33965-85-4

Basic information

• Product Name: 1-chloro-4-(phenyldisulfanyl)benzene
• Synonyms: 1-Chloro-4-(phenyldithio)benzene; 4-Chlorophenyl phenyl disulfide
• CAS NO: 33965-85-4
• Molecular Formula: C₁₂H₉ClS₂
• Molecular Weight: 252.7829
• Mol File: 33965-85-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 342.5°C at 760 mmHg
• Flash Point: 152°C
• Density: 1.33g/cm³
• Vapor Pressure: 0.000148mmHg at 25°C
• Refractive Index: 1.687
• CAS DataBase Reference: 1-chloro-4-(phenyldisulfanyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-4-(phenyldisulfanyl)benzene(33965-85-4)
• EPA Substance Registry System: 1-chloro-4-(phenyldisulfanyl)benzene(33965-85-4)

Safety Data

• Hazardous Substances Data: 33965-85-4(Hazardous Substances Data)

Usage

Appearance

White to off-white crystalline solid

Odor

Mild, sulfur-like

Uses

a. Intermediate in the manufacture of pharmaceuticals and agrochemicals
b. Chemical reagent in organic synthesis
c. Precursor in the production of other sulfur-containing compounds

Safety

Known to be an irritant to the skin, eyes, and respiratory system

Precautions

Proper safety measures should be taken when handling this compound

Upstream product

• 64168-52-1 4'-nitrobenzenesulfenanilide 
• 106-54-7 p-Chlorothiophenol 
• 114657-07-7 1,3-dimethyl-5-(4'-methoxybenzyl)-5-phenylthiobarbituric acid 
• 114657-00-0 1,3-dimethyl-5-(4'-nitrobenzyl)-5-phenylthiobarbituric acid 
• 108-98-5 thiophenol 
• 933-01-7 4-chloro-benzenesulfenyl chloride 
• 931-59-9 benzenesulfenyl chloride 
• 14204-27-4 N-phenylthiophthalimide 
• 14204-31-0 2-(4-chlorophenylthio)isoindoline-1,3-dione 
• 67759-68-6 N-(4-chloro-phenyldisulfanyl)-phthalimide 
• 98-80-6 phenylboronic acid 
• 1679-18-1 4-Chlorophenylboronic acid 

Downstream Products

• 1213-40-7 S-(4-chlorophenyl)benzene thiosulfonate 
• 1142-97-8 phenyl 4-chlorobenzenethiosulfonate 
• 1451371-32-6 2-((4-chlorophenyl)thio)-1,4-dioxane 

Relevant articles and documents

Transformation of arylboronic acids with sodium thiosulfate into organodisulfides catalyzed by a recyclable polyoxometalate-based Cr(iii) catalyst

Organo disulfides represent an abundant class of compounds in chemical biology, pharmaceutical fields, and industry. They are traditionally synthesized by the oxidation of mercaptan in the presence of an organic ligand supported metal catalyst or toxic oxidants under harsh conditions. Here, we disclose a highly-efficient pathway in which disulfide is synthesized by organic boric acid and Na2S2O3 using the catalyst (NH4)3[CrMo6O18(OH)6], demonstrating a high activity and excellent selectivity. Various boric acid derivatives have been successfully transformed into the corresponding disulfides. Mechanistic insights have been furnished based on the observation of intermediate and control experiments.

Unsymmetrical Disulfides Synthesis via Sulfenium Ion

An umpolung approach for the synthesis of unsymmetrical disulfides via sulfenium ion is reported. In situ generated electrophilic sulfenium ion from electron-rich thiols reacted with second thiols to yield unsymmetrical disulfides. Using an iodine catalyst and 4-dimethylaminopyridine (DMAP)/water as promoter, the target syntheses were achieved in one pot under aerobic condition.

A traceless, one-pot preparation of unsymmetric disulfides from symmetric disulfides through a repeated process involving sulfenic acid and thiosulfinate intermediates

A variable group of unsymmetric disulfides was prepared under mild reaction conditions and in high yields through the reaction of symmetric disulfides with sulfuryl chloride followed by treatment with thiols in the presence of water.