52200-69-8

Basic information

• Product Name: 3-Bromo-2-methoxytoluene
• Synonyms: 2-Bromo-6-methylanisole;3-Bromo-2-methoxytoluene;1-BroMo-2-Methoxy-3-Methylbenzene;2-Bromo-6-methylanisole 98%;3-Bromo-2-methoxytoluene, 1-Bromo-2-methoxy-3-methylbenzene, 2-Bromo-6-methylphenyl methyl ether;2-Bromo-6-methylanisole98%
• CAS NO: 52200-69-8
• Molecular Formula: C₈H₉BrO
• Molecular Weight: 201.06046
• Product Categories: alkyl bromide
• Mol File: 52200-69-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 82-83.5 °C
• Boiling Point: 220.2±20.0 °C(Predicted)
• Appearance: /
• Density: 1.378±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-Bromo-2-methoxytoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2-methoxytoluene(52200-69-8)
• EPA Substance Registry System: 3-Bromo-2-methoxytoluene(52200-69-8)

Safety Data

• Hazardous Substances Data: 52200-69-8(Hazardous Substances Data)

Usage

General Description

3-Bromo-2-methoxytoluene, also known as 5-bromo-1,2-dimethyl-3-methoxybenzene, is a halogenated aromatic organic compound. It has the structural formula C9H11BrO and a consisting of a benzene ring substituted by a bromo group, a methoxy group, and a methyl group at positions 3, 2, and 1 respectively. It is typically used as a chemical intermediate in the production of other chemicals. Among other synthesis processes accessing substituted heterocycles, it is notable in synthesizing aryl amines, and it's a critical reactant in pharmaceutical and agrochemical industries helping to develop useful biological agents and agrichemicals. As with most chemicals of this type, it is advisable to handle it with appropriate safety measures as it can cause eye, skin, and respiratory irritation.

Upstream product

• 95-48-7 ortho-cresol 
• 13319-71-6 2-bromo-6-methylphenol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 496-16-2 2.3-dihydrobenzofuran 
• 1375997-08-2 (3-bromo-2-methoxyphenyl)methanamine hydrochloride 
• 1177558-48-3 2-{[3-bromo-2-(methyloxy)phenyl]methyl}-1H-isoindole-1,3(2H)-dione 
• 1193444-57-3 tert-butyl (2-methoxy-3-methylphenyl)(oxo)acetate 
• 1177558-47-2 1-bromo-3-(bromomethyl)-2-(methyloxy)benzene 
• 909187-39-9 2-methoxy-3-methylphenylboronic acid 
• 67868-77-3 3-Brom-o-anisaldehyd-diethylacetal 
• 67868-80-8 2-methoxy-3-methylthiobenzaldehyde 
• 67868-82-0 2-hydroxy-3-methylthiobenzaldehyde 
• 207915-88-6 Acetic acid 2-(4-benzyloxy-3-methoxy-2-methyl-6-nitro-phenyl)-1-methyl-ethyl ester 
• 207915-94-4 Acetic acid 2-(4-benzyloxy-3-methoxy-2-methyl-phenyl)-1-methyl-ethyl ester 
• 207915-85-3 Acetic acid 4-(2-acetoxy-propyl)-5-amino-2-methoxy-3-methyl-phenyl ester 
• 207915-87-5 1-(4-Benzyloxy-3-methoxy-2-methyl-phenyl)-propan-2-ol 
• 207915-92-2 Acetic acid 2-(6-amino-4-hydroxy-3-methoxy-2-methyl-phenyl)-1-methyl-ethyl ester 

Relevant articles and documents

A study of enantioselective syntheses by Sharpless asymmetric oxidation for aryl sulfoxides containing oxygen groups at the ortho position

Abstract: While ortho-alkoxy aryl sulfoxides including various substituents were synthesized by Sharpless asymmetric oxidation reaction, we optimized the reaction conditions and screened better combination of starting materials to obtain high enantioselectivity. The result suggested new information that electron-withdrawing substituents on the aromatic ring have a strong influence upon enantioselectivity of the products. Also, several chiral ligands for Sharpless asymmetric oxidation reaction were evaluated to improve the enantioselectivity. Graphic abstract: High enantioselectivity of ortho-alkoxy aryl chiral sulfoxides have been achieved by Sharpless oxidation reaction using Ti(O-i-Pr)4 and diethyl tartrate under anhydrous condition. In particular, the enantioselctivity of products was influenced by electron-withdrawing substituents on the aromatic ring, such as nitro, ester and aldehyde groups.[Figure not available: see fulltext.]

Redox-Neutral Coupling between Two C(sp3)?H Bonds Enabled by 1,4-Palladium Shift for the Synthesis of Fused Heterocycles

The intramolecular coupling of two C(sp3)?H bonds to forge a C(sp3)?C(sp3) bond is enabled by 1,4-Pd shift from a trisubstituted aryl bromide. Contrary to most C(sp3)?C(sp3) cross-dehydrogenative couplings, this reaction operates under redox-neutral conditions, with the C?Br bond acting as an internal oxidant. Furthermore, it allows the coupling between two moderately acidic primary or secondary C?H bonds, which are adjacent to an oxygen or nitrogen atom on one side, and benzylic or adjacent to a carbonyl group on the other side. A variety of valuable fused heterocycles were obtained from easily accessible ortho-bromophenol and aniline precursors. The second C?H bond cleavage was successfully replaced with carbonyl insertion to generate other types of C(sp3)-C(sp3) bonds.

PROCESS FOR PRODUCTION OF OXIDATION REACTION PRODUCT OF AROMATIC COMPOUND

The present invention provides a process for producing an oxidation reaction product of an aromatic compound, having excellent environmental load reduction performance, cost reduction performance, etc. Provided is a process for producing an oxidation reaction product of a raw material aromatic compound by reacting the raw material aromatic compound with an oxidizing agent. The process further uses an electron donor-acceptor linked molecule. The process includes the step of: reacting the electron donor-acceptor linked molecule in an electron-transfer state, the oxidizing agent, and the raw material aromatic compound, thereby generating an oxidation reaction product resulting from oxidation of the raw material aromatic compound.