Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

523054

Sigma-Aldrich

4-Bromo-2-methylanisole

98%

Synonym(s):

5-Bromo-2-methoxytoluene

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
BrC6H3(CH3)OCH3
CAS Number:
14804-31-0
Molecular Weight:
201.06
MDL number:
MFCD01321139
UNSPSC Code:
12352100
PubChem Substance ID:
24874293
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

mp

66-69 °C (lit.)

functional group

bromo

SMILES string

COc1ccc(Br)cc1C

InChI

1S/C8H9BrO/c1-6-5-7(9)3-4-8(6)10-2/h3-5H,1-2H3

InChI key

UDLRGQOHGYWLCS-UHFFFAOYSA-N

General description

4-Bromo-2-methylanisole can be prepared by the bromination of o-methylanisole (2-methylanisole). It can also be prepared via reaction between 1-butyl-3-methylimidazolium tribromide [(Bmim)Br3] and an activated aromatic compound. It participates as a substrate for the a-arylation of sulphonamide in a study.

Application

4-Bromo-2-methylanisole may be used in the synthesis of 4-isopropyl-2-methylphenol and 4-methoxy-3-methylphenol.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

523054-VAR:
523054-BULK:
523054-25G:
523054-5G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCK8750
MKBT3577V
MKBN4737V
MKBF0723V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

(Bmim) Br3 as a New Reagent for Regioselective Monobromination of Phenols and Several Activated Aromatics under Solvent-free Conditions.
Le ZG, et al.
Chin. J. Chem., 23(11), 1537-1540 (2005)
James R Vyvyan et al.
The Journal of organic chemistry, 69(7), 2461-2468 (2004-03-31)
Aromatic bisabolene derivatives were prepared by two methods involving cross-coupling of organozinc reagents. The first synthesis of (+/-)-glandulone A (10), as well as syntheses of (+/-)-curcuhydroquinone (8) and (+/-)-curcuquinone (9), were accomplished via coupling of a secondary alkyl zinc reagent
Total synthesis of (?)-heliannuol D, an allelochemical from Helianthus annuus.
Vyvyan JR and Looper RE.
Tetrahedron Letters, 41(8), 1151-1154 (2000)
The isopropyl cresols.
Carpenter MS and Easter WM.
The Journal of Organic Chemistry, 20(4), 401-411 (1955)
George Majetich et al.
The Journal of organic chemistry, 62(13), 4321-4326 (1997-06-27)
It has been shown that bromodimethylsulfonium bromide, generated in situ by treating dimethyl sulfoxide with aqueous hydrobromic acid, is a milder and more selective reagent for electrophilic aromatic bromination than elemental bromine.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service