N-Hexyl mercaptan

Hexanediol, 251,873,879 n-Hexyl alcohol, 247, 253 dehydrogenation of, 322 P n Hexylacrylic acid. 465, 466 n-Hexylbenzene, 510, 516 n-Hexyl bromide. 282 n-Hexyl chloride, 270, 274 n-Hexyl cyanide, 409 n-Hexyl fluoride, 288, 289 n-Hexyl iodide, 288 n-Hexyl magnesium bromide, 237 n-Hexyl mercaptan. 496, 497 n-Hexyl nitrite, 306 1-Hexyne, 896, 899... 

A mixture of 51 g. (0.5 mole) of n-hexyl alcohol, 38 g. (0.5 mole) of thiourea, and 256 g. (1.5 moles) of 48% hydrobromic acid is stirred and heated to reflux for 9 hours. A solution of 60 g. (1.5 moles) of sodium hydroxide in 600 ml. of water is added, and the resulting mixture is heated under reflux for 2 hours, without stirring and with a stream of nitrogen passing over the surface of the liquid. The layers are separated, and the aqueous layer is acidified and extracted with ether. The combined ethereal extracts are dried over anhydrous calcium sulfate and distilled through a 12-in. packed column. n-Hexyl mercaptan is obtained in 71% yield. It boils at 149-152° at atmospheric pressure. 

Methyl mercaptan Ethyl mercaptan Propyl mercaptan wo-Propyl mercaptan Butyl mercaptan. wo-Butyl mercaptan j c-Butyl mercaptan ferf-Butyl mercaptan Amyl mercaptan 5 ec-Amyl mercaptan wo-Amyl mercaptan ten-Amy mercaptan n-Hexyl mercaptan n-Heptyl mercaptan n-Octyl mercaptan 5 oc-Octyl mercaptan n-Nonyl mercaptan forf-Nonyl mercaptan n-Decyl mercaptan Undecyl mercaptan n-Dodecyl mercaptan ten-DodocyX mercaptan fn-wo-Butyl mercaptan Phenyl mercaptan Benzyl mercaptan li-Limonene mercaptan Perchloromethyl mercaptan 3-Methyl- 1-butanethiol 2-Mercaptoethanol... 

Synonyms/Trade Names 1-Hexanethiol, Hexyl mercaptan, n-Hexyl mercaptan, n-Hexylthiol... 

Hexyl mercaptan n-Hexyl mercaptan n-Hexylthiol n-Thioheptyl alcohol... 

Dibutyl ethyleneboronate and n-hexyl mercaptan UV-irradiated at —70° until the product solidifies diethyl n-hexylthioethylboronate. Y 93%.—Boronic acid esters containing other functional groups, such as a-halogen, previously inaccessible, may be prepared by these radical-catalyzed reactions. F. e. s. D. S. Matteson, Am. Soc. 81, 5004 (1959). 

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