26496-94-6

Basic information

• Product Name: Ethyl 4-(bromomethyl)benzoate
• Synonyms: ETHYL 4-(BROMOMETHYL)BENZOATE;4-(BROMOMETHYL)BENZOIC ACID ETHYL ESTER;4-(Bromomethyl)benzoic acid ethyl ester~4-Ethoxycarbonylbenzyl bromide;4-ethoxycarbonylbenzyl bromide;ETHYL (4-BROMOMETHYL) BENZOATE (SB290160007);4-(Ethoxycarbonyl)benzyl bromide, alpha-Bromo-4-(ethoxycarbonyl)toluene
• CAS NO: 26496-94-6
• Molecular Formula: C₁₀H₁₁BrO₂
• Molecular Weight: 243.1
• Product Categories: Aromatic Esters
• Mol File: 26496-94-6.mol
• Article Data: 31

Chemical Properties

• Melting Point: 40°C
• Boiling Point: 145°C 5mm
• Flash Point: 145°C/5mm
• Appearance: /
• Density: 1.403 g/cm³
• Vapor Pressure: 0.000967mmHg at 25°C
• Refractive Index: 1.5494
• Storage Temp.: 2-8°C
• BRN: 1869569
• CAS DataBase Reference: Ethyl 4-(bromomethyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-(bromomethyl)benzoate(26496-94-6)
• EPA Substance Registry System: Ethyl 4-(bromomethyl)benzoate(26496-94-6)

Safety Data

• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: 1759
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 26496-94-6(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C10H11BrO2/c1-2-13-10(12)9-5-3-8(7-11)4-6-9/h3-6H,2,7H2,1H3

Upstream product

• 64-17-5 ethanol 
• 6232-88-8 4-bromomethylbenzoic Acid 
• 17201-43-3 4-cyanobenzyl bromide 
• 25542-62-5 6-bromo-hexanoic acid ethyl ester 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 14660-52-7 ethyl 5-bromovalerate 
• 94-08-6 4-methylbenzoic acid ethyl ester 
• 34241-39-9 azobisisobutyronitrile 
• 874-60-2 4-methyl-benzoyl chloride 
• 15852-63-8 ethyl 4-(hydroxymethyl)benzoate 
• 876-07-3 4-(bromomethyl)benzoyl bromide 
• 52780-16-2 4-bromomethylbenzoyl chloride 
• 99-94-5 p-Toluic acid 

Downstream Products

• 80305-93-7 (4-ethoxycarbonyl-benzyl)-malonic acid diethyl ester 
• 83857-96-9 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde 
• 1023694-77-0 C₂₆H₂₂N₂O₃S 
• 1023694-75-8 C₂₀H₁₈N₂O₃S 
• 1401063-67-9 ethyl 4-(aminomethyl)benzyl(methyl)phosphinate 
• 1401063-68-0 C₁₃H₁₉O₄P 
• 1401063-69-1 C₁₁H₁₇O₃P 
• 1401063-70-4 C₁₉H₂₀NO₄P 
• 1431457-73-6 3,5-bis(4-carboxy-phenylene-methylene-oxy)-benzoic acid 
• 1155361-14-0 ethyl 4-({allyl[2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)-propyl]-amino}-methyl)-benzoate 
• 825661-08-3 ethyl 4-[(1,1-dioxide-3-oxo-2H-benzo[d]isothiazol-2-yl)methyl]benzoate 
• 1044872-36-7 4-(4-ethyl piperazin-1-ylmethyl)-benzoic acid ethyl ester 
• 1044872-32-3 4-(4-methyl piperazin-1-ylmethyl)-benzoic acid ethyl ester 
• 880348-53-8 4-(2-phenyl-acryloyloxymethyl)-benzoic Acid Ethyl Ester 

Relevant articles and documents

Synthesis, complexation, and photoisomerization studies on some chiral monocyclic stilbenophanes and bis-cyclophanes

Various chiral stilbenophanes with small and large rigid cavities have been synthesized. Bis-cyclophanes with a stilbene-bridging unit have also been synthesized. Some of the stilbenophanes form charge transfer complexes with either TCNQ or TCNE. Photoisomerization of the bis-cyclophanes has also been studied.

Preparation method of 4-bromomethyl methyl benzoate and derivative thereof

The invention provides a preparation method of methyl 4-bromomethyl benzoate and a derivative thereof, and the method comprises an esterification reaction for converting methyl benzoic acid into methyl benzoate and a bromination reaction for converting the methyl benzoate into the methyl 4-bromomethyl benzoate and the derivative thereof, the brominating agent for the bromination reaction is dibromohydantoin, and the structural formulas of the 4-bromomethyl methyl benzoate and the derivatives thereof are shown in the specification, wherein n1 is equal to 0, 1 or 2; n2 is equal to 1 or 2; according to the preparation method disclosed by the invention, the reaction time can be greatly shortened, the reaction yield is high, and the production efficiency is improved.

Photochemical benzylic bromination in continuous flow using BrCCl3 and its application to telescoped p-methoxybenzyl protection

BrCCl3 represents a rarely used benzylic brominating reagent with complementary reactivity to other reagents. Its reactivity has been revisited in continuous flow, revealing compatibility with electron-rich aromatic substrates. This has brought about the development of a p-methoxybenzyl bromide generator for PMB protection, which was successfully demonstrated on a pharmaceutically relevant intermediate on 11 g scale, giving 91% yield and a PMB-Br space-time-yield of 1.27 kg L?1 h?1

Visible-Light-Driven Oxidative Mono- and Dibromination of Benzylic sp 3 C-H Bonds with Potassium Bromide/Oxone at Room Temperature

Benzylic sp 3 C-H bonds have been successfully brominated with potassium bromide by using Oxone as an oxidant in water/dichloromethane under visible light at room temperature. Toluene, ethylbenzene and other alkylbenzenes bearing an electron-withdrawing group, such as Br, Cl, COMe, CO 2 Et, CO 2 H, CN or NO 2, provide the corresponding benzylic monobromides in good to excellent yields in this reaction. Dibromides can also be produced in the presence of excess potassium bromide in a prolonged reaction time. Control of the illuminance of visible light (~500 lux) is crucial to achieving both high yield and high selectivity in these brominations. Mono- and difluorides can be conveniently prepared through nucleophilic substitutions of the benzylic bromides with potassium fluoride.