Benzenethiol

Base Information

• Chemical Name: Benzenethiol
• CAS No.: 16528-57-7
• Deprecated CAS: 1429189-89-8
• Molecular Formula: C₁₂H₁₀S₂Sn
• Molecular Weight: 337.053
• 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: 16528-57-7.mol

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

Chemical Property of Benzenethiol

Chemical Property:

• Boiling Point: 169.139 °C at 760 mmHg
• Flash Point: 50.556 °C
• Density: 1.079 g/cm³
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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.

Technology Process of Benzenethiol

There total 6 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: 81.0%

phenylthiotrimethylsilane (4551-15-9) + tin(ll) chloride → tin(II) benzenethiolate (16528-57-7,22881-46-5)

Guidance literature:

In 1,2-dimethoxyethane; N2; ligand added to DME soln. of SnCl2 (2:1 molar ratio); crystd. (2 d), filtered off, washed (ethyl ether), soln. evapd., recrystd. (ethyl ether/THF), combined; elem. anal.;

DOI:10.1002/ejic.200900940

Reference yield: 71.0%

tin (7440-31-5) + thiophenol (108-98-5) → tin(II) benzenethiolate (16528-57-7,22881-46-5)

Guidance literature:

With tetraethylammonium perchlorate; In acetonitrile; Electrochem. Process; electrochemical process with Sn anode suspended into soln. of thiol, -10°C for 6 h, N2 atm.; washing a ppt. with petroleum ether, drying; elem. anal.;

DOI:10.1021/ic00137a046

Reference yield:

diphenyldisulfane (882-33-7) → thiophenol; tin tetrakis-benzenethiolate (16528-57-7,22881-46-5)

Guidance literature:

With hydrogenchloride; tin; at 65 - 70 ℃;

upstream raw materials:

tin

thiophenol

tin(II) acetate

phenylthiotrimethylsilane

Downstream raw materials:

(E)-1-phenylethanone oxime

N-(1-phenyl-ethyl)-hydroxylamine

Sn(thiophenolate)4

Sn(SC₆H₅)2(SeC₆H₅)2

Refernces

• 1、 Baum, David,Kosma, Paul,Zamyatina, Alla. "Synthesis of zwitterionic 1,1′-glycosylphosphodiester: A partial structure of galactosamine-modified francisella lipid A". supporting information. p. 3772 - 3775. Retrieved 2014/08/05.
• 2、 Hencher, J. Lawrence,Khan, Masood,Said, Farouq F.,Sieler, Robert,Tuck, Dennis G.. "Direct electrochemical synthesis of benzenethiolato complexes of tin(II), tin(IV), and lead(II). Molecular structure of the 2,2′-bipyridine adduct of Sn(SC6H5)4". . p. 2787 - 2791. Retrieved 2008/10/08.