Benzenethiol Phenol, thio

Benzenesulfonyl chloride, 4-methyl- [p-Tol-uenesulfonyl chloride], 55, 57, 59 Benzenethiol [Phenol, thio-], 55, 122 Benzenethiol, copper(I) salt [Thiophenol, copper(I) salt], 55, 123 Benzenethiol, lithium salt [Thiophenol, lithium salt], 55, 1 22 Benzoic acid, 2-amino- [Anthramlic acid], p bromination of, 55, 23... 

Perbenzoic acid, m-chloro- [Benzenecar-boperoxoic acid, 3-chloro-J, 55, 88 PHASE TRANSFER ALKYLATION, 55, 91 PHASE TRANSFER CATALYSIS, 55, 96 Phenol, thio- [Benzenethiol], 55, 122 Phenol, 2,4,6 tnbromo-, 55, 20 m-Phcnylenediamine [1,3 Benzenediamine], p-bromination of, 55, 23 Phosphine, phenyl-, bis(3-dimethylamino-... 

Beilstein Handbook Reference) AI3-16418 Benzene, mercapto- Benzenethiol BRN 0506623 EINECS 203-635-3 FEMA No, 3616 HSDB 5387 Mercaptobenzene NSC 6953 Phenol, thio- Phenyl mercaptan Phenylthiol RCRA waste number P014 Thiofenol Thiophenol UN2337 USAF XR-19, Intermediate in synthesis of pesticides and pharmaceuticals. Oil mp = -14.8° bp = 169,1° d = 1.0775 wm = 240 nm (e = 7244, EtOH) insoluble in H2O, slightly soluble in CCI4, soluble in EtOH, EtzO, OeHe. ICI Americas Inc, Janssen Chimica Lancaster Synthesis Co. Sigma-Aldrich Fine Chem. 

The rate and activation parameters have been determined for the reaction of potassium methanethiolate with various 2-fluoro- and bromo-pyridines. Although an ortAo-methyl group did not activate the 2- position in 2-bromo- or 2-fluoro-pyridine towards attack by the methanethiolate ion, deactivation of the ortho rather than the para position was observed. At 110°C for the bromo-compounds Ao-Me Xp-Me = 3-9, while Ao-Br A -Br = 2-2. The results have been compared with those obtained using methoxide and benzenethiolate anions in methanol. The relative rates observed in HMPA are the same as those in methanoP . Thio-phenol reacts faster than its anion with a bromopyridine, in methanol, due to a rapid acid-base pre-equilibrium in which the pyridine is protonated. An o-MeO substituent accelerates the replacement of Br, and a small increase is also noted on going from MeOH to DMSO as solvenpii. 

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