Oxiranecarboxylic acid, 3-(4-chlorophenyl)-2-cyano-, ethyl ester

Base Information

• Chemical Name: Oxiranecarboxylic acid, 3-(4-chlorophenyl)-2-cyano-, ethyl ester
• CAS No.: 35768-29-7
• Molecular Formula: C12H10ClNO3
• Molecular Weight: 251.669
• DSSTox Substance ID: DTXSID10456276
• Nikkaji Number: J751.863C
• Mol file: 35768-29-7.mol

Synonyms:35768-29-7;ethyl 3-(4-chlorophenyl)-2-cyanooxirane-2-carboxylate;Oxiranecarboxylic acid, 3-(4-chlorophenyl)-2-cyano-, ethyl ester;DTXSID10456276;2-Cyano-3-(4-chlorophenyl)oxirane-2-carboxylic acid ethyl ester

Chemical Property of Oxiranecarboxylic acid, 3-(4-chlorophenyl)-2-cyano-, ethyl ester

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 251.0349209
• Heavy Atom Count: 17
• Complexity: 356

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(C(O1)C2=CC=C(C=C2)Cl)C#N

Technology Process of Oxiranecarboxylic acid, 3-(4-chlorophenyl)-2-cyano-, ethyl ester

There total 4 articles about Oxiranecarboxylic acid, 3-(4-chlorophenyl)-2-cyano-, ethyl ester 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%

ethyl 3-(4-chlorophenyl)-2-cyanoacrylate (2286-35-3) → ethyl 3-(4-chlorophenyl)-2-cyanooxirane-2-carboxylate (35768-29-7)

Guidance literature:

With calcium hypochlorite; In neat (no solvent); at 20 ℃; for 1.5h; Milling;

DOI:10.1016/j.tetlet.2018.05.077

Reference yield: 77.0%

ethyl (E)-3-(4-chlorophenyl)-2-cyanoacrylate (2169-68-8) → ethyl 3-(4-chlorophenyl)-2-cyanooxirane-2-carboxylate (35768-29-7)

Guidance literature:

With oxone; iodobenzene; trifluoroacetic acid; In chloroform; at 20 ℃; for 1.33333h; Sonication;

DOI:10.1055/s-0039-1690621

Reference yield:

4-chlorobenzaldehyde (104-88-1) + ethyl 2-cyanoacetate (105-56-6) → ethyl 3-(4-chlorophenyl)-2-cyanooxirane-2-carboxylate (35768-29-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 95 °C

2: iodobenzene; trifluoroacetic acid; oxone / chloroform / 1.33 h / 20 °C / Sonication

With pyridine; oxone; iodobenzene; trifluoroacetic acid; In chloroform; 1: |Knoevenagel Condensation;

DOI:10.1055/s-0039-1690621

upstream raw materials:

ethyl 3-(4-chlorophenyl)-2-cyanoacrylate

ethyl (E)-3-(4-chlorophenyl)-2-cyanoacrylate

4-chlorobenzaldehyde

ethyl 2-cyanoacetate

Downstream raw materials:

3-(4-Chloro-phenyl)-2-cyano-oxirane-2-carboxylic acid {phenyl-[(E)-phenylimino]-methyl}-amide

ethyl bromocyanoacetate

4-chlorobenzaldehyde

ethyl 2-cyano-3-(4-methylphenyl)oxirane-2-carboxylate