815575-39-4

Basic information

• Product Name: 1,2-Benzenediol, 3-bromo-4-methyl- (9CI)
• Synonyms: 1,2-Benzenediol, 3-bromo-4-methyl- (9CI)
• CAS NO: 815575-39-4
• Molecular Formula: C7H7BrO2
• Molecular Weight: 203.03328
• Product Categories: METHYL;ALCOHOL
• Mol File: 815575-39-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Benzenediol, 3-bromo-4-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzenediol, 3-bromo-4-methyl- (9CI)(815575-39-4)
• EPA Substance Registry System: 1,2-Benzenediol, 3-bromo-4-methyl- (9CI)(815575-39-4)

Safety Data

• Hazardous Substances Data: 815575-39-4(Hazardous Substances Data)

Usage

General Description

1,2-Benzenediol, 3-bromo-4-methyl- (9CI) is a chemical compound with the molecular formula C7H7BrO2. It is also known as 3-bromo-4-methylcatechol and is a derivative of catechol. This chemical has a white to light brown crystalline appearance and is soluble in water and ethanol. It is commonly used in organic synthesis and as a reagent in the preparation of various organic compounds. Additionally, it has been studied for its potential applications in pharmaceuticals and as an antioxidant. However, it is important to handle this chemical with caution as it may cause skin and eye irritation, and should only be used in a well-ventilated area with proper safety precautions.

Upstream product

• 75-25-2 Bromoform 
• 80-71-7 2-hydroxy-3-methylcyclopent-2-en-1-one 

Relevant articles and documents

Synthesis of Polysubstituted Meta-Halophenols by Anion-Accelerated 2π-Electrocyclic Ring Opening

Disrotatory – thermally allowed – 2π-electrocyclic ring-opening reactions require high temperatures to proceed. Herein, we report the first anion-accelerated 2π-electrocyclic ring opening of 6,6-dihalobicyclo[3.1.0]hexan-2-ones at low temperature to give the corresponding meta-halophenols in good to high yields (18 examples, 29–92 % yield, average: 65 %). Many of the phenols have unconventional substitution patterns and are reported here for the first time. Furthermore, the strength of the methodology was shown by the total synthesis of the densely functionalized phenolic natural product caramboxin (isolated as the lactam dehydrate). The reaction mechanism underlying the anion-acceleration was investigated in an ab initio study, which concluded that base-mediated proton abstraction anti to the concurrently departing endo-bromine was the initiating step in an overall concerted reaction mechanism leading directly to the meta-halophenol.