Methyl 4-bromobenzoate (HCID 12081)

Names & identifiers

Preferred name: Methyl 4-bromobenzoate
IUPAC: methyl 4-bromobenzoate
English name: Methyl 4-bromobenzoate
Molecular formula: C8H7BrO2
Molecular weight: 215.04

Names & synonyms

Methyl 4-bromobenzoate619-42-1METHYL P-BROMOBENZOATEBenzoic acid, 4-bromo-, methyl ester4-Bromobenzoic Acid Methyl Esterp-Bromobenzoic acid, methyl esterBenzoic acid, p-bromo-, methyl esterp-Bromobenzoic acid methyl esterUB1YSJ5XARUNII-UB1YSJ5XAR4-Bromobenzoic acid, methyl esterMethyl p-bromo benzoate

Show more names

BRBSMERARECHEM AL BF 0075Methyl 4-bromobenzoaMethyl-4-brombenzoatPramexol Impurity 71Methy14-bromobenzoate

NSC 9392NSC-9392EINECS 210-596-61-BROMO-4-(METHOXYCARBONYL)BENZENEDTXSID70607024-METHOXYCARBONYLPHENYL BROMIDE4-METHOXYCARBONYL-1-BROMOBENZENE4-BROMOBENZOIC ACID METHYL ESTER [MI]

Database identifiers

CAS: 619-42-1
PubChem CID: 12081
DTXSID: DTXSID7060702
UNII: UB1YSJ5XAR
EC Number: 210-596-6
Nikkaji: J96.122A

Properties

Computed structural properties

XLogP: 3
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 139

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Esters

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

LogP2.95

Vapor Pressure0.02 [mmHg]

Physical DescriptionPowder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 77 · 77-81 °C (lit.)
Boiling point: 252.95 °C · 252.95°C (rough estimate)
Density: 1 · 1,689 g/cm3
refractive index: 1.55 · 1.5500 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Crystals or Crystalline Powder
color: White
Water Solubility: Insoluble in water.
Merck: 14 · 14,1408
BRN: 2045132 · 2045132
InChI: 1S/C8H7BrO2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5H,1H3
InChIKey: HANNIMAAZKBBRE-UHFFFAOYSA-N
SMILES: COC(=O)c1ccc(Br)cc1
CAS DataBase Reference: 619 · 619-42-1(CAS DataBase Reference)
FDA UNII: 1 YSJ5XAR · UB1YSJ5XAR
NIST Chemistry Reference: 4 · 4-Bromobenzoic acid methyl ester(619-42-1)
EPA Substance Registry System: 4 · Benzoic acid, 4-bromo-, methyl ester (619-42-1)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-24/25
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29163990 · 29163990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Inactive

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.3% (1 of 43) of reports.

Warning

H315 (97.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Benzoic acid, 4-bromo-, methyl ester

Status: Active Update: 30-11-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/18507

Hazards SummaryMay cause irritation; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (97.7%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 29163990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-24/25
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
REACH Registrations: Inactive
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzoic acid, 4-bromo-, methyl ester: ACTIVE

Applications · 3 items

UsesMethyl 4-bromobenzoate is used as a starting material in the synthesis of three-carbon-bridged 5-substituted furo[2,3-d]pyrimidine and 6-substituted pyrrolo[2,3-d]pyrimidine and methyl 4-tri-n-butylstannylbenzoate. It is also used to stimulate microbial dechlorination of polychlorinated biphenyls. Further, it is used in the preparation of stable radioiodinating reagent to label monoclonal antibodies for radiotherapy of cancer.

UsesMethyl 4-bromobenzoate is a halogenated benzoate used as a reagent in organic synthesis. It can be used to stimulate microbial dechlorination of PCBs. By condensing methyl 4-bromobenzoate with 3-buten-1-ol, 4-(4-methylphenyl)butanal can be obtained.

General DescriptionMethyl 4-bromobenzoate is a para-substituted aryl bromide. Mol-ecules of methyl 4-bromobenzoate are almost planar. The compound is isostructural with methyl 4-iodo-benzoate. 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′.