Benzenethiol

Base Information

• Chemical Name: Benzenethiol
• CAS No.: 108-98-5
• Deprecated CAS: 1429189-89-8
• Molecular Formula: C6H6S
• Molecular Weight: 110.18
• Hs Code.: 2930.90
• European Community (EC) Number: 203-635-3
• ICSC Number: 0463
• NSC Number: 229566,6953
• UN Number: 2337
• UNII: 7K011JR4T0
• DSSTox Substance ID: DTXSID7026811
• Nikkaji Number: J2.874F
• Wikipedia: Thiophenol
• Wikidata: Q338965,Q83070909
• Metabolomics Workbench ID: 46184
• ChEMBL ID: CHEMBL119405
• Mol file: 108-98-5.mol

Synonyms:benzenethiol;thiophenate;thiophenol;thiophenol, copper (+1) salt;thiophenol, potassium salt;thiophenol, sodium salt

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Chemical Property of Benzenethiol

Chemical Property:

• Appearance/Colour: clear liquid with a repulsive odor
• Vapor Pressure: 1.4 mm Hg ( 20 °C)
• Melting Point: -15 °C
• Refractive Index: 1.5880
• Boiling Point: 169.1 °C at 760 mmHg
• PKA: 6.6(at 25℃)
• Flash Point: 50.6 °C
• PSA: 38.80000
• Density: 1.079 g/cm³
• LogP: 1.97530
• Storage Temp.: Store at RT.
• Sensitive.: Stench
• Solubility.: DMSO, Ethyl Acetate
• Water Solubility.: insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 110.01902136
• Heavy Atom Count: 7
• Complexity: 46.1
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid

Purity/Quality:

Safty Information:

• Pictogram(s): TT+
• Hazard Codes: T+,T
• Statements: 10-24/25-26-41-36/37/38
• Safety Statements: 23-26-28-36/37/39-45-28A-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Thiols
• Canonical SMILES: C1=CC=C(C=C1)S
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the nervous system.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis.
• Uses: In the production of pesticides, polymers, and pharmaceuticals; as a food additive Thiophenol is used as a mosquito larvicideand as an intermediate in organic synthesis.It is effective in reducing peroxide formationin jet fuels (Watkins et al. 1989). Pharmaceutical synthesis.

Technology Process of Benzenethiol

There total 658 articles about Benzenethiol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 33.0%

methanol (67-56-1) + S-phenyl 2-phenylethanethioate (18245-74-4) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + benzaldehyde (100-52-7) + thiophenol (108-98-5) + benzoic acid (65-85-0,8013-63-6) + diphenyldisulfane (882-33-7)

Guidance literature:

With barium(II) perchlorate; at 20 ℃; for 72h; Mechanism; anodic oxidation;

Reference yield: 32.0%

methanol (67-56-1) + phenyl thiobenzoate (884-09-3) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + benzaldehyde (100-52-7) + thiophenol (108-98-5) + benzoic acid (65-85-0,8013-63-6) + diphenyldisulfane (882-33-7)

Guidance literature:

With barium(II) perchlorate; at 20 ℃; for 72h; Mechanism; anodic oxidation;

Reference yield: 19.9%

Benzyl phenyl sulfide (831-91-4) → S-Phenyl benzenethiosulfonate (1212-08-4) + benzyl phenyl sulfoxide (7417-81-4,20246-02-0,73610-10-3,210539-77-8,833-82-9) + Benzyl phenyl sulfone (3112-88-7) + thiophenol (108-98-5) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + diphenyldisulfane (882-33-7) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With aluminium(III) triflate; dichloro(4,11-dimethyl-1,4,8,11-tetraazabicyclo[6.6.2]hexadecane)manganese(II); iodosylbenzene; In acetone; at 24.84 ℃; Reagent/catalyst;

DOI:10.1021/ic400361s

upstream raw materials:

thirane

diethyl ether

phenyllithium

trimethylene sulphide

Downstream raw materials:

2-(phenylthio)ethanol

2-(phenylthio)ethanamine

3-phenylthiopropanol

1-(phenylsulfanyl-methyl)-propylamine

Refernces

• 1、 Khoramabadi-zad, Ahmad,Akbari, Safar-Ali,Shiri, Azam,Veisi, Hojat. "Synthesis of 14-aryl-14H-7-thiadibenzo[a,j]anthracene". . p. 2443 - 2449. Retrieved 2005.
• 2、 Saito, Hayate,Nogi, Keisuke,Yorimitsu, Hideki. "Palladium-Catalyzed Double Borylation of Diaryl Sulfoxides with Diboron". . p. 4769 - 4774. Retrieved 2017.
• 3、 Voronkov, M. G.,Deryagina, E. N.,Papernaya, L. K.. "THERMAL DECOMPOSITION OF DIPHENYL DISULFIDE IN A HYDROGEN SULFIDE ATMOSPHERE". . p. 1905 - 1906. Retrieved 1982.
• 4、 Akao, Atsushi,Nonoyama, Nobuaki,Yasuda, Nobuyoshi. "A mild and practical deprotection method for benzyl thioethers". . p. 5337 - 5340. Retrieved 2006.
• 5、 Guillemin, Jean-Claude,Bouayad, Asmae,Vijaykumar, Dange. "First synthesis and characterization of vinylselenols and vinyltellurols". . p. 1163 - 1164. Retrieved 2000.
• 6、 Chen, Jingzhi,Huang, Wenhao,Li, Ying,Cheng, Xu. "Visible-Light-Induced Difluoropropargylation Reaction with Benzothiazoline as a Reductant". . p. 1466 - 1472. Retrieved 2018.
• 7、 Lavanish. "-". . p. 3847. Retrieved 1973.
• 8、 Inoue, Hiroo,Tamura, Shigeo. "Catalytic Function of a 3,3'-Tetramethylene-bridged 4-Methylthiazolium Salt in the Reductive Cleavage of the Sulphur-Sulphur Bond of Disulphides with o-Methylbenzaldehyde and Bases". . p. 858 - 859. Retrieved 1986.
• 9、 Norberto, Fatima,Araujo, M. Eduarda M.,Santos, Lidia,Jaime, Marta S. P.,Mateus, Pedro M. V.,Herves, Pablo. "Synthesis of phenyl arylsulfonyl-alkyl-dithiocarbamates and their hydrolytic reactivity in hydroxide and hydroperoxide media". . p. 4710 - 4714. Retrieved 2005.
• 10、 Palmer,Lossing. "-". . p. 4661. Retrieved 1962.