56919-17-6

Basic information

• Product Name: 5-BROMO-2-METHYLBENZENE-1-SULFONIC ACID
• Synonyms: 5-BROMO-2-METHYLBENZENE-1-SULFONIC ACID;5-bromo-2-methylbenzenesulfonic acid
• CAS NO: 56919-17-6
• Molecular Formula: C₇H₇BrO₃S
• Molecular Weight: 251.1
• Mol File: 56919-17-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.735
• Refractive Index: 1.599
• CAS DataBase Reference: 5-BROMO-2-METHYLBENZENE-1-SULFONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-METHYLBENZENE-1-SULFONIC ACID(56919-17-6)
• EPA Substance Registry System: 5-BROMO-2-METHYLBENZENE-1-SULFONIC ACID(56919-17-6)

Safety Data

• Hazardous Substances Data: 56919-17-6(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-methylbenzene-1-sulfonic acid is a chemical compound with the molecular formula C7H7BrO3S. It is an organic sulfonic acid with a benzene ring substituted with a bromine atom and a methyl group. 5-Bromo-2-methylbenzene-1-sulfonic acid is commonly used as a reagent in organic synthesis and as a building block for the production of pharmaceuticals, dyes, and agrochemicals. It is a water-soluble compound that is stable under normal conditions and is commonly used in laboratory settings for its acidic properties and ability to generate a sulfonate leaving group in organic reactions.

InChI:InChI=1/C7H7BrO3S/c1-5-2-3-6(8)4-7(5)12(9,10)11/h2-4H,1H3,(H,9,10,11)

Upstream product

• 106-38-7 para-bromotoluene 
• 10035-10-6 hydrogen bromide 
• 85419-59-6 4-amino-toluene-2-sulfinic acid 
• 7782-77-6 cis-nitrous acid 
• 121-03-9 4-nitrotoluene-2-sulfonic acid 
• 99-99-0 1-methyl-4-nitrobenzene 
• 118-88-7 4-amino-toluene-2-sulfonic acid 

Downstream Products

• 69321-56-8 5-bromo-2-methyl-benzene-sulfonyl chloride 
• 88-20-0 o-toluenesulfonic acid 
• 62473-98-7 4-bromo-2-sulfo-benzoic acid 
• 137-06-4 2-thiocresol 
• 56919-16-5 5-bromo-2-methylbenzene-1-sulfonamide 

Relevant articles and documents

Aromatic sulfonation 85. Halogen directing and steric effects in the sulfonation of the twelve halogenotoluenes and some related compounds

The isomer distributions for the sulfonation of the twelve halogenotoluenes and some trisubstituted halogenomethylbenzenes, with both 98.4 percent H2SO4 at 25 deg C and sulfur trioxide in nitromethane at 0 deg C, have been determined and found to be very similar.The predominantly para-directing effect of the halogen substituent dominates over that of the methyl substituent: with the 2-halogenotoluenes, the degree of 5-substitution decreases from >/= 90 percent for the fluoro to 50 percent for the iodo compound.The 2- to 3-sulfonation ratio of the 4-halogenotoluenes strongly increases on going from fluorine (0.5) to iodine (7).The ratio of the partial rate factors for the sulfonation of a halogenobenzene ortho and meta to halogen varies from 17 +/- 1 for the fluoro to 1.5 +/- 0.4 for the iodo substituent.In competition to the sulfonation, 2- and 4-iodotoluene undergo deiodination, The latter process is more important with the 4-isomer and with the protic sulfonating reagent.With the aprotic reagent, the reaction proceeds by direct sulfodeiodination, whereas with the sulfuric acid reagent, it proceeds by initial protiodeiodination and sulfodeprotonation.