects are called flambé . Ethanol is a byproduct of the metabolic process of yeast. As such, ethanol will be present in any yeast habitat. Ethanol can commonly be found in overripe fruit. Ethanol produced by symbiotic yeast can be found in bertam palm blossoms. Although some animal species, such as

Ethanol - Misplaced Pages Continue

2688-438: Is considered a universal solvent , as its molecular structure allows for the dissolving of both polar , hydrophilic and nonpolar , hydrophobic compounds. As ethanol also has a low boiling point , it is easy to remove from a solution that has been used to dissolve other compounds, making it a popular extracting agent for botanical oils. Cannabis oil extraction methods often use ethanol as an extraction solvent, and also as

2772-450: Is currently used in lightweight rocket-powered racing aircraft . Commercial fuel cells operate on reformed natural gas, hydrogen or methanol. Ethanol is an attractive alternative due to its wide availability, low cost, high purity and low toxicity. There is a wide range of fuel cell concepts that have entered trials including direct-ethanol fuel cells , auto-thermal reforming systems and thermally integrated systems. The majority of work

2856-710: Is generally agreed upon that there are (at least) a few carbon-containing compounds that should not be considered organic. For instance, almost all authorities would require the exclusion of alloys that contain carbon, including steel (which contains cementite , Fe 3 C ), as well as other metal and semimetal carbides (including "ionic" carbides, e.g, Al 4 C 3 and CaC 2 and "covalent" carbides, e.g. B 4 C and SiC , and graphite intercalation compounds, e.g. KC 8 ). Other compounds and materials that are considered 'inorganic' by most authorities include: metal carbonates , simple oxides of carbon ( CO , CO 2 , and arguably, C 3 O 2 ),

2940-503: Is limited to alkanes up to undecane : mixtures with dodecane and higher alkanes show a miscibility gap below a certain temperature (about 13 °C for dodecane). The miscibility gap tends to get wider with higher alkanes, and the temperature for complete miscibility increases. Ethanol-water mixtures have less volume than the sum of their individual components at the given fractions. Mixing equal volumes of ethanol and water results in only 1.92 volumes of mixture. Mixing ethanol and water

3024-430: Is more economical depends on prevailing prices of petroleum and grain feed stocks. World production of ethanol in 2006 was 51 gigalitres (1.3 × 10 US gal), with 69% of the world supply coming from Brazil and the U.S. Brazilian ethanol is produced from sugarcane, which has relatively high yields (830% more fuel than the fossil fuels used to produce it) compared to some other energy crops . Sugarcane not only has

3108-582: Is more economical. In an older process, first practiced on the industrial scale in 1930 by Union Carbide but now almost entirely obsolete, ethylene was hydrated indirectly by reacting it with concentrated sulfuric acid to produce ethyl sulfate , which was hydrolyzed to yield ethanol and regenerate the sulfuric acid: Ethanol in alcoholic beverages and fuel is produced by fermentation. Certain species of yeast (e.g., Saccharomyces cerevisiae ) metabolize sugar (namely polysaccharides ), producing ethanol and carbon dioxide. The chemical equations below summarize

3192-429: Is more effective than pure ethanol because ethanol relies on water molecules for optimal antimicrobial activity. Absolute ethanol may inactivate microbes without destroying them because the alcohol is unable to fully permeate the microbe's membrane. Ethanol can also be used as a disinfectant and antiseptic by inducing cell dehydration through disruption of the osmotic balance across the cell membrane, causing water to leave

3276-479: Is on a carbon atom. For historical reasons discussed below, a few types of carbon-containing compounds, such as carbides , carbonates (excluding carbonate esters ), simple oxides of carbon (for example, CO and CO 2 ) and cyanides are generally considered inorganic compounds . Different forms ( allotropes ) of pure carbon, such as diamond , graphite , fullerenes and carbon nanotubes are also excluded because they are simple substances composed of

3360-457: Is present mainly as an antimicrobial preservative in over 700 liquid preparations of medicine including acetaminophen , iron supplements , ranitidine , furosemide , mannitol , phenobarbital , trimethoprim/sulfamethoxazole and over-the-counter cough medicine . Some medicinal solutions of ethanol are also known as tinctures . In mammals, ethanol is primarily metabolized in the liver and stomach by ADH enzymes. These enzymes catalyze

3444-534: Is rated 1.7, where gasoline is 1.0 and higher numbers signify greater pollution. The California Air Resources Board formalized this issue in 2008 by recognizing control standards for formaldehydes as an emissions control group, much like the conventional NOx and reactive organic gases (ROGs). More than 20% of Brazilian cars are able to use 100% ethanol as fuel, which includes ethanol-only engines and flex-fuel engines. Flex-fuel engines in Brazil are able to work with all ethanol, all gasoline or any mixture of both. In

