| Identification | More | [Name]
Methyl 4-bromobenzoate | [CAS]
619-42-1 | [Synonyms]
4-BROMOBENZOIC ACID METHYL ESTER
BRBSME
METHYL 4-BROMOBENZOATE
METHYL P-BROMOBENZOATE
RARECHEM AL BF 0075
4-bromo-benzoicacimethylester
Benzoic acid, 4-bromo-, methyl ester
Benzoic acid, p-bromo-, methyl ester
Benzoicacid,4-bromo-,methylester
p-Bromobenzoic acid, methyl ester
1-BROMO-4-(METHOXYCARBONYL)BENZENE
Methyl 4-bromobenzoate, 98+% | [EINECS(EC#)]
210-596-6 | [Molecular Formula]
C8H7BrO2 | [MDL Number]
MFCD00013531 | [Molecular Weight]
215.04 | [MOL File]
619-42-1.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE CRYSTALS OR CRYSTALLINE POWDER | [Melting point ]
77-81 °C (lit.) | [Boiling point ]
252.95°C (rough estimate) | [density ]
1,689 g/cm3 | [refractive index ]
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 ]
14,1408 | [BRN ]
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]
619-42-1(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Bromobenzoic acid methyl ester(619-42-1) | [EPA Substance Registry System]
619-42-1(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [TSCA ]
Yes | [REACH Registrations]
Inactive | [HS Code ]
29163990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
WHITE CRYSTALS OR CRYSTALLINE POWDER | [Application]
Methyl 4-bromobenzoate may be used in the following syntheses:
-
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.
| [Uses]
Methyl 4-bromobenzoate is halogenated benzoate used as a reagent in organic synthesis. Methyl 4-bromobenzoate can be used to stimulate microbial dechlorination of PCBs. It is also used in the preparation of stable radioiodinating reagent to label monoclonal antibodies for radiotherapy of cancer.
| [General Description]
Methyl 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′. | [Synthesis]
To a 25 mL reaction flask were sequentially added magnets, 1 mmol 1-bromo-4-(methoxymethyl)benzene (214 mg), 15 mg20 mol%
AgI/BiVO4 composite and 2 mL of water, equipped with a 28 cm diameter oxygen sphere, and a 16 W white light lamp 10 cm to the right | [Purification Methods]
Crystallise the ester from MeOH. EtOH (m 81o, also 80.5o, 79.5o) or *C6H6/pet ether (m 78-79o). [Beilstein 9 H 352, 9 III 1405, 9 IV 1017.] |
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