19552-10-4

Basic information

• Product Name: 4-BROMOBENZYL MERCAPTAN
• Synonyms: (4-Bromophenyl)methanethiol, 4-Bromo-α-toluenethiol;4-Bromo-α-toluenethiol;4-Bromobenzyl mercap;4- broMinebenzyl Mercaptan;4-BROMOBENZYL MERCAPTAN;4-Bromobenzylmercaptane;(4-bromophenyl)methanethiol
• CAS NO: 19552-10-4
• Molecular Formula: C₇H₇BrS
• Molecular Weight: 203.1
• Product Categories: Phenol&Thiophenol&Mercaptan
• Mol File: 19552-10-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 27-31 °C(lit.)
• Boiling Point: 264.662 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.494 g/cm³
• Vapor Pressure: 0.0157mmHg at 25°C
• Refractive Index: 1.6170
• PKA: 9.32±0.10(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 4-BROMOBENZYL MERCAPTAN(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMOBENZYL MERCAPTAN(19552-10-4)
• EPA Substance Registry System: 4-BROMOBENZYL MERCAPTAN(19552-10-4)

Safety Data

• Safety Statements: 22-24/25
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 19552-10-4(Hazardous Substances Data)

Usage

Description

4-BROMOBENZYL MERCAPTAN is an organic compound characterized by the presence of a bromine atom at the para position of a benzyl group, which is connected to a thiol (mercaptan) group. This unique structure endows it with specific chemical properties that make it suitable for various applications in different industries.

Uses

Used in Chemical Synthesis:
4-BROMOBENZYL MERCAPTAN is used as a synthetic intermediate for the production of various organic compounds. Its ability to undergo desulfurization reactions makes it a valuable precursor in the synthesis of other molecules.
Used in Pharmaceutical Industry:
4-BROMOBENZYL MERCAPTAN is used as a building block for the development of pharmaceutical compounds. Its unique structure can be exploited to create new drugs with potential therapeutic applications.
Used in Chemical Research:
4-BROMOBENZYL MERCAPTAN serves as a research tool in the field of organic chemistry. It can be used to study the reactivity of different functional groups and to develop new synthetic methodologies.
Used in the Synthesis of 4-Bromotoluene:
4-BROMOBENZYL MERCAPTAN is used as a starting material for the synthesis of 4-bromotoluene via desulfurization with molybdenum hexacarbonyl [Mo(CO)6] in tetrahydrofuran. This reaction is an example of its utility in chemical synthesis, particularly in the production of substituted aromatic compounds.

InChI:InChI=1/C7H7BrS/c8-7-3-1-6(5-9)2-4-7/h1-4,9H,5H2

Upstream product

• 17356-08-0 thiourea 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 1122-91-4 4-bromo-benzaldehyde 
• 1892-20-2 4-bromobenzyl carbamate 
• 589-17-3 p-bromobenzyl chloride 
• 237763-11-0 methanesulfonic acid 4-bromo-benzyl ester 
• 351003-15-1 thioacetic acid S-(4-bromo-benzyl)ester 
• 873-75-6 4-bromobenzenemethanol 
• 111039-41-9 4-bromobenzyl carbamimidothioate monohydrobromide 
• 108-24-7 acetic anhydride 
• 131887-59-7 [(4-Bromo-benzylsulfanyl)-dimethylamino-methylene]-dimethyl-ammonium; iodide 
• 46123-94-8 S-(4-bromo-benzyl)-isothiourea 

Downstream Products

• 1096365-01-3 6,8-diamino-7-chloro-1-methyl-2-oxo-1,2-dihydropyrrolo[4,3,2-de]quinoline-4-carboxamide 
• 1098023-63-2 ammosamide A 
• 1394951-62-2 C₁₁H₁₀BrNO₂S 
• 20883-11-8 (4-bomophenyl)(methyl)sulfide 
• 53531-69-4 (4-bromo-phenyl)-methanesulfonyl chloride 

Relevant articles and documents

SULFUR EXTRUSION FROM DISULFIDES BY CARBENES

The present invention relates to a method for preparing a compound T having a thioether group from a compound D having a disulfide group in the presence of a carbene.

Benzylic Thio and Seleno Newman-Kwart Rearrangements

The thermally induced OBn → SBn and OBn → SeBn migration reactions facilitate the rearrangement of O-benzyl thio- and selenocarbamates [BnOC(=X)NMe2] (X = S or Se) into their corresponding S-benzyl thio- and Se-benzyl selenocarbamates [BnXC(=O)NMe2] (X = S or Se). A series of substituted O-benzyl thio- and selenocarbamates were synthesized and rearranged in good yields of 33-88%. The reaction rates are higher for substrates with electron-donating groups in the 2 or 4 position of the aromatic ring, but the rearrangement also proceeds with electron-withdrawing substituents. The rearrangement follows first-order reaction kinetics and proceeds via a tight ion pair intermediate consisting of the benzylic carbocation and the thio- or selenocarbamate moiety. Computational studies support these findings.

Preparation and in-vitro evaluation of 4-benzylsulfanylpyridine-2- carbohydrazides as potential antituberculosis agents

A set of 4-benzylsulfanylpyridine-2-carbohydrazides was synthesized and evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis, non-tuberculous mycobacteria, and multidrug-resistant M. tuberculosis. The activities expressed as the minimum inhibitory concentration (MIC) fall into a range of 2 to 125 μmol/L, most often 4 to 32 μmol/L. The results revealed that the substituents on the benzyl moiety do not influence the antimycobacterial efficacy. The substances exhibited similar activities against sensitive and resistant strains of M. tuberculosis. Furthermore, compounds show low antiproliferative effect and cytotoxicity.