5858-17-3

Basic information

• Product Name: 3,4-DICHLOROTHIOPHENOL
• Synonyms: 3,4-DICHLOROTHIOPHENOL;3,4-DICHLOROPHENYLMERCAPTAN;3,4-DICHLOROBENZENETHIOL;3,4-Dichlorothiophenol,97%;3,4-Dichloro;3,4-Dichlorothiophenol 98%;3,4-DICHLOROTHIOPHENOL / 3,4-DICHLOROBENZENETHIOL;3,4-Dichlorobenzene-1-thiol
• CAS NO: 5858-17-3
• Molecular Formula: C₆H₄Cl₂S
• Molecular Weight: 179.07
• EINECS: 227-485-3
• Product Categories: Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;Organic Building Blocks;Sulfur Compounds;Thiols/Mercaptans;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds
• Mol File: 5858-17-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 21 °C
• Boiling Point: 119-120 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Cloudy colorless to yellow or white to yellow/Liquid or Low Melting Solid
• Density: 1.407 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0259mmHg at 25°C
• Refractive Index: n20/D 1.623(lit.)
• PKA: 5.35±0.10(Predicted)
• Sensitive: Stench
• BRN: 2042869
• CAS DataBase Reference: 3,4-DICHLOROTHIOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DICHLOROTHIOPHENOL(5858-17-3)
• EPA Substance Registry System: 3,4-DICHLOROTHIOPHENOL(5858-17-3)

Safety Data

• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-37/39
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT, STENCH
• PackingGroup: II
• Hazardous Substances Data: 5858-17-3(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Uses

3,4-Dichlorobenzenethiol was employed as probe for detection of methylating agent production during exposure of N-nitrosodimethylamine to rat liver S-9 preparations. It was used as trapping agent for electrophiles produced in vitro or in vivo. It was used to develop surface-enhanced Raman sensor for detection of biowarfare agent and glucose.

InChI:InChI=1/C6H4Cl2S/c7-5-2-1-4(9)3-6(5)8/h1-3,9H

Upstream product

• 120-82-1 1,2,4-Trichlorobenzene 
• 98-31-7 3,4-dichlorobenzenesulphonyl chloride 
• 95-76-1 m,p-dichloroaniline 
• 13443-69-1 N-acetyl-S-(3,4-dichloro-phenyl)-L-cysteine 

Downstream Products

• 21248-51-1 [(3,4-dichlorophenyl)thio]acetic acid 
• 1849-36-1 para-nitrobenzenethiol 
• 51361-02-5 N-[2,2,2-Trichloro-1-(3,4-dichloro-phenylsulfanyl)-ethyl]-formamide 
• 59010-73-0 2-(3',4'-Dichlorphenylthio)phenol 
• 86026-60-0 1-{2-[2-(3,4-Dichloro-phenylsulfanyl)-ethyl]-pyrrolidin-1-yl}-ethanone 
• 101010-01-9 Sodium; 4-(3,4-dichloro-phenyldisulfanyl)-butane-1-sulfinate 
• 19968-29-7 acetonyl 3,4-dichlorophenyl sulfide 
• 85053-06-1 2-(3,4-dichlorophenylsulfanyl)-1-ethanol 
• 547742-07-4 6-formylpyridine-2-carbothionic acid-S-3,4-dichlorophenyl ester 
• 533888-80-1 isopropyl [(3,4-dichlorophenyl)thio]acetate 
• 684255-30-9 4-(3',4'-dichlorophenylsulfanyl)acetophenone 
• 56163-57-6 1-(3',4'-Dichlorphenylthio)-4-methoxy-2-butanon 
• 349550-78-3 1-[1,4-benzodioxan-5-yl]-4-[3,4-dichlorophenylthiomethylcarbonyl]piperazine 

Relevant articles and documents

S-Aryl(tetramethyl)isothiouronium salts as potential antimicrobial agents, II

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An increased internal rotational barrier in thiophenol caused by meta substituents

The twofold internal barriers to rotation about the C-S bond in 3,5-diX-thiophenols were determined in solution from long-range spin-spin coupling constants.They are 3.4, 4.85, 5.3, 6.45, and 7.25 +/- 10percent kJ/mol for X = H, CH3, OCH3, F, and Cl, respectively.In 3,5-dichloro-4-hydroxythiophenol, V2 is -0.8 kJ/mol as compared to -1.9 kJ/mol in 4-methoxythiophenol.The para substituent here dominates.The observed barriers are in rough agreement with arguments based on perturbation molecular orbital theory and with MO calculations of changes in the barrier caused by substituents.The computed values appear as nearly pure twofold barriers with very small fourfold components.

Cephalosporin displacement reaction

The present invention is directed to a process for the displacement of the acetoxy group of a cephalosporanic acid by a sulfur nucleophile, in an organic solvent and under essentially anhydrous conditions.