Preparation of thiophenols from phenols

Organic compounds -- part of the class 532-570 series – Organic compounds – Sulfur containing

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568 68, 558257, C07C14800, C07C14928

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047540729

ABSTRACT:
Thiophenols are formed from phenols by first reacting a phenol with thiophosgene to form an aryl chlorothionoformate which is subjected to a halogen exchange reaction using an alkali metal fluoride to yield the corresponding fluorothionoformate. This fluorothionoformate is then rearranged to the corresponding fluorothiolformate by heating and the resulting fluorothiolformate is then hydrolyzed to yield the desired thiophenol.

REFERENCES:
Kazimi et al, "J. Amer. Chem. Soc.", vol. 77, pp. 2479-2482 (1955).
Newman, "J. Chem. Soc.", vol. 31, pp. 3980-3984 (1966).
Rod's Chemistry of Carbon Compounds", supplement to 2nd ed, Supplement to vol. 111, pp. 247-249 (1983).

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