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Thioacetic acid is an organosulfur compound with the molecular formula CH 3 C(O)SH. It is a thioic acid: the sulfur analogue of acetic acid (CH 3 C(O)OH), as implied by the thio-prefix. It is a yellow liquid with a strong thiol-like odor. It is used in organic synthesis for the introduction of thiol groups (−SH) in molecules. [4]
The following figure shows the reaction mechanism: [2] Reaktionsmechanismus Albright-Goldman-Oxidation. First, dimethyl sulfoxide (1) reacts with acetic anhydride to form a sulfonium ion. It reacts with the primary alcohol in an addition reaction. Furthermore, acetic acid is cleaved, so that intermediate 2 is formed. The latter reacts upon ...
IUPAC name IARC carcinogen group Toxic metabolite(s) Alcohol by volume (ABV) [1] LD50 in rat, oral [2]; Ethanol: Group 1: Acetaldehyde → acetic acid Up to 95.6% in rectified spirit
This H 2 can then be used to hydrogenolyze the esters over a catalyst (e.g., copper chromite), [8] which are produced by esterifying either the ammonium carboxylate salts (e.g., ammonium acetate, propionate, butyrate) or the carboxylic acids (e.g., acetic, propionic, butyric acid) with a high-molecular-weight alcohol (e.g., hexanol, heptanol). [9]
acetyl chloride SOCl 2 acetic acid (i) Li[AlH 4], ether (ii) H 3 O + ethanol Two typical organic reactions of acetic acid Acetic acid undergoes the typical chemical reactions of a carboxylic acid. Upon treatment with a standard base, it converts to metal acetate and water. With strong bases (e.g., organolithium reagents), it can be doubly deprotonated to give LiCH 2 COOLi. Reduction of acetic ...
In organic chemistry, alkynylation is an addition reaction in which a terminal alkyne (−C≡CH) is added to a carbonyl group (C=O) to form an α-alkynyl alcohol (R 2 C(−OH)−C≡C−R). [1] [2] When the acetylide is formed from acetylene (HC≡CH), the reaction gives an α-ethynyl alcohol. This process is often referred to as ethynylation.
Levi and Zanetti extended the Knorr synthesis in 1894 to the use of acetylacetone (2,4-pentanedione) in reaction with ethyl 2-oximinoacetoacetate. The result was ethyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate, where "OEt" = R 1 = R 3 = Me, and R 2 = COOEt. [9] The 4-acetyl group could easily be converted to a 4-ethyl group by Wolff-Kishner ...
The alcohol is esterified with 2-nitrophenylacetic acid, proceeding through the acid chloride or acid anhydride. The acid itself can also protect the alcohol through the Mitsunobu reaction: reacting the alcohol and the acid with diethyl azidocarboxylate and triphenylphosphine in dichloromethane.