Skip to Content
Merck
All Photos(1)

Key Documents

523054

Sigma-Aldrich

4-Bromo-2-methylanisole

98%

Synonym(s):

5-Bromo-2-methoxytoluene

Sign Into View Organizational & Contract Pricing


About This Item

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

Quality Level

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

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.

Already Own This Product?

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

Visit the Document Library

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.
Gang Zhou et al.
Organic letters, 10(12), 2517-2520 (2008-05-22)
A mild catalytic system to access diversely functionalized benzylic sulfonamides has been developed. Palladium-catalyzed alpha-arylation by Negishi cross-coupling of sulfonamide-stabilized anions and a wide range of aryl iodides, bromides, and triflates constitutes a practical strategy for the synthesis of various
The isopropyl cresols.
Carpenter MS and Easter WM.
The Journal of Organic Chemistry, 20(4), 401-411 (1955)
Total synthesis of (?)-heliannuol D, an allelochemical from Helianthus annuus.
Vyvyan JR and Looper RE.
Tetrahedron Letters, 41(8), 1151-1154 (2000)
(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)

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