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3528-457: Is readily available and legal for sale in many countries. There are laws regulating the sale, exportation/importation, taxation, manufacturing, consumption, and possession of alcoholic beverages. The most common regulation is prohibition for minors. Ethanol is an important industrial ingredient. It has widespread use as a precursor for other organic compounds such as ethyl halides , ethyl esters , diethyl ether, acetic acid, and ethyl amines . It

3612-532: Is related to hypnotics . The term sedative describes drugs that serve to calm or relieve anxiety , whereas the term hypnotic describes drugs whose main purpose is to initiate, sustain, or lengthen sleep. Because these two functions frequently overlap, and because drugs in this class generally produce dose-dependent effects (ranging from anxiolysis to loss of consciousness) they are often referred to collectively as sedative-hypnotic drugs. Sedatives can be used to produce an overly-calming effect ( alcohol being

3696-461: Is slightly more refractive than water, having a refractive index of 1.36242 (at λ=589.3 nm and 18.35 °C or 65.03 °F). The triple point for ethanol is 150 ± 20 K . Ethanol is a versatile solvent, miscible with water and with many organic solvents, including acetic acid , acetone , benzene , carbon tetrachloride , chloroform , diethyl ether, ethylene glycol, glycerol , nitromethane , pyridine , and toluene . Its main use as

3780-414: Is sometimes used in laboratories (with dry ice or other coolants) as a cooling bath to keep vessels at temperatures below the freezing point of water. For the same reason, it is also used as the active fluid in alcohol thermometers . Ethanol is a 2-carbon alcohol . Its molecular formula is CH 3 CH 2 OH. The structure of the molecule of ethanol is CH 3 −CH 2 −OH (an ethyl group linked to

3864-467: Is the oldest known sedative , used as an oral general anesthetic during surgery in ancient Mesopotamia and in medieval times . Mild intoxication starts at a blood alcohol concentration of 0.03-0.05 % and induces anesthetic coma at 0.4%. This use carries the high risk of deadly alcohol intoxication , pulmonary aspiration and vomit, which led to use of alternatives in antiquity, such as opium and cannabis , and later diethyl ether, starting in

3948-535: The DNA of an organism is altered to express compounds not ordinarily produced by the organism. Many such biotechnology -engineered compounds did not previously exist in nature. A great number of more specialized databases exist for diverse branches of organic chemistry. The main tools are proton and carbon-13 NMR spectroscopy , IR Spectroscopy , Mass spectrometry , UV/Vis Spectroscopy and X-ray crystallography . Sedative A sedative or tranquilliser

4032-781: The allotropes of carbon, cyanide derivatives not containing an organic residue (e.g., KCN , (CN) 2 , BrCN , cyanate anion OCN , etc.), and heavier analogs thereof (e.g., cyaphide anion CP , CSe 2 , COS ; although carbon disulfide CS 2 is often classed as an organic solvent). Halides of carbon without hydrogen (e.g., CF 4 and CClF 3 ), phosgene ( COCl 2 ), carboranes , metal carbonyls (e.g., nickel tetracarbonyl ), mellitic anhydride ( C 12 O 9 ), and other exotic oxocarbons are also considered inorganic by some authorities. Nickel tetracarbonyl ( Ni(CO) 4 ) and other metal carbonyls are often volatile liquids, like many organic compounds, yet they contain only carbon bonded to

4116-417: The carburetor ) and attribute the damage to the increased water retention by ethanol in fuel. Ethanol was commonly used as fuel in early bipropellant rocket (liquid-propelled) vehicles, in conjunction with an oxidizer such as liquid oxygen. The German A-4 ballistic rocket of World War II (better known by its propaganda name V-2 ), which is credited as having begun the space age, used ethanol as

4200-580: The medication appropriateness tool for co‐morbid health conditions in dementia criteria . The use of these medications can further impede cognitive function for people with dementia, who are also more sensitive to side effects of medications. Sedatives can sometimes leave the patient with long-term or short-term amnesia . Lorazepam is one such pharmacological agent that can cause anterograde amnesia . Intensive care unit patients who receive higher doses over longer periods, typically via IV drip , are more likely to experience such side effects. Additionally,

4284-405: The oxidation of ethanol into acetaldehyde (ethanal): When present in significant concentrations, this metabolism of ethanol is additionally aided by the cytochrome P450 enzyme CYP2E1 in humans, while trace amounts are also metabolized by catalase . The resulting intermediate, acetaldehyde, is a known carcinogen, and poses significantly greater toxicity in humans than ethanol itself. Many of

