2-Ethyl-1-butanol
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2-Ethyl-1-butanol
2-Ethyl-1-butanol (IUPAC name: 2-ethylbutan-1-ol) is an organic chemical compound. It can be used to facilitate the separation of ethanol from water, which form an azeotrope that otherwise limits the maximum ethanol concentration. Reactions 2-Ethyl-1-butanol is manufactured industrially by the aldol condensation of acetaldehyde and butyraldehyde, followed by hydrogenation. It may also be prepared by the Guerbet reaction. Properties and applications The branching in 2-ethyl-1-butanol makes it harder to crystalize due to packing disruption, which results in a very low freezing point. Esters of 2-ethyl-1-butanol are similarly effected and it therefore finds application as a feedstock in the production of plasticizers and lubricants, where its presence helps reduce viscosity and lower freezing points. See also *2-Ethylhexanol 2-Ethylhexanol (abbreviated 2-EH) is an organic compound with formula CHO. It is a branched, eight-carbon chiral alcohol (chemistry), alcohol. It is a colorle ...
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Isopentane
Isopentane, also called methylbutane or 2-methylbutane, is a branched-chain saturated hydrocarbon (an alkane) with five carbon atoms, with formula or . Isopentane is an extremely volatile and extremely flammable liquid at room temperature and pressure. It is also the least dense liquid at standard conditions. The normal boiling point is just a few degrees above room temperature and isopentane will readily boil and evaporate away on a warm day. Isopentane is commonly used in conjunction with liquid nitrogen to achieve a liquid bath temperature of −160 °C. Natural gas typically contains 1% or less isopentane, but it is a significant component of natural gasoline.Ivan F. Avery, L. V. Harvey (1958): Natural-gasoline and Cycling Plants in the United States', Information circular, U.S. Department of the Interior, Bureau of Mines. 12 pages. Nomenclature The traditional name isopentane was still retained in the 1993 IUPAC recommendations, but is no longer recommended according ...
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Guerbet Reaction
The Guerbet reaction, named after Marcel Guerbet (1861–1938), is an organic reaction that converts a primary Alcohol (chemistry), alcohol into its β-alkylated Dimer (chemistry), dimer Alcohol (chemistry), alcohol with loss of one equivalent of water. The process is of interest because it converts simple inexpensive feedstocks into more valuable products. Its main disadvantage is that the reaction produces mixtures. Scope and applications The original 1899 publication concerned the conversion of N-Butanol, ''n''-butanol to 2-ethylhexanol. 2-ethylhexanol is however more easily prepared by alternative methods (from butyraldehyde). Instead, the Guerbet reaction is mainly applied to fatty alcohols to afford oily products, which are called Guerbet alcohols. They are of commercial interest to as components of cosmetics, plasticizers, and related applications. The reaction is conducted in the temperature range 180-360 °C, often in a sealed reactor. The reaction requires alkali me ...
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3-Ethylpentane
3-Ethylpentane (C7H16) is a branched saturated hydrocarbon. It is an alkane, and one of the many structural isomers of heptane, consisting of a five carbon chain with a two carbon branch at the middle carbon. An example of an alcohol Alcohol most commonly refers to: * Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom * Alcohol (drug), an intoxicant found in alcoholic drinks Alcohol may also refer to: Chemicals * Ethanol, one of sev ... derived from 3-ethylpentane is the tertiary alcohol 3-ethylpentan-3-ol.Ritchie, R and Gent, D: ''OCR Chemistry AS'', page 151. Heinemann, 2007. References Alkanes {{Hydrocarbon-stub it has 5 different skeletal structural isomers ...
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2-Methylhexane
2-Methylhexane (Carbon, C7Hydrogen, H16, also known as isoheptane, ethylisobutylmethane) is an isomer of heptane. It is structurally a hexane molecule with a methyl group attached to its second carbon atom. It exists in most commercially available heptane merchandises as an impurity but is usually not considered as impurity in terms of reactions since it has very similar physical property, physical and chemical property, chemical properties when compared to n-heptane (straight-chained heptane). Being an alkane, 2-methylhexane is insoluble in water, but is soluble in many organic solvents, such as Alcohol (chemistry), alcohols and diethyl ether, ether. However, 2-methylhexane is more commonly considered as a solvent itself. Therefore, even though it is present in many commercially available heptane products, it is not considered as a destructive impurity, as heptane is usually used as a solvent. Nevertheless, by concise processes of distillation and refining, it is possible to separa ...
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Valnoctamide
Valnoctamide (INN, USAN) has been used in France as a sedative-hypnotic since 1964. It is a structural isomer of valpromide, a valproic acid prodrug; unlike valpromide, however, valnoctamide is not transformed into its homologous acid, valnoctic acid, ''in vivo''. Indications In addition to being a sedative, valnoctamide has been investigated for use in epilepsy. It was studied for neuropathic pain in 2005 by Winkler et al., with good results: it had minimal effects on motor coordination and alertness at effective doses, and appeared to be equally effective as gabapentin. RH Belmaker, Yuly Bersudsky and Alex Mishory started a clinical trial of valnoctamide for prophylaxis of mania in lieu of the much more teratogenic valproic acid or its salts. Side effects The side effects of valnoctamide are mostly minor and include somnolence and the slight motor impairments mentioned above. Interactions Valnoctamide is known to increase through inhibition of epoxide hydrolase the serum le ...
