Structural Formula Vector Image
Title: Thiophenol
CAS Registry Number: 108-98-5
CAS Name: Benzenethiol
Additional Names: phenylmercaptan
Molecular Formula: C6H6S
Molecular Weight: 110.18
Percent Composition: C 65.41%, H 5.49%, S 29.10%
Line Formula: C6H5SH
Literature References: Prepd by the reduction of benzenesulfonyl chloride with zinc dust in sulfuric acid: Adams, Marvel, Org. Synth. 1, 71 (1921).
Properties: Liquid. Repulsive, penetrating, garlic-like odor, esp when impure. d425 1.0728; bp760 168.3°; bp100 103.6°; bp50 86.2°; bp20 69.7°; bp1.0 18.6°; nD25 1.58603. Heat of fusion 24.90 cal/g; spec heat at 25°: 0.3829; entropy at 25°: 52.6. Insol in water. Very sol in alc; miscible with ether, benzene, CS2. Feebly acidic. Oxidizes in air, esp when dissolved in alcoholic ammonia, forming diphenyl disulfide, C6H5SSC6H5. The hydrogen of the SH group is easily replaced by metals.
Boiling point: bp760 168.3°; bp100 103.6°; bp50 86.2°; bp20 69.7°; bp1.0 18.6°
Index of refraction: nD25 1.58603
Density: d425 1.0728
CAUTION: Potential symptoms of overexposure are irritation of eyes, skin and respiratory system; dermatitis; cyanosis; coughing, wheezing, dyspnea, pulmonary edema, pneumonitis; headache, dizziness, CNS depression; nausea, vomiting; kidney, liver and spleen damage. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 26.

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