Ethyl 4-(bromomethyl)benzoate

Base Information

• Chemical Name: Ethyl 4-(bromomethyl)benzoate
• CAS No.: 26496-94-6
• Molecular Formula: C10H11BrO2
• Molecular Weight: 243.1
• Hs Code.: 2916399090
• European Community (EC) Number: 607-949-5
• DSSTox Substance ID: DTXSID00359262
• Nikkaji Number: J558.646A
• Wikidata: Q72473271
• Mol file: 26496-94-6.mol

Synonyms:Ethyl 4-(bromomethyl)benzoate;26496-94-6;4-(Bromomethyl)benzoic acid ethyl ester;Ethyl 4-bromomethylbenzoate;Benzoic acid, 4-(bromomethyl)-, ethyl ester;4-Ethoxycarbonylbenzyl bromide;4-Bromomethyl-benzoic acid ethyl ester;4-Carboethoxy-benzylbromide;4-Carboethoxybenzyl bromide;ethyl 4-bromomethyl-benzoate;Ethyl4-(bromomethyl)benzoate;ethyl p-(bromomethyl)benzoate;ethyl-4-(bromomethyl)benzoate;SCHEMBL245250;Ethyl (4-Bromomethyl)benzoate;ethyl (alpha-bromo-p-toluate);ethyl-4-(bromomethyl)-benzoate;Ethyl 4-(bromomethyl)-benzoate;DTXSID00359262;MFCD03791307;AKOS000294915;PS-9939;AC-20572;BP-13476;Ethyl 4-(bromomethyl)benzoate, AldrichCPR;FT-0617864;D87867;EN300-7424227;A818475;J-520934;4-carboethoxybenzyl bromide

Chemical Property of Ethyl 4-(bromomethyl)benzoate

Chemical Property:

• Vapor Pressure: 0.000967mmHg at 25°C
• Melting Point: 40 °C
• Refractive Index: 1.5494
• Boiling Point: 302.823 °C at 760 mmHg
• Flash Point: 136.943 °C
• PSA: 26.30000
• Density: 1.403 g/cm³
• LogP: 2.75820
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 241.99424
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-?(bromomethyl)?-?BenzoicacidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.; R34:Causes burns.; R50/53:Very toxic to aquatic organisms, may cause long-term adverse
• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)CBr
• 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.

Technology Process of Ethyl 4-(bromomethyl)benzoate

There total 15 articles about Ethyl 4-(bromomethyl)benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-methylbenzoic acid ethyl ester (94-08-6) → Ethyl 4-(bromomethyl)benzoate (26496-94-6)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 2.5h; Reflux;

DOI:10.1002/cjoc.201200123

Reference yield: 88.0%

ethanol (64-17-5) + 4-bromomethylbenzoyl chloride (52780-16-2) → Ethyl 4-(bromomethyl)benzoate (26496-94-6)

Guidance literature:

With sodium hydrogencarbonate; at 20 ℃; for 4h;

DOI:10.1021/ja993570b

Reference yield: 82.0%

4-methylbenzoic acid ethyl ester (94-08-6) → Ethyl 4-(bromomethyl)benzoate (26496-94-6) + α,α-dibromo-p-methylbenzoic acid ethyl ester (26496-95-7)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 20 ℃; for 0.416667h; Flow reactor; Irradiation;

DOI:10.1021/jo402409k

upstream raw materials:

ethanol

4-bromomethylbenzoyl chloride

4-(bromomethyl)benzoyl bromide

4-methylbenzoic acid ethyl ester

Downstream raw materials:

1-(4-ethoxycarbonyl-benzyl)-pyridinium; bromide

triethyl 2-propyl-2-(4-carboxybenzyl)-1,3-propanedioate

ethyl 4-(1H-pyrazol-1-ylmethyl)benzoate

ethyl 4-(1H-1,2,4-triazol-1-ylmethyl)benzoate

Refernces

• 1、 Rajakumar, Perumal,Selvam, Subramaniyan,Shanmugaiah, Vellaisamy,Mathivanan, Narayanasamy. "Synthesis and antibacterial activity of some novel chiral fluorophoric biscyclic macrocycles". . p. 5270 - 5273. Retrieved 2007.
• 2、 Heitel, Pascal,Gellrich, Leonie,Kalinowsky, Lena,Heering, Jan,Kaiser, Astrid,Ohrndorf, Julia,Proschak, Ewgenij,Merk, Daniel. "Computer-Assisted Discovery and Structural Optimization of a Novel Retinoid X Receptor Agonist Chemotype". supporting information. p. 203 - 208. Retrieved 2019/01/25.
• 3、 Liu, Hao,Chen, Li,Zhou, Fei,Zhang, Yun-Xiao,Xu, Ji,Xu, Meng,Bai, Su-Ping. "Anti-oligomerization sheet molecules: Design, synthesis and evaluation of inhibitory activities against α-synuclein aggregation". supporting information. p. 3089 - 3096. Retrieved 2019/06/14.