| Identification | More | [Name]
Ethyl 4-(bromomethyl)benzoate | [CAS]
26496-94-6 | [Synonyms]
4-(BROMOMETHYL)BENZOIC ACID ETHYL ESTER
ETHYL 4-(BROMOMETHYL)BENZOATE
4-(Bromomethyl)benzoic acid ethyl ester~4-Ethoxycarbonylbenzyl bromide
4-ethoxycarbonylbenzyl bromide
ETHYL (4-BROMOMETHYL) BENZOATE (SB290160007) | [Molecular Formula]
C10H11BrO2 | [MDL Number]
MFCD03791307 | [Molecular Weight]
243.1 | [MOL File]
26496-94-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
40°C | [Boiling point ]
145°C 5mm | [density ]
1.402±0.06 g/cm3(Predicted) | [refractive index ]
1.5494 | [Fp ]
145°C/5mm | [storage temp. ]
Sealed in dry,2-8°C | [form ]
fused solid | [color ]
White | [BRN ]
1869569 | [InChI]
InChI=1S/C10H11BrO2/c1-2-13-10(12)9-5-3-8(7-11)4-6-9/h3-6H,2,7H2,1H3 | [InChIKey]
TWQLMAJROCNXEA-UHFFFAOYSA-N | [SMILES]
C(OCC)(=O)C1=CC=C(CBr)C=C1 | [CAS DataBase Reference]
26496-94-6(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Uses]
4-?(bromomethyl)?-?Benzoic acid ethyl ester is a brominated aromatic building block used in various syntheses such as the preparation of imidazoles and imidazo-fused heterocycles. |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R22:Harmful if swallowed.
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
1759 | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
2916399090 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of ethyl 4-(bromomethyl)benzoate from ethyl p-methylbenzoate: to a stirred solution of ethyl 4-methylbenzoate (5 g, 30.49 mmol) in carbon tetrachloride (35 ml) was added sequentially N-bromosuccinimide (5.90 g, 33.53 mmol) and benzoyl peroxide (720 mg, 1.52 mmol). The reaction mixture was heated under reflux conditions for 4 h. The progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature and subsequently filtered. The filtrate was concentrated by vacuum evaporation to give the colorless oily product ethyl 4-(bromomethyl)benzoate (7.25 g, 98% yield). | [References]
[1] Chinese Journal of Chemistry, 2012, vol. 30, # 8, p. 1906 - 1908
[2] Patent: WO2009/109999, 2009, A1. Location in patent: Page/Page column 68
[3] Organic Process Research and Development, 1998, vol. 2, # 4, p. 261 - 269
[4] Synthesis (Germany), 2018, vol. 50, # 24, p. 4933 - 4939
[5] Tetrahedron, 2007, vol. 63, # 36, p. 8891 - 8901 |
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