Ethyl 3-cyano-3-phenylpyruvate

Base Information

• Chemical Name: Ethyl 3-cyano-3-phenylpyruvate
• CAS No.: 6362-63-6
• Molecular Formula: C12H11 N O3
• Molecular Weight: 217.224
• Hs Code.: 2926909090
• European Community (EC) Number: 228-844-7
• NSC Number: 31650
• DSSTox Substance ID: DTXSID201289332
• Nikkaji Number: J49.679K
• Wikidata: Q106902874
• Mol file: 6362-63-6.mol

Synonyms:Ethyl 3-cyano-3-phenylpyruvate;6362-63-6;Ethyl 3-cyano-2-oxo-3-phenylpropanoate;Ethyl phenylcyanopyruvate;AI3-15927;Cyanophenylpyruvic acid ethyl ester;Ethyl cyanophenylpyruvate;Ethyl alpha-cyanophenylpyruvate;EINECS 228-844-7;NSC 31650;PYRUVIC ACID, CYANOPHENYL-, ETHYL ESTER;BRN 0613921;ETHYL-3-CYANO-3-PHENYLPYRUVATE 97;Ethyl .alpha.-cyanophenylpyruvate;4-10-00-03440 (Beilstein Handbook Reference);Benzenepropanoic acid, beta-cyano-alpha-oxo-, ethyl ester;Benzenepropanoic acid, .beta.-cyano-.alpha.-oxo-, ethyl ester;Benzenepropanoic acid, beta-cyano-alpha-oxo-, ethyl ester (9CI);WLN: NCR X1V1UNO2;Ethyl3-cyano-3-phenylpyruvate;SCHEMBL7358766;DTXSID201289332;NSC31650;MFCD00019801;NSC-31650;AKOS001585540;AKOS016052310;Ethyl 3-cyano-3-phenylpyruvate, 97%;BS-23573;ethyl 3-cyano-2-oxo-3-phenyl-propanoate;Ethyl 3-cyano-2-oxo-3-phenylpropanoate #;Ethyl beta-cyano-alpha-oxobenzenepropanoate;LS-139790;EU-0030153;FT-0659207;EN300-310929;A834444;SR-01000581606;3-cyano-2-oxo-3-phenyl-propionic acid ethyl ester;beta-Cyano-alpha-oxobenzenepropanoic acid ethyl ester;SR-01000581606-1;F0835-0038

Chemical Property of Ethyl 3-cyano-3-phenylpyruvate

Chemical Property:

• Vapor Pressure: 0.000106mmHg at 25°C
• Melting Point: 124-128 °C(lit.)
• Boiling Point: 337.3°C at 760 mmHg
• Flash Point: 147.1°C
• PSA: 67.16000
• Density: 1.186g/cm³
• LogP: 1.42598
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 217.07389321
• Heavy Atom Count: 16
• Complexity: 310

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 3-cyano-3-phenylpyruvate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C(C#N)C1=CC=CC=C1
• Uses: Ethyl 3-cyano-3-phenylpyruvate was used in the preparation of 2-( 3,4-Dimethoxyphenyl) -5-phenyl-3,4-dioxoadiponitrile.

Technology Process of