ethyl (2Z,4E)-2-cyano-5-phenyl-penta-2,4-dienoate

Base Information

• Chemical Name: ethyl (2Z,4E)-2-cyano-5-phenyl-penta-2,4-dienoate
• CAS No.: 24139-56-8
• Molecular Formula: C14H13 N O2
• Molecular Weight: 227.263
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID701238358
• Nikkaji Number: J49.927G,J1.957.309E,J957.046B,J1.419.342A
• Wikidata: Q76309006
• Mol file: 24139-56-8.mol

Synonyms:Ethyl2-cyano-3-styryl-2-propenoate; Ethyl 2-cyano-5-phenyl-2,4-pentadienoate; NSC85627

Chemical Property of ethyl (2Z,4E)-2-cyano-5-phenyl-penta-2,4-dienoate

Chemical Property:

• Vapor Pressure: 1.92E-06mmHg at 25°C
• Boiling Point: 394.9°C at 760 mmHg
• Flash Point: 192.2°C
• PSA: 50.09000
• Density: 1.118g/cm³
• LogP: 2.71288
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 354

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(=CC=CC1=CC=CC=C1)C#N
• Isomeric SMILES: CCOC(=O)/C(=C/C=C/C1=CC=CC=C1)/C#N

Technology Process of ethyl (2Z,4E)-2-cyano-5-phenyl-penta-2,4-dienoate

There total 11 articles about ethyl (2Z,4E)-2-cyano-5-phenyl-penta-2,4-dienoate 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: 98.0%

3-phenyl-propenal (104-55-2) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-cyano-5-phenyl-2,4-pentadienoate (24139-56-8)

Guidance literature:

With N,N-dimethyl-N-hydroxyethylammonium acetate; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.cattod.2012.06.006

Reference yield: 65.0%

N-(3-phenylallylidene)benzenamine (953-21-9) + ethyl 2-cyanoacetate (105-56-6) → ethyl 2-cyano-5-phenyl-2,4-pentadienoate (24139-56-8)

Guidance literature:

With Amberlite IRA-400(OH^-); In ethanol; for 6h; Heating;

DOI:10.1039/a800951a

Reference yield:

2-cyano-5-phenyl-penta-2,4-dienoic acid methyl ester (113966-65-7) + potassium ethoxide (917-58-8) → ethyl 2-cyano-5-phenyl-2,4-pentadienoate (24139-56-8)

Guidance literature:

With ethanol; at 20 ℃; unstable form;

upstream raw materials:

ethanol

α-cyano-5-phenyl-2,4-pentadienic acid

2-cyano-5-phenyl-penta-2,4-dienoic acid methyl ester

potassium ethoxide

Downstream raw materials:

2-cyano-5-phenyl-penta-2,4-dienoic acid methyl ester

α-cyano-5-phenyl-2,4-pentadienic acid

2-cyano-5-phenyl-pentanoic acid ethyl ester

benzaldehyde