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4368-446: The pentailed treeshrew , exhibit ethanol-seeking behaviors, most show no interest or avoidance of food sources containing ethanol. Ethanol is also produced during the germination of many plants as a result of natural anaerobiosis . Ethanol has been detected in outer space , forming an icy coating around dust grains in interstellar clouds . Minute quantity amounts (average 196 ppb ) of endogenous ethanol and acetaldehyde were found in

4452-435: The 1840s. Ethanol is used as an antiseptic in medical wipes and hand sanitizer gels for its bactericidal and anti-fungal effects. Ethanol kills microorganisms by dissolving their membrane lipid bilayer and denaturing their proteins , and is effective against most bacteria , fungi and viruses . It is ineffective against bacterial spores , which can be treated with hydrogen peroxide . A solution of 70% ethanol

4536-486: The Renewable Fuels Association, as of 30 October 2007, 131 grain ethanol bio-refineries in the U.S. have the capacity to produce 7 × 10 ^  US gal (26,000,000 m) of ethanol per year. An additional 72 construction projects underway (in the U.S.) can add 6.4 billion US gallons (24,000,000 m) of new capacity in the next 18 months. In India ethanol is made from sugarcane. Sweet sorghum

4620-500: The United States, flex-fuel vehicles can run on 0% to 85% ethanol (15% gasoline) since higher ethanol blends are not yet allowed or efficient. Brazil supports this fleet of ethanol-burning automobiles with large national infrastructure that produces ethanol from domestically grown sugarcane. Ethanol's high miscibility with water makes it unsuitable for shipping through modern pipelines like liquid hydrocarbons. Mechanics have seen increased cases of damage to small engines (in particular,

4704-402: The action of fermentation into alcohol or carbonic acid, without anything being added. As a psychoactive depressant , it is the active ingredient in alcoholic beverages , and the second most consumed drug globally behind caffeine . Ethanol is naturally produced by the fermentation process of sugars by yeasts or via petrochemical processes such as ethylene hydration. Historically it

4788-730: The cell, leading to cell death. Ethanol may be administered as an antidote to ethylene glycol poisoning and methanol poisoning . It does so by acting as a competitive inhibitor against methanol and ethylene glycol for alcohol dehydrogenase (ADH). Though it has more side effects, ethanol is less expensive and more readily available than fomepizole in the role. Ethanol is used to dissolve many water-insoluble medications and related compounds. Liquid preparations of pain medications , cough and cold medicines , and mouth washes, for example, may contain up to 25% ethanol and may need to be avoided in individuals with adverse reactions to ethanol such as alcohol-induced respiratory reactions . Ethanol

4872-464: The characteristic alcohol flush reaction that can cause temporary reddening of the skin as well as a number of related, and often unpleasant, symptoms of acetaldehyde toxicity. This mutation is typically accompanied by another mutation in the ADH enzyme ADH1B in roughly 80 % of east Asians, which improves the catalytic efficiency of converting ethanol into acetaldehyde. The largest single use of ethanol

4956-449: The composition of the ethanol-water azeotrope shifts to more ethanol-rich mixtures. The minimum-pressure azeotrope has an ethanol fraction of 100% and a boiling point of 306 K (33 °C), corresponding to a pressure of roughly 70  torr (9.333 kPa). Below this pressure, there is no azeotrope, and it is possible to distill absolute ethanol from an ethanol-water mixture. An ethanol–water solution will catch fire if heated above

5040-616: The conversion: Fermentation is the process of culturing yeast under favorable thermal conditions to produce alcohol. This process is carried out at around 35–40 °C (95–104 °F). Toxicity of ethanol to yeast limits the ethanol concentration obtainable by brewing; higher concentrations, therefore, are obtained by fortification or distillation . The most ethanol-tolerant yeast strains can survive up to approximately 18% ethanol by volume. Organic compound Due to carbon's ability to catenate (form chains with other carbon atoms ), millions of organic compounds are known. The study of

5124-413: The ethanol molecule also has a nonpolar end, it will also dissolve nonpolar substances, including most essential oils and numerous flavoring, coloring, and medicinal agents. The addition of even a few percent of ethanol to water sharply reduces the surface tension of water. This property partially explains the " tears of wine " phenomenon. When wine is swirled in a glass, ethanol evaporates quickly from

