Key Documents

View All Documentation

407593

Methyl 4-bromobenzoate

Name: Methyl 4-bromobenzoate
Brand: ALDRICH

99%

Synonym(s):

1-Bromo-4-(methoxycarbonyl)benzene, 4-Bromobenzoic acid methyl ester, 4-Methoxycarbonyl-1-bromobenzene, 4-Methoxycarbonylphenyl bromide, Methyl p-bromobenzoate, p-Bromobenzoic acid methyl ester

Select a Size

Change View

About This Item

Linear Formula:

BrC₆H₄CO₂CH₃

CAS Number:

619-42-1

Molecular Weight:

215.04

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24865465

EC Number:

210-596-6

Beilstein/REAXYS Number:

2045132

MDL number:

MFCD00013531

Assay:

99%

Form:

powder

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Level

100

assay

99%

form

powder

mp

77-81 °C (lit.)

functional group

bromo, ester

SMILES string

COC(=O)c1ccc(Br)cc1

InChI

1S/C8H7BrO2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5H,1H3

InChI key

CZNGTXVOZOWWKM-UHFFFAOYSA-N

Description

General description

Methyl 4-bromobenzoate is a para-substituted aryl bromide. Molecules of methyl 4-bromobenzoate are almost planar. The compound is isostructural with methyl 4-iodobenzoate. The Zeeman effect on the N.Q.R. (nuclear quadrupole resonance) of methyl 4-bromobenzoate on single crystals, has been investigated by the ′geometric method′.

Application

Methyl 4-bromobenzoate may be used in the following syntheses:

Three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogs, employed as antifolates.
Methyl 4-tri-n-butylstannylbenzoate.
Methyl 4-(2-pyridyl)benzoate by cross coupling reaction with lithium 2-pyridyltriolborate.
Methyl 4-imidazo[1,2-a]pyridin-3-ylbenzoate by ligand-free Pd(OAc)₂ catalyzed reaction with Imidazo[1,2-a]pyridine.
Methyl (E)-4-[3-(2-methoxycarbonylvinyl)-thiophen-2-yl]acrylate by reacting with methyl (E)-3-(thiophen-3-y)lacrylate.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

This item has

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.

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

Synthesis of classical, three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine analogues as antifolates.

Aleem Gangjee et al.

Journal of medicinal chemistry, 47(27), 6893-6901 (2004-12-24)

Bridge homologation of the previously reported classical two-carbon-bridged antifolates, a 5-substituted 2,4-diaminofuro[2,3-d]pyrimidine (1) [which is a 6-regioisomer of LY231514 (Alimta)] and a 6-subsituted 2-amino-4-oxopyrrolo[2,3-d]pyrimidine, afforded the three-carbon-bridged antifolates analogues 4 and 5, with enhanced inhibitory activity against tumor cells in

Phosphine-free palladium-catalyzed direct arylation of imidazo [1,2-a] pyridines with aryl bromides at low catalyst loading.

Fu HY, et al.

The Journal of Organic Chemistry, 77(9), 4473-4478 (2012)

Methyl 4-bromobenzoate.

Bolte M and Wissler J.

Acta Crystallographica Section E, Structure Reports Online, 62(3), o1192-o1193 (2006)

View All Related Papers

Global Trade Item Number

SKU	GTIN
407593-10G	04061831820195