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348155

Sigma-Aldrich

Methyl 4-(bromomethyl)benzoate

98%

Sinónimos:

α-Bromo-p-toluic acid methyl ester, 4-(Bromomethyl)benzoic acid methyl ester, 4-(Carbomethoxy)benzyl bromide, 4-(Methoxycarbonyl)benzyl bromide, Methyl α-bromo-p-toluate, Methyl p-(bromomethyl)benzoate, p-(Bromomethyl)benzoic acid methyl ester, p-(Carbomethoxy)benzyl bromide, p-(Methoxycarbonyl)benzyl bromide

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About This Item

Fórmula lineal:
BrCH2C6H4CO2CH3
Número de CAS:
2417-72-3
Peso molecular:
229.07
MDL number:
MFCD00032453
UNSPSC Code:
12352100
PubChem Substance ID:
24861555
NACRES:
NA.22

assay

98%

bp

130-135 °C/2 mmHg (lit.)

mp

57-58 °C (lit.)

SMILES string

COC(=O)c1ccc(CBr)cc1

InChI

1S/C9H9BrO2/c1-12-9(11)8-4-2-7(6-10)3-5-8/h2-5H,6H2,1H3

InChI key

NLWBJPPMPLPZIE-UHFFFAOYSA-N

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General description

Methyl 4-(bromomethyl)benzoate is an ester. It is a lachrymator and an important drug intermediate. Ester group is slightly twisted out of the plane of the central aromatic ring in methyl 4-(bromomethyl)benzoate.

Application

Methyl 4-(bromomethyl)benzoate may be used in the synthesis of 9-O-(4-carboxybenzyl)berberine (CBB).

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Resp. Sens. 1 - Skin Corr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Methyl 4-(bromomethyl) benzoate.
Yathirajan HS, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(3), o1334-o1335 (2007)
Jin-Xiang Chen et al.
Bioorganic & medicinal chemistry letters, 22(23), 7056-7059 (2012-10-23)
9-O-(4-carboxybenzyl)berberine (CBB) 1 was synthesized from the reaction of berberrubine with methyl 4-(bromomethyl)benzoate and subsequent hydrolysis. Its Cu(II) complex 2 was prepared from the reaction with Cu(NO(3))(2)·3H(2)O, and established as [Cu(CBB)(2)](NO(3))(2)·2H(2)O by means of (1)H NMR, UV, IR, elemental analysis
Adel A Marzouk et al.
Bioorganic chemistry, 101, 104020-104020 (2020-07-01)
New imidazolidindiones and tetra-substituted imidazole derivatives were designed, synthesized, and evaluated for the anticonvulsant activity through pentylenetetrazole (PTZ)-induced seizures and maximal electroshock (MES) tests using valproate sodium and phenytoin sodium as reference drugs, respectively. Most of the target compounds showed
Jia-Rong Liu et al.
Biochemical pharmacology, 163, 458-471 (2019-03-20)
Glioblastoma is the most fatal type of primary brain cancer, and current treatments for glioblastoma are insufficient. HDAC6 is overexpressed in glioblastoma, and siRNA-mediated knockdown of HDAC6 inhibits glioma cell proliferation. Herein, we report a high-selective HDAC6 inhibitor, J22352, which
Kai Yao et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1080, 50-58 (2018-02-25)
An immunoaffinity clean-up material based on a monoclonal antibody (mAb) has been prepared for concentrating and purifying bisphenol A (BPA) in 14 kinds of foodstuffs at trace level. Haptens and immunogen of bisphenol A have been synthesized and comprehensively characterized.

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