α-Propiolactone
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α-Propiolactone
Methyloxiranone or α-propiolactone is a chemical compound of the lactone family, with a three-membered ring. It is a stable product which can be obtained from the 2-bromopropionate anion. It is an intermediate in the decomposition of 2-chloropropionic acid in the gas phase.Vicent S. Safont, Vicente Moliner, Juan Andrés, Luís R. Domingo (1997)''Theoretical Study of the Elimination Kinetics of Carboxylic Acid Derivatives in the Gas Phase. Decomposition of 2-Chloropropionic Acid'' J. Physical Chemistry series A, volume 101, issue 10, pp. 1859–1865. See also * β-Propiolactone * Acetolactone Acetolactone (α-acetolactone) is an organic compound with formula . It is the smallest member of the lactone family but can also be described as the epoxide of ethenone. The compound was described in 1997 as a transient species in mass spectromet ... References Alpha-lactones {{heterocyclic-stub ...
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Acetolactone
Acetolactone (α-acetolactone) is an organic compound with formula . It is the smallest member of the lactone family but can also be described as the epoxide of ethenone. The compound was described in 1997 as a transient species in mass spectrometry experiments. Related compounds Although acetolactone itself has not been isolated in bulk, the related species bis(trifluoromethyl)acetolactone ((), which has increased electronic stabilisation due to its two trifluoromethyl groups, is known and has a half-life of 8 hours at 25 Â°C. This compound is prepared by photolysis Photodissociation, photolysis, photodecomposition, or photofragmentation is a chemical reaction in which molecules of a chemical compound are broken down by absorption of light or photons. It is defined as the interaction of one or more photons wi ... of bis(trifluoromethyl)malonyl peroxide. Other alpha lactones have been prepared. See also * α-Propiolactone * Oxalic anhydride References Alpha-lactones Su ...
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Lactone
Lactones are cyclic carboxylic esters. They are derived from the corresponding hydroxycarboxylic acids by esterification. They can be saturated or unsaturated. Lactones are formed by lactonization, the intramolecular esterification of the corresponding hydroxycarboxylic acids. Nomenclature Greek alphabet#Letters, Greek prefixes in alphabetical order indicate ring size. Lactones are usually named according to the precursor acid molecule (''aceto'' = 2 carbon atoms, ''propio'' = 3, ''butyro'' = 4, ''valero'' = 5, ''capro'' = 6, etc.), with a ''-lactone'' suffix and a Greek letter prefix that specifies the number of carbon atoms in the heterocycle — that is, the distance between the relevant -OH and the -COOH groups along said backbone. The first carbon atom after the carbon in the -COOH group on the parent compound is labelled α, the second will be labeled β, and so forth. Therefore, the prefixes also indicate the size of the lactone ring: α-lactone = 3-membered ring, β-lac ...
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2-chloropropionic Acid
2-Chloropropionic acid (2-chloropropanoic acid) is the chemical compound with the formula CH3CHClCO2H. This colorless liquid is the simplest chiral chlorocarboxylic acid, and it is noteworthy for being readily available as a single enantiomer. The conjugate base of 2-chloropropionic acid (CH3CHClCO2−), as well as its salts and esters, are known as 2-chloropropionates or 2-chloropropanoates. Preparation Racemic 2-chloropropionic acid is produced by chlorination of propionyl chloride followed by hydrolysis of the 2-chloropropionyl chloride. Enantiomerically pure (''S'')-2-chloropropionic acid can be prepared from L-alanine via diazotization in hydrochloric acid. Other α-amino acids undergo this reaction. Reactions Reduction of (''S'')-2-chloropropionic acid with lithium aluminium hydride affords (''S'')-2-chloropropanol, the simplest chiral chloro-alcohol. This alcohol undergoes cyclization upon treatment with potassium hydroxide, which causes dehydrohalogenation to give ...
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