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532878

Sigma-Aldrich

Methyl 4-bromo-3-methylbenzoate

95%

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About This Item

Fórmula lineal:
BrC6H3(CH3)CO2CH3
Número de CAS:
148547-19-7
Peso molecular:
229.07
MDL number:
MFCD00673014
UNSPSC Code:
12352100
PubChem Substance ID:
24877922
NACRES:
NA.22

Quality Level

100

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

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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
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)
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