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5208-938: The evidence of covalent Fe-C bonding in cementite , a major component of steel, places it within this broad definition of organometallic, yet steel and other carbon-containing alloys are seldom regarded as organic compounds. Thus, it is unclear whether the definition of organometallic should be narrowed, whether these considerations imply that organometallic compounds are not necessarily organic, or both. Metal complexes with organic ligands but no carbon-metal bonds (e.g., (CH 3 CO 2 ) 2 Cu ) are not considered organometallic; instead, they are called metal-organic compounds (and might be considered organic). The relatively narrow definition of organic compounds as those containing C-H bonds excludes compounds that are (historically and practically) considered organic. Neither urea CO(NH 2 ) 2 nor oxalic acid (COOH) 2 are organic by this definition, yet they were two key compounds in

5292-426: The exhaled breath of healthy volunteers. Auto-brewery syndrome , also known as gut fermentation syndrome, is a rare medical condition in which intoxicating quantities of ethanol are produced through endogenous fermentation within the digestive system . Ethanol is produced both as a petrochemical , through the hydration of ethylene and, via biological processes, by fermenting sugars with yeast . Which process

5376-650: The focus in life. Both physical and psychological dependence can be treated with therapy. Many sedatives can be misused, but barbiturates and benzodiazepines are responsible for most of the problems with sedative use due to their widespread recreational or non-medical use. People who have difficulty dealing with stress, anxiety or sleeplessness may overuse or become dependent on sedatives. Some heroin users may take them either to supplement their drug or to substitute for it. Stimulant users may take sedatives to calm excessive jitteriness. Others take sedatives recreationally to relax and forget their worries. Barbiturate overdose

5460-404: The high pressure and temperature degradation of organic matter underground over geological timescales. This ultimate derivation notwithstanding, organic compounds are no longer defined as compounds originating in living things, as they were historically. In chemical nomenclature, an organyl group , frequently represented by the letter R, refers to any monovalent substituent whose open valence

5544-456: The incidence of these adverse reactions at about 5%, even in short-term use of the drugs. The paradoxical reactions may consist of depression , with or without suicidal tendencies , phobias , aggressiveness, violent behavior and symptoms sometimes misdiagnosed as psychosis . Sedatives and alcohol are sometimes combined recreationally or carelessly. Since alcohol is a strong depressant that slows brain function and depresses respiration ,

5628-402: The laboratory by converting carbon dioxide via biological and electrochemical reactions. Ethanol can be produced from petrochemical feed stocks, primarily by the acid - catalyzed hydration of ethylene. It is often referred to as synthetic ethanol. The catalyst is most commonly phosphoric acid , adsorbed onto a porous support such as silica gel or diatomaceous earth . This catalyst

5712-445: The main constituent of B-Stoff . Under such nomenclature, the ethanol was mixed with 25% water to reduce the combustion chamber temperature. The V-2's design team helped develop U.S. rockets following World War II, including the ethanol-fueled Redstone rocket , which launched the first U.S. astronaut on suborbital spaceflight . Alcohols fell into general disuse as more energy-dense rocket fuels were developed, although ethanol

5796-508: The medications are stopped). As with alcohol, the effects of benzodiazepine on neurochemistry, such as decreased levels of serotonin and norepinephrine , are believed to be responsible for their effects on mood and anxiety. Additionally, benzodiazepines can indirectly cause or worsen other psychiatric symptoms (e.g., mood, anxiety, psychosis, irritability) by worsening sleep (i.e., benzodiazepine-induced sleep disorder). Like alcohol , benzodiazepines are commonly used to treat insomnia in

5880-601: The mineral mellite ( Al 2 C 6 (COO) 6 ·16H 2 O ). A slightly broader definition of the organic compound includes all compounds bearing C-H or C-C bonds. This would still exclude urea. Moreover, this definition still leads to somewhat arbitrary divisions in sets of carbon-halogen compounds. For example, CF 4 and CCl 4 would be considered by this rule to be "inorganic", whereas CHF 3 , CHCl 3 , and C 2 Cl 6 would be organic, though these compounds share many physical and chemical properties. Organic compounds may be classified in

5964-467: The most common sedating drug). In the event of an overdose or if combined with another sedative, many of these drugs can cause sleep and even death . There is some overlap between the terms "sedative" and " hypnotic ". Advances in pharmacology have permitted more specific targeting of receptors, and greater selectivity of agents, which necessitates greater precision when describing these agents and their effects: The term "chemical cosh " ( cosh being

6048-540: The people admitted to emergency rooms in the U.S. as a result of nonmedical use of sedatives have a legitimate prescription for the drug, but have taken an excessive dose or combined it with alcohol or other drugs. There are also serious paradoxical reactions that may occur in conjunction with the use of sedatives that lead to unexpected results in some individuals. Malcolm Lader at the Institute of Psychiatry in London estimates

