Ethyl 2-benzoyl-3-phenylacrylate

Base Information

• Chemical Name: Ethyl 2-benzoyl-3-phenylacrylate
• CAS No.: 17451-18-2
• Molecular Formula: C₁₈H₁₆O₃
• Molecular Weight: 280.323
• European Community (EC) Number: 655-369-6
• NSC Number: 140613
• Nikkaji Number: J1.688.202J
• Wikidata: Q76324631
• ChEMBL ID: CHEMBL4562593
• Mol file: 17451-18-2.mol

Synonyms:Ethyl -2-benzoyl-3-phenylprop-2-enoate;125105-17-1;Ethyl 2-benzoyl-3-phenylacrylate;17451-18-2;ETHYL (2Z)-2-[(Z)-BENZOYL]-3-PHENYLPROP-2-ENOATE;Benzenepropanoic acid, beta-oxo-alpha-(phenylmethylene)-, ethyl ester;NSC636427;MLS002920514;SCHEMBL4778528;Benzenepropanoic acid, .beta.-oxo-.alpha.-(phenylmethylene)-, ethyl ester;CHEMBL4562593;NSC140613;AKOS024417610;NSC 140613;NSC-140613;ethyl (Z)-2-benzoyl-3-phenyl-prop-2-enoate;(Z)-2-Benzoyl-3-phenylacrylic acid ethyl ester

Chemical Property of Ethyl 2-benzoyl-3-phenylacrylate

Chemical Property:

• Vapor Pressure: 4.63E-06mmHg at 25°C
• Boiling Point: 382.7°C at 760 mmHg
• Flash Point: 166.8°C
• Density: 1.155g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 280.109944368
• Heavy Atom Count: 21
• Complexity: 385

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC=CC=C1)C(=O)C2=CC=CC=C2
• Isomeric SMILES: CCOC(=O)/C(=C\C1=CC=CC=C1)/C(=O)C2=CC=CC=C2

Technology Process of Ethyl 2-benzoyl-3-phenylacrylate

There total 20 articles about Ethyl 2-benzoyl-3-phenylacrylate 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-oxo-3-phenylpropionate (94-02-0) + benzaldehyde (100-52-7) → (Z)-2-benzoyl-3-phenylacrylic acid ethyl ester (17451-18-2,39626-31-8,125105-17-1)

Guidance literature:

With piperidine; acetic acid; In benzene; for 3h; Heating;

DOI:10.1016/S0040-4020(01)01173-5

Reference yield: 87.0%

ethyl 3-oxo-3-phenylpropionate (94-02-0) + benzaldehyde (100-52-7) → ethyl 2-benzoyl-3-phenylacrylate (39626-31-8,125105-17-1,17451-18-2)

Guidance literature:

With acetic acid; glycine; In benzene; Heating; azeotropic distillation of reaction water;

Reference yield: 84.0%

benzoyl chloride (98-88-4) + phenylpropynoic acid ethyl ester (2216-94-6) → (Z)-2-benzoyl-3-phenylacrylic acid ethyl ester (17451-18-2,39626-31-8,125105-17-1)

Guidance literature:

phenylpropynoic acid ethyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; In benzene; at 20 ℃; for 4h; Inert atmosphere;

benzoyl chloride; With copper(l) iodide; In benzene; at 80 ℃; for 10h; Inert atmosphere;

DOI:10.3184/174751912X13445848109899

upstream raw materials:

piperidine

ethyl 3-oxo-3-phenylpropionate

benzaldehyde

ethanol

Downstream raw materials:

ethyl 3-phenyl-2-propenoate

benzoic acid ethyl ester

2,6-diphenyl-5,6-dihydropyrimidin-4(3H)-one

2,4-dibenzoyl-3-phenyl-glutaric acid diethyl ester