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532878

Sigma-Aldrich

Methyl 4-bromo-3-methylbenzoate

95%

Linear Formula:
BrC6H3(CH3)CO2CH3
CAS Number:
Molecular Weight:
229.07
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

mp

38-44 °C (lit.)

SMILES string

COC(=O)c1ccc(Br)c(C)c1

InChI

1S/C9H9BrO2/c1-6-5-7(9(11)12-2)3-4-8(6)10/h3-5H,1-2H3

InChI key

GTZTYNPAPQKIIR-UHFFFAOYSA-N

Related Categories

General description

Methyl 4-bromo-3-methylbenzoate, an aromatic ester, undergoes Suzuki coupling with 2-chloroboronic acid to afford the corresponding biaryl.

Application

Methyl 4-bromo-3-methylbenzoate may be used in the preparation of:
  • 4-bromo-3-vinylbenzoic acid
  • 4-bromo-3-(methylphenyl)methanol
  • methyl (E)-4-bromo-3-[(phenylmethoxyimino)methyl]benzoate

It may be used as a starting material in the total synthesis of (-)-martinellic acid.

Packaging

25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Steven Harper et al.
Journal of medicinal chemistry, 48(5), 1314-1317 (2005-03-04)
Allosteric inhibition of the hepatitis C virus (HCV) NS5B RNA-dependent RNA polymerase enzyme has recently emerged as a viable strategy toward blocking replication of viral RNA in cell-based systems. We report here a novel class of allosteric inhibitor of NS5B...
Sheel C Dodani et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(46), 16280-16285 (2014-11-08)
For reasons that remain insufficiently understood, the brain requires among the highest levels of metals in the body for normal function. The traditional paradigm for this organ and others is that fluxes of alkali and alkaline earth metals are required...
Atsushi Shirai et al.
The Journal of organic chemistry, 73(12), 4464-4475 (2008-05-14)
The asymmetric total synthesis of martinellic acid, the first pyrrolo[3,2-c]quinoline alkaloid found in nature, is described. Three key steps in our synthesis of (-)-martinellic acid are the Bu(3)SnH-promoted radical addition-cyclization-elimination (RACE) reaction of an oxime ether with an alpha,beta-unsaturated ester...
Synthesis and properties of mesogen-jacketed liquid crystalline polymers with asymmetry mesogenic core.
Chen S, et al.
Macromolecules, 40(16), 5718-5725 (2007)
Hengye Li et al.
Analytica chimica acta, 985, 91-100 (2017-09-03)
4-Carboxy-benzoboroxole was designed and synthesized. It was then combined with the modification effect of polyethyleneimine (PEI) for the preparation of boronate affinity silica stationary phase. The stationary phase showed improved binding strength with dissociation constant (K

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