(2Z)-3,4-Diphenyl-4-oxo-2-butenoic acid methyl ester

Base Information

• Chemical Name: (2Z)-3,4-Diphenyl-4-oxo-2-butenoic acid methyl ester
• CAS No.: 67472-83-7
• Molecular Formula: C17H14 O3
• Molecular Weight: 266.2913
• NSC Number: 135151
• Nikkaji Number: J2.574.394F
• Mol file: 67472-83-7.mol

Synonyms:(2Z)-3,4-Diphenyl-4-oxo-2-butenoic acid methyl ester;NSC135151;NSC-135151;67472-83-7

Chemical Property of (2Z)-3,4-Diphenyl-4-oxo-2-butenoic acid methyl ester

Chemical Property:

• Vapor Pressure: 4.42E-07mmHg at 25°C
• Boiling Point: 414.5°C at 760 mmHg
• Flash Point: 183.7°C
• Density: 1.159g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 266.094294304
• Heavy Atom Count: 20
• Complexity: 372

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=C(C1=CC=CC=C1)C(=O)C2=CC=CC=C2
• Isomeric SMILES: COC(=O)/C=C(/C1=CC=CC=C1)\C(=O)C2=CC=CC=C2

Technology Process of (2Z)-3,4-Diphenyl-4-oxo-2-butenoic acid methyl ester

There total 7 articles about (2Z)-3,4-Diphenyl-4-oxo-2-butenoic acid methyl 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: 36.0%

C,N-diphenylnitrone (201024-81-9) + methyl 2,3-diphenyl-2-cyclopropene-1-carboxylate (7576-36-5) → methyl 5-benzoyl-2,3,5-triphenylisoxazolidine-4-carboxylate (1017242-77-1) + C30H23NO2 (1017242-70-4) + (E)-methyl 4-oxo-3,4-diphenylbut-2-enoate (67472-83-7) + (Z)-methyl 4-oxo-3,4-diphenylbut-2-enoate (67472-84-8)

Guidance literature:

In toluene; at 110 ℃; for 24h;

DOI:10.1021/jo702379d

Reference yield: 35.0%

methyl 2,3-diphenyl-2-cyclopropene-1-carboxylate (7576-36-5) → (E)-methyl 4-oxo-3,4-diphenylbut-2-enoate (67472-83-7) + methyl 2,3-dichloro-cis,cis-2,3-diphenylcyclopropanecarboxylate (77817-10-8)

Guidance literature:

With chlorine; In tetrachloromethane; for 1h; Irradiation;

Reference yield: 33.0%

p-methoxydiphenylnitrone (3585-93-1,85225-54-3,87289-90-5) + methyl 2,3-diphenyl-2-cyclopropene-1-carboxylate (7576-36-5) → methyl 5-benzoyl-3-(4-methoxyphenyl)-2,5-diphenylisoxazolidine-4-carboxylate (1017242-78-2) + C31H25NO3 (1017242-72-6) + (E)-methyl 4-oxo-3,4-diphenylbut-2-enoate (67472-83-7) + (Z)-methyl 4-oxo-3,4-diphenylbut-2-enoate (67472-84-8)

Guidance literature:

In toluene; at 110 ℃; for 36h;

DOI:10.1021/jo702379d

upstream raw materials:

methyl 2,3-diphenyl-2-cyclopropene-1-carboxylate

methyl iodide

methyl 2,3-dichloro-cis,cis-2,3-diphenylcyclopropanecarboxylate

(4-chlorobenzylidene)phenylamine N-oxide

Downstream raw materials:

3,4-diphenyl-4-oxo-2-butenoic acid