1-Bromo-3-methoxy-2-methylbenzene

Base Information

• Chemical Name: 1-Bromo-3-methoxy-2-methylbenzene
• CAS No.: 31804-36-1
• Molecular Formula: C8H9BrO
• Molecular Weight: 201.063
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID00594252
• Wikidata: Q82489036
• Mol file: 31804-36-1.mol

Synonyms:3-Bromo-2-methylanisole;1-bromo-3-methoxy-2-methylbenzene;31804-36-1;MFCD11100991;1-bromo-3-methoxy-2-methyl-benzene;6-bromo-2-methoxy-toluene;SCHEMBL4119981;bromo-3-methoxy-2-methylbenzene;DTXSID00594252;SBMVNLFBEJAXFY-UHFFFAOYSA-N;AKOS015834104;AB91705;CS-W003767;DS-0858;DA-06941;SY027570;A875803;J-511881

Chemical Property of 1-Bromo-3-methoxy-2-methylbenzene

Chemical Property:

• Vapor Pressure: 0.199mmHg at 25°C
• Melting Point: 150-151 °C
• Boiling Point: 217oC at 760 mmHg
• Flash Point: 99.3oC
• PSA: 9.23000
• Density: 1.378g/cm3
• LogP: 2.76610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 199.98368
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-2-methylanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=C1Br)OC

Technology Process of 1-Bromo-3-methoxy-2-methylbenzene

There total 7 articles about 1-Bromo-3-methoxy-2-methylbenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3-bromo-2-methylphenol (7766-23-6) + methyl iodide (74-88-4) → 1-bromo-3-methoxy-2-methylbenzene (31804-36-1)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 1.5h;

DOI:10.1055/s-0029-1217815

Reference yield: 96.0%

2-methyl-3-methoxyaniline (19500-02-8) → 1-bromo-3-methoxy-2-methylbenzene (31804-36-1)

Guidance literature:

2-methyl-3-methoxyaniline; With hydrogen bromide; sodium nitrite; In water; at 0 ℃; for 0.166667h;

With copper(I) bromide; In water; acetone; at 0 - 20 ℃; for 3h;

Reference yield: 42.0%

3-bromo-2-methylphenol (7766-23-6) + dimethyl sulfate (77-78-1) → 1-bromo-3-methoxy-2-methylbenzene (31804-36-1)

Guidance literature:

With sodium hydroxide; 1.) r.t., 30 min, 2.) 80 deg C, 10 min;

upstream raw materials:

3-bromo-2-methylphenol

dimethyl sulfate

2-methyl-3-methoxyaniline

methyl iodide

Downstream raw materials:

1-bromo-2-(bromomethyl)-3-methoxybenzene

2-bromo-4-methoxy-3-methyl-phenylamine

3-(2-bromo-4-methoxy-3-methyl-phenylamino)-4-methoxy-benzoic acid methyl ester

8-bromo-1,6-bis-(tert-butyl-diphenyl-silanyloxy)-7-methyl-9H-carbazole-4-carboxylic acid methyl ester

Refernces

• 1、 Melot, Romain,Craveiro, Marcus V.,Bürgi, Thomas,Baudoin, Olivier. "Divergent Enantioselective Synthesis of (Nor)illudalane Sesquiterpenes via Pd0-Catalyzed Asymmetric C(sp3)-H Activation". supporting information. p. 812 - 815. Retrieved 2019/01/21.
• 2、 Newton, Christopher G.,Braconi, Elena,Kuziola, Jennifer,Wodrich, Matthew D.,Cramer, Nicolai. "Axially Chiral Dibenzazepinones by a Palladium(0)-Catalyzed Atropo-enantioselective C?H Arylation". supporting information. p. 11040 - 11044. Retrieved 2018/07/31.