Methyl 3-(4-cyanophenyl)oxirane-2-carboxylate

Base Information

• Chemical Name: Methyl 3-(4-cyanophenyl)oxirane-2-carboxylate
• CAS No.: 108492-59-7
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.197
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60565448
• Mol file: 108492-59-7.mol

Synonyms:Methyl 3-(4-cyanophenyl)oxirane-2-carboxylate;108492-59-7;Methyl 3-(4-cyanophenyl)-2-oxiranecarboxylate;methylcyanophenyloxiranecarboxylate;DTXSID60565448;MFCD09864842;AKOS005073718;SS-2332;CS-0234460;Methyl3-(4-cyanophenyl)-2-oxiranecarboxylate;EN300-142138;J-522086;Z1509486217

Chemical Property of Methyl 3-(4-cyanophenyl)oxirane-2-carboxylate

Chemical Property:

• PSA: 62.62000
• LogP: 1.17118
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 298

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 3-(4-cyanophenyl)oxirane-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1C(O1)C2=CC=C(C=C2)C#N

Technology Process of Methyl 3-(4-cyanophenyl)oxirane-2-carboxylate

There total 5 articles about Methyl 3-(4-cyanophenyl)oxirane-2-carboxylate 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%

methanol (67-56-1) + C10H7NO2 → C11H9NO3 (1426929-03-4,108492-59-7)

Guidance literature:

With N-Bromosuccinimide; sodium carbonate; In dichloromethane; at 20 ℃; for 3h; enantioselective reaction;

DOI:10.1039/c3ob00056g

Reference yield:

3-(4'-cyanophenyl)-(Z)-propenoic acid methyl ester (71348-23-7) → (2R,3R)-3-(4-Cyano-phenyl)-oxirane-2-carboxylic acid methyl ester (108492-59-7) + (2S,3S)-3-(4-Cyano-phenyl)-oxirane-2-carboxylic acid methyl ester (108492-59-7)

Guidance literature:

With sodium hypochlorite; 4-Phenylpyridine 1-oxide; (salen)Mn(III)-complex; In water; 1,2-dichloro-ethane; at 4 ℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)89369-8

Reference yield:

3-(4'-cyanophenyl)-(Z)-propenoic acid methyl ester (71348-23-7) → (2R,3R)-3-(4-Cyano-phenyl)-oxirane-2-carboxylic acid methyl ester (108492-59-7) + (2S,3S)-3-(4-Cyano-phenyl)-oxirane-2-carboxylic acid methyl ester (108492-59-7)

Guidance literature:

With sodium hypochlorite; 4-Phenylpyridine 1-oxide; (salen)Mn(III)-complex; In water; 1,2-dichloro-ethane; at 4 ℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)89369-8

upstream raw materials:

3-(4'-cyanophenyl)-(Z)-propenoic acid methyl ester

4-cyanobenzaldehyde

methanol