407593

Methyl 4-bromobenzoate

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
• 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

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.

Safety Information

• 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