Benzyl 2-bromoprop-2-enoate

Base Information

• Chemical Name: Benzyl 2-bromoprop-2-enoate
• CAS No.: 64473-02-5
• Molecular Formula: C10H9BrO2
• Molecular Weight: 241.084
• DSSTox Substance ID: DTXSID10541010
• Wikidata: Q82417196
• Mol file: 64473-02-5.mol

Synonyms:Benzyl 2-bromoprop-2-enoate;benzyl 2-bromoacrylate;64473-02-5;benzyl 2-bromo-prop-2-enoate;SCHEMBL10428945;DTXSID10541010;MHYKUEIPBPSGDZ-UHFFFAOYSA-N;2-bromoprop-2-enoic acid benzyl ester

Chemical Property of Benzyl 2-bromoprop-2-enoate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 239.97859
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzyl 2-bromoprop-2-enoate

There total 1 articles about Benzyl 2-bromoprop-2-enoate 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: 73.0%

2-bromo-2-propenoic acid (10443-65-9) + benzyl bromide (100-39-0) → 2-bromoprop-2-enoic acid benzyl ester (64473-02-5)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 - 83 ℃; for 6h;

DOI:10.1039/c2gc35305a

Reference yield: 94.0%

2-bromoprop-2-enoic acid benzyl ester (64473-02-5) + benzaldehyde (100-52-7) → benzyl 4-hydroxy-4-phenylbut-2-ynoate

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In 2-methyltetrahydrofuran; at -40 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c2gc35305a

Reference yield: 87.0%

2-bromoprop-2-enoic acid benzyl ester (64473-02-5) + benzyl alcohol (100-51-6,185532-71-2) → (1R,2R)-1-Benzyloxymethyl-2-bromo-cyclopropane-1,2-dicarboxylic acid dibenzyl ester (97962-02-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -50 ℃;

DOI:10.1016/S0040-4039(00)98438-7

upstream raw materials:

2-bromo-2-propenoic acid

benzyl bromide

Downstream raw materials:

(2R,5R,6R)-benzyl 6-phenoxyacetamidopenam-2-carboxylate

(3S,5R,6R)-benzyl 6-phenoxyacetamidobisnorpenicillanate

(3R,5R,6R)-benzyl 6-phenoxyacetamidobisnorpenicillanate

2-[(2R,3R)-4-Oxo-3-(2-phenoxy-acetylamino)-azetidin-2-ylsulfanyl]-acrylic acid benzyl ester