6132-487: The prolonged use of tranquilizers increases the risk of obsessive and compulsive disorder, where the person becomes unaware whether he has performed a scheduled activity or not, he may also repetitively perform tasks and still re-performs the same task trying to make-up for continuous doubts. Remembering names that were earlier known becomes an issue such that the memory loss becomes apparent. Sedatives — most commonly alcohol but also GHB , Flunitrazepam (Rohypnol), and to

6216-647: The properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry . For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts ), along with a few other exceptions (e.g., carbon dioxide , and even hydrogen cyanide despite the fact it contains a carbon-hydrogen bond), are generally considered inorganic . Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only

6300-569: The qualifier "ethyl" in "ethyl alcohol" originally came from the name "ethyl" assigned in 1834 to the group C 2 H 5 − by Justus Liebig . He coined the word from the German name Aether of the compound C 2 H 5 −O− C 2 H 5 (commonly called "ether" in English , more specifically called " diethyl ether "). According to the Oxford English Dictionary , Ethyl

6384-409: The short-term (both prescribed and self-medicated), but worsen sleep in the long-term. While benzodiazepines can put people to sleep, they disrupt sleep architecture : decreasing sleep time, delaying time to REM sleep , and decreasing deep slow-wave sleep (the most restorative part of sleep for both energy and mood). Sedatives and hypnotics should be avoided in people with dementia, according to

6468-541: The symptoms typically associated with alcohol intoxication—as well as many of the health hazards typically associated with the long-term consumption of ethanol—can be attributed to acetaldehyde toxicity in humans. The subsequent oxidation of acetaldehyde into acetate is performed by aldehyde dehydrogenase (ALDH) enzymes. A mutation in the ALDH2 gene that encodes for an inactive or dysfunctional form of this enzyme affects roughly 50 % of east Asian populations, contributing to

6552-447: The thin film of wine on the wall of the glass. As the wine's ethanol content decreases, its surface tension increases and the thin film "beads up" and runs down the glass in channels rather than as a smooth sheet. At atmospheric pressure, mixtures of ethanol and water form an azeotrope at about 89.4  mol% ethanol (95.6% ethanol by mass, 97% alcohol by volume ), with a boiling point of 351.3 K (78.1 °C). At lower pressure,

6636-456: The two substances compound each other's actions and this combination can prove fatal. The long-term use of benzodiazepines may have a similar effect on the brain as alcohol , and are also implicated in depression , anxiety , posttraumatic stress disorder (PTSD), mania , psychosis , sleep disorders , sexual dysfunction , delirium , and neurocognitive disorders (including benzodiazepine-induced persisting dementia which persists even after

6720-577: The vitalism debate. However, the IUPAC Blue Book on organic nomenclature specifically mentions urea and oxalic acid as organic compounds. Other compounds lacking C-H bonds but traditionally considered organic include benzenehexol , mesoxalic acid , and carbon tetrachloride . Mellitic acid , which contains no C-H bonds, is considered a possible organic compound in Martian soil. Terrestrially, it, and its anhydride, mellitic anhydride , are associated with

6804-483: Was 29,590,000,000 US gallons (112.0 gigalitres), coming mostly from the U.S. (51%) and Brazil (26%). Ethanol is the systematic name defined by the International Union of Pure and Applied Chemistry for a compound consisting of an alkyl group with two carbon atoms (prefix "eth-"), having a single bond between them (infix "-an-") and an attached −OH functional group (suffix "-ol"). The "eth-" prefix and

6888-503: Was first used for large-scale ethanol production by the Shell Oil Company in 1947. The reaction is carried out in the presence of high pressure steam at 300 °C (572 °F) where a 5:3 ethylene to steam ratio is maintained. This process was used on an industrial scale by Union Carbide Corporation and others. It is no longer practiced in the US as fermentation ethanol produced from corn

6972-445: Was known to occur only in the urine of living organisms. Wöhler's experiments were followed by many others, in which increasingly complex "organic" substances were produced from "inorganic" ones without the involvement of any living organism, thus disproving vitalism. Although vitalism has been discredited, scientific nomenclature retains the distinction between organic and inorganic compounds. The modern meaning of organic compound

7056-492: Was used as a general anesthetic , and has modern medical applications as an antiseptic , disinfectant , solvent for some medications, and antidote for methanol poisoning and ethylene glycol poisoning . It is used as a chemical solvent and in the synthesis of organic compounds, and as a fuel source for lamps, stoves, and internal combustion engines. Ethanol also can be dehydrated to make ethylene, an important chemical feedstock. As of 2023, world production of ethanol fuel

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