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ChemicalBook CAS DataBase List S-N-PROPYL THIOACETATE
2307-10-0

S-N-PROPYL THIOACETATE synthesis

14synthesis methods
-

Yield: 82%

Reaction Conditions:

at 60; for 4 h;

Steps:

Synthesis of S-Esters of Thiocarboxylic Acids
General procedure: A mixture of an aliphatic or aromatic thiol (0.1 mol) and a carboxylic acid chloride (0.2 mol) was heated for 4 h at 60°C; after cooling, it was diluted with 60 mL of benzene, washed with a saturated solution of NaHCO3 (4 × 30 mL), and dried over MgSO4. The desired products were isolated by the fractionation of the residue under atmospheric pressure (compounds 1 and 2) or in a vacuum (compounds 3-19). S-n-propyl thioacetate (1): yield 9.7 g (82%), bp136°C, 1.4556, 0.9793. IR spectrum (thin film,ν, cm-1): 1695 (C=O). 1H NMR spectrum (CDCl3, δ,ppm): 0.92 (t, 3J 6.9 Hz, 3H, Me), 1.52 (m, 2H, CH2),2.30 (s, 3H, Me), 2.87 (t, 3J 6.9 Hz, CH2S). 13C NMRspectrum (CDCl3, δ, ppm): 13.3 (Me), 22.7 (CH2),30.5 (Me), 30.6 (CH2S), 194.0 (C=O).

References:

Aliev;Belovezhets;Oparina [Petroleum Chemistry,2019,vol. 59,# 1,p. 99 - 105][Neftekhimiya,2019,vol. 59,# 1,p. 91 - 97,7]

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