4-Bromo-2-methoxy-6-methylphenol

Base Information

• Chemical Name: 4-Bromo-2-methoxy-6-methylphenol
• CAS No.: 86232-54-4
• Molecular Formula: C8H9BrO2
• Molecular Weight: 217.062
• Hs Code.: 2909500000
• DSSTox Substance ID: DTXSID00460185
• Nikkaji Number: J1.115.843I
• Wikidata: Q72447339
• Mol file: 86232-54-4.mol

Synonyms:86232-54-4;4-bromo-2-methoxy-6-methylphenol;4-BROMO-6-METHYL-2-METHOXYPHENOL;4-Bromo-6methyl-2-methoxy phenol;MFCD09263254;SCHEMBL2086956;DTXSID00460185;UGZGMKGTJRTCFV-UHFFFAOYSA-N;AKOS015949263;PB12607;AS-34939;SY097222;CS-0050999;FT-0684939;1-bromo-4-hydroxy-3-methoxy-5-methylbenzene;A841584;J-514783

Chemical Property of 4-Bromo-2-methoxy-6-methylphenol

Chemical Property:

• Boiling Point: 267.9 °C at 760 mmHg
• PKA: 9.76±0.23(Predicted)
• Flash Point: 115.8 °C
• PSA: 29.46000
• Density: 1.503 g/cm³
• LogP: 2.47170
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 215.97859
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromo-6-methyl-2-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)OC)Br

Technology Process of 4-Bromo-2-methoxy-6-methylphenol

There total 4 articles about 4-Bromo-2-methoxy-6-methylphenol 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-methyl-6-methoxyphenol (2896-67-5) → 4-bromo-2-methoxy-6-methylphenol (86232-54-4)

Guidance literature:

With N-Bromosuccinimide; In acetic acid; at 23 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00841

Reference yield:

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → 4-bromo-2-methoxy-6-methylphenol (86232-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 5 h / 20 °C / 2068.65 Torr

2: 91 percent / N-bromosuccinimide; acetic acid / 4 h / 20 °C

With N-Bromosuccinimide; hydrogen; acetic acid; 10percent Pd/C; In ethyl acetate;

DOI:10.1021/jo020171h

Reference yield:

N-Bromosuccinimide (128-08-5) + 2-Methoxy-6-methyl-phanol → 4-bromo-2-methoxy-6-methylphenol (86232-54-4)

Guidance literature:

In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; acetic acid;

upstream raw materials:

5-bromo-3-methoxysalicylaldehyde

2-methyl-6-methoxyphenol

3-methoxy-2-hydroxybenzaldehyde

N-Bromosuccinimide

Downstream raw materials:

4-bromo-6,6-dimethoxy-2-methyl-2,4-cyclohexadien-1-one

4-hydroxy-3-methoxy-5-methylbenzonitrile

2-benzyloxy-5-bromo-1-methoxy-3-methyl-benzene

Refernces

• 1、 Kats-Kagan, Roman,Herzon, Seth B.. "The discovery of a novel route to highly substituted -tropolones enables expedient entry to the core of the gukulenins". supporting information. p. 2030 - 2033. Retrieved 2015/04/27.
• 2、 -. "Selected CGRP antagonists, processes for preparing them and their use as pharmaceutical compositions". Page/Page column 100. . Retrieved 2008/06/13.