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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]
General structure of a monothioacetal General structure of a dithioacetal. In organosulfur chemistry, thioacetals are the sulfur analogues of acetals (R−CH(−OR) 2).There are two classes: the less-common monothioacetals, with the formula R−CH(−OR')−SR", and the dithioacetals, with the formula R−CH(−SR') 2 (symmetric dithioacetals) or R−CH(−SR')−SR" (asymmetric dithioacetals).
At neutral pH, thiocarboxylic acids are fully ionized. Thiocarboxylic acids are about 100 times more acidic than the analogous carboxylic acids. Thiobenzoic acid has a pK a of 2.48 compared with 4.20 for benzoic acid, and thioacetic acid has a pK a near 3.4 compared with 4.72 for acetic acid. [8]
The thioacetate esters can also be cleaved with methanethiol in the presence of stoichiometric base, as illustrated in the preparation of pent-4-yne-1-thiol: [2] H 3 C(CH 2 ) 3 OMs + KSAc → H 3 C(CH 2 ) 3 SAc + KOMs
[9] [10] With diaddition the 1,2-disulfide or the 1,1- dithioacetal forms. Reported catalysts for radical additions are triethylborane , [ 11 ] indium(III) bromide [ 12 ] and AIBN . [ 13 ] The reaction is also reported to be catalysed by cationic rhodium and iridium complexes, [ 14 ] by thorium and uranium complexes, [ 15 ] by rhodium complexes ...
One route to thioesters involves the reaction of an acid chloride with an alkali metal salt of a thiol: [1] RSNa + R'COCl → R'COSR + NaCl. Another common route entails the displacement of halides by the alkali metal salt of a thiocarboxylic acid. For example, thioacetate esters are commonly prepared by alkylation of potassium thioacetate: [1]
The Central State Film Archive (Albanian: Arkivi Qendror Shtetëror i Filmit) is the main film archive of Albania based in Tirana which lists in its repository 271 feature films, 166 animated films, 1,131 documentaries, and 1,012 film chronicles between the years 1945–2015.
S-Methyl thioacetate is a natural product found in many plant species. In its pure form it has an unpleasant sulfurous smell, but when highly diluted and along with other simple alkyl thioacetates and related compounds, it is an important component of the smell and flavour profile of some foods, especially Camembert cheese.