15446-14-7

Basic information

• Product Name: 1-chloro-4-(prop-2-en-1-ylsulfanyl)benzene
• CAS NO: 15446-14-7
• Molecular Formula: C₉H₉ClS
• Molecular Weight: 184.6858
• Mol File: 15446-14-7.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 244.7°C at 760 mmHg
• Flash Point: 101.5°C
• Density: 1.15g/cm³
• Vapor Pressure: 0.0468mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: 1-chloro-4-(prop-2-en-1-ylsulfanyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-4-(prop-2-en-1-ylsulfanyl)benzene(15446-14-7)
• EPA Substance Registry System: 1-chloro-4-(prop-2-en-1-ylsulfanyl)benzene(15446-14-7)

Safety Data

• Hazardous Substances Data: 15446-14-7(Hazardous Substances Data)

Usage

General Description

1-chloro-4-(prop-2-en-1-ylsulfanyl)benzene, also known as thiophenol, is a chemical compound that consists of a benzene ring with a chlorine atom in the 1-position and a thiol group attached to the 4-position. The thiol group, also known as a sulfhydryl group, contains a sulfur atom bonded to a hydrogen atom and an alkene group, also called the prop-2-en-1-yl group. Thiophenol is a colorless to light yellow liquid with a strong, unpleasant odor similar to that of rotten garlic or skunk spray. It is commonly used as a solvent and as a reagent in organic synthesis, particularly in the production of dyes and pharmaceuticals. Thiophenol is also known for its toxicity and irritant properties, and proper safety precautions should be taken when handling this chemical.

Upstream product

• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 583-04-0 vinyl benzoate 
• 26760-21-4 methyl p-chlorobenzenesulphinate 
• 762-72-1 allyl-trimethyl-silane 
• 106-54-7 p-Chlorothiophenol 
• 107-05-1 3-chloroprop-1-ene 
• 591-87-7 Allyl acetate 
• 107-18-6 allyl alcohol 
• 70122-89-3 tert-butyl allyl carbonate 
• 346713-20-0 allylsamarium bromide 
• 106-95-6 allyl bromide 

Downstream Products

• 113943-94-5 cis-5-<<(4-chlorophenyl)thio>methyl>-3-(4-fluorophenyl)-3-<(1H-imidazol-1-yl)methyl>-2-methylisoxazolidine 
• 113943-92-3 cis-5-<<(4-chlorophenyl)thio>methyl>-3-<(1H-imidazol-1-yl)methyl>-2-methyl-3-phenylisoxazolidine 
• 113944-11-9 cis-3-(4-chlorophenyl)-5-<<(4-chlorophenyl)thio>methyl>-3-<(1H-imidazol-1-yl)methyl>-2-methylisoxazolidine 
• 124176-95-0 1-[(3S,5R)-3-(4-Chloro-phenyl)-5-(4-chloro-phenylsulfanylmethyl)-2-methyl-isoxazolidin-3-ylmethyl]-1H-[1,2,4]triazole 
• 124176-94-9 1-[(3S,5S)-3-(4-Chloro-phenyl)-5-(4-chloro-phenylsulfanylmethyl)-2-methyl-isoxazolidin-3-ylmethyl]-1H-[1,2,4]triazole 
• 92617-50-0 3-allyl(p-chlorophenylthio)amino-2-<2-(4-hydroxy-2-methoxyphenyl)ethyl>quinazolin-4(3H)-one 
• 113943-86-5 cis-5-<<(4-chlorophenyl)thio>methyl>-3-<(1H-imidazol-1-yl)methyl>-3-(3-methoxyphenyl)-2-methylisoxazolidine 
• 1316696-86-2 (S)-allyl p-chlorophenyl sulfoxide 
• 3729-44-0 1-(allylsulfonyl)-4-chlorobenzene 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 129264-94-4 (2,2,2-trifluoroethyl) (4-chlorophenyl) sulfide 

Relevant articles and documents

Synthesis of sulfides under solvent- and catalyst-free conditions

A simple, highly efficient, and green protocol has been developed for preparation of sulfides from alkyl or aryl thiols and benzyl-, allyl-, t-butyl, and adamantyl halides under solvent- and catalyst-free conditions.

Synthesis of sulfimides and N-Allyl-N-(thio)amides by Ru(II)catalyzed nitrene transfer reactions of N-acyloxyamides

The N-acyloxyamides were employed as effective N-acyl nitrene precursors in reactions with thioethers under the catalysis of a commercially available Ru(II) complex, from which a variety of sulfimides were synthesized efficiently and mildly. If an allyl group is contained in the thioether precursor, the [2,3]-sigmatropic rearrangement of the sulfimide occurs simultaneously and the N-allyl-N-(thio)amides were obtained as the final products. Preliminary mechanistic studies indicated that the Ru-nitrenoid species should be a key intermediate in the transformation.

One-pot Synthesis of Allyl Sulfides from Sulfinate Esters and Allylsilanes through Reduction of Alkoxysulfonium Intermediates

An efficient method to synthesize allyl sulfides from sulfinate esters and allylsilanes is described. Based on the reactivity of isolated allyl(methoxy)phenyl sulfonium triflate, we have developed a simple one-pot method for the allyl sulfide synthesis by S-allylation of sulfinate esters and subsequent reduction with sodium borohydride. A number of allyl sulfides were prepared by this method leaving various functional groups unreacted.