benzyl 2-bromopropanoate

Base Information

• Chemical Name: benzyl 2-bromopropanoate
• CAS No.: 3017-53-6
• Molecular Formula: C10H11 Br O2
• Molecular Weight: 243.1
• Hs Code.: 2915900090
• NSC Number: 171226
• DSSTox Substance ID: DTXSID10305598
• Nikkaji Number: J1.534.044D
• Mol file: 3017-53-6.mol

Synonyms:Propionicacid, 2-bromo-, benzyl ester (6CI,7CI,8CI); 2-Bromopropanoic acid phenylmethylester; 2-Bromopropionic acid benzyl ester; Benzyl 2-bromopropanoate; Benzyl2-bromopropionate; Benzyl a-bromopropionate

Chemical Property of benzyl 2-bromopropanoate

Chemical Property:

• Boiling Point: 139-141 °C
• PSA: 26.30000
• Density: 1.410±0.06 g/cm3(Predicted)
• LogP: 2.51320
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 241.99424
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

98%Min ^*data from raw suppliers

2-BromopropionicAcidBenzylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OCC1=CC=CC=C1)Br

Technology Process of benzyl 2-bromopropanoate

There total 7 articles about benzyl 2-bromopropanoate 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: 90.0%

2-Bromopropionic acid (598-72-1,10327-08-9) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-bromopropionate (3017-53-6)

Guidance literature:

With dmap; toluene-4-sulfonic acid; In toluene; at 125 - 145 ℃; for 4h; Inert atmosphere; Dean-Stark;

DOI:10.1002/chem.201400197

Reference yield: 86.0%

benzyl chloroformate (501-53-1,94274-21-2) + 2-Bromopropionic acid (598-72-1,10327-08-9) → benzyl 2-bromopropionate (3017-53-6)

Guidance literature:

benzyl chloroformate; 2-Bromopropionic acid; With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

With dmap; In dichloromethane; at 30 ℃; for 4h; Inert atmosphere;

Reference yield: 86.0%

Ethyl 2-bromopropionate (535-11-5,41978-69-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2-bromopropionate (3017-53-6)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 24h; Heating;

DOI:10.1023/A:1016236615559

upstream raw materials:

2-Bromopropionic acid

benzyl alcohol

benzyl chloroformate

Ethyl 2-bromopropionate

Downstream raw materials:

benzyl 2-methyl-3-hydroxy-p-carbomethoxyhydrocinnamate

2-{[1-Phenyl-1-phenylselanyl-meth-(E)-ylidene]-aminooxy}-propionic acid benzyl ester

benzyl 2-(3-oxomorpholino)propanoate

tert-butyl 4-(1-(benzyloxy)-1-oxopropan-2-yl)-3-oxopiperazine-1-carboxylate

Refernces

• 1、 Shin, Nam Ho,Lee, Jin Kyu,Li, Haiqing,Ha, Chang-Sik,Shchipunov, Yury A.,Kim. "Synthesis of poly(methyl methacrylate)-S/oc/c-poly(l-histidine) and its use as a hybrid silver nanoparticle conjugate". . p. 6948 - 6953. Retrieved 2010.
• 2、 Tian, Wei,Li, Bowen,Tian, Duanshuai,Tang, Wenjun. "Regioselective 2-alkylation of indoles with α-bromo esters catalyzed by Pd/P,P=O system". supporting information. p. 197 - 200. Retrieved 2021/08/13.
• 3、 Pezzetta, Cristofer,Bonifazi, Davide,Davidson, Robert W. M.. "Enantioselective Synthesis of N-Benzylic Heterocycles: A Nickel and Photoredox Dual Catalysis Approach". supporting information. p. 8957 - 8961. Retrieved 2019/11/11.