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Azeotrope
An azeotrope () or a constant heating point mixture is a mixture of two or more liquids whose proportions cannot be altered or changed by simple distillation.Moore, Walter J. ''Physical Chemistry'', 3rd e Prentice-Hall 1962, pp. 140–142 This happens when an azeotrope is boiled, the vapour has the same proportions of constituents as the unboiled mixture. Because their composition is unchanged by distillation, azeotropes are also called (especially in older texts) ''constant boiling point mixtures''. Some azeotropic mixtures of pairs of compounds are known, and many azeotropes of three or more compounds are also known. In such a case it is not possible to separate the components by fractional distillation and azeotropic distillation is usually used instead. There are two types of azeotropes: minimum boiling azeotrope and maximum boiling azeotrope. A Solution (chemistry), solution that shows greater positive deviation from Raoult's law forms a minimum boiling azeotrope at a speci ...
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Hydrogenation
Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a Catalysis, catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or Saturated and unsaturated compounds, saturate organic compounds. Hydrogenation typically constitutes the addition of pairs of hydrogen atoms to a molecule, often an alkene. Catalysts are required for the reaction to be usable; non-catalytic hydrogenation takes place only at very high temperatures. Hydrogenation reduces Double bond, double and Triple bond, triple bonds in hydrocarbons. Process Hydrogenation has three components, the Saturated and unsaturated compounds, unsaturated substrate, the hydrogen (or hydrogen source) and, invariably, a catalyst. The redox, reduction reaction is carried out at different temperatures and pressures depending upon the substrate and the activity of the catalyst. Related or competing reactions The same ca ...
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Butyraldehyde
Butyraldehyde, also known as butanal, is an organic compound with the formula CH3(CH2)2CHO. This compound is the aldehyde derivative of butane. It is a colorless flammable liquid with an unpleasant smell. It is miscible with most organic solvents. Production Butyraldehyde is produced almost exclusively by the hydroformylation of propylene: : CH3CH=CH2 + H2 + CO → CH3CH2CH2CHO Traditionally, hydroformylation was catalyzed by cobalt carbonyl and later rhodium complexes of triphenylphosphine. The dominant technology involves the use of rhodium catalysts derived from the water-soluble ligand tppts. An aqueous solution of the rhodium catalyst converts the propylene to the aldehyde, which forms a lighter immiscible phase. About 6 billion kilograms are produced annually by hydroformylation. Butyraldehyde can be produced by the catalytic dehydrogenation of N-Butanol, ''n''-butanol. At one time, it was produced industrially by the catalytic hydrogenation of crotonaldehyde, which is deri ...
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Acetaldehyde
Acetaldehyde (IUPAC systematic name ethanal) is an organic chemical compound with the formula CH3 CHO, sometimes abbreviated by chemists as MeCHO (Me = methyl). It is a colorless liquid or gas, boiling near room temperature. It is one of the most important aldehydes, occurring widely in nature and being produced on a large scale in industry. Acetaldehyde occurs naturally in coffee, bread, and ripe fruit, and is produced by plants. It is also produced by the partial oxidation of ethanol by the liver enzyme alcohol dehydrogenase and is a contributing cause of hangover after alcohol consumption. Pathways of exposure include air, water, land, or groundwater, as well as drink and smoke. Consumption of disulfiram inhibits acetaldehyde dehydrogenase, the enzyme responsible for the metabolism of acetaldehyde, thereby causing it to build up in the body. The International Agency for Research on Cancer (IARC) has listed acetaldehyde as a Group 1 carcinogen. Acetaldehyde is "one of the mos ...
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Aldol Condensation
An aldol condensation is a condensation reaction in organic chemistry in which two carbonyl moieties (of aldehydes or ketones) react to form a β-hydroxyaldehyde or β-hydroxyketone (an aldol reaction), and this is then followed by dehydration to give a conjugated enone. The overall reaction is as follows (where the Rs can be H): Aldol condensations are important in organic synthesis and biochemistry as ways to form carbon–carbon bonds. In its usual form, it involves the nucleophilic addition of a ketone enolate to an aldehyde to form a β-hydroxy ketone, or "aldol" (aldehyde + alcohol), a structural unit found in many naturally occurring molecules and pharmaceuticals. The term ''aldol condensation'' is also commonly used, especially in biochemistry, to refer to just the first (addition) stage of the process—the aldol reaction itself—as catalyzed by aldolases. However, this is formally an addition reaction rather than a condensation reaction because it does not invo ...
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Chemical Compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element is therefore not a compound. A compound can be transformed into a different substance by a chemical reaction, which may involve interactions with other substances. In this process, bonds between atoms may be broken and/or new bonds formed. There are four major types of compounds, distinguished by how the constituent atoms are bonded together. Molecular compounds are held together by covalent bonds; ionic compounds are held together by ionic bonds; intermetallic compounds are held together by metallic bonds; coordination complexes are held together by coordinate covalent bonds. Non-stoichiometric compounds form a disputed marginal case. A chemical formula specifies the number of atoms of each element in a compound molecule, using the s ...
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Water
Water (chemical formula ) is an inorganic, transparent, tasteless, odorless, and nearly colorless chemical substance, which is the main constituent of Earth's hydrosphere and the fluids of all known living organisms (in which it acts as a solvent). It is vital for all known forms of life, despite not providing food, energy or organic micronutrients. Its chemical formula, H2O, indicates that each of its molecules contains one oxygen and two hydrogen atoms, connected by covalent bonds. The hydrogen atoms are attached to the oxygen atom at an angle of 104.45°. "Water" is also the name of the liquid state of H2O at standard temperature and pressure. A number of natural states of water exist. It forms precipitation in the form of rain and aerosols in the form of fog. Clouds consist of suspended droplets of water and ice, its solid state. When finely divided, crystalline ice may precipitate in the form of snow. The gaseous state of water is steam or water vapor. Water co ...
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