3-Bromo-2-methoxytoluene

Base Information

• Chemical Name: 3-Bromo-2-methoxytoluene
• CAS No.: 52200-69-8
• Molecular Formula: C8H9BrO
• Molecular Weight: 201.063
• Hs Code.: 2909309090
• Mol file: 52200-69-8.mol

Synonyms:2-Bromo-6-methylanisole;

Chemical Property of 3-Bromo-2-methoxytoluene

Chemical Property:

• Melting Point: 82-83.5 °C
• Boiling Point: 220.2±20.0 °C(Predicted)
• PSA: 9.23000
• Density: 1.378±0.06 g/cm3(Predicted)
• LogP: 2.76610
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

2-Bromo-6-methylanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Bromo-2-methoxytoluene

There total 7 articles about 3-Bromo-2-methoxytoluene 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: 99.0%

2-bromo-6-methylphenol (13319-71-6) + dimethyl sulfate (77-78-1) → 1-bromo-2-methoxy-3-methylbenzene (52200-69-8)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In dichloromethane; water; at 20 ℃; for 2h;

DOI:10.1007/s12039-021-01887-5

Reference yield: 99.0%

2-bromo-6-methylphenol (13319-71-6) + methyl iodide (74-88-4) → 1-bromo-2-methoxy-3-methylbenzene (52200-69-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1002/adsc.201900749

Reference yield: 60.0%

→ 1-bromo-2-methoxy-3-methylbenzene (52200-69-8) + ortho-anisaldehyde (135-02-4)

Guidance literature:

upstream raw materials:

2-bromo-6-methylphenol

dimethyl sulfate

ortho-cresol

methyl iodide

Downstream raw materials:

2-methoxy-3-phenoxy-toluene

3-Methoxy-4-methyl-N,N-dimethylanilin

ortho-cresidine

2-(2-Methoxy-3-methylphenyl)tropon

Refernces

• 1、 Ohmura, Toshimichi,Kusaka, Satoshi,Torigoe, Takeru,Suginome, Michinori. "Iridium-Catalyzed C(sp3)?H Addition of Methyl Ethers across Intramolecular Carbon–Carbon Double Bonds Giving 2,3-Dihydrobenzofurans". supporting information. p. 4448 - 4453. Retrieved 2019/09/16.
• 2、 Torigoe, Takeru,Ohmura, Toshimichi,Suginome, Michinori. "Iridium-Catalyzed Intramolecular Methoxy C?H Addition to Carbon–Carbon Triple Bonds: Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes". supporting information. p. 10415 - 10419. Retrieved 2016/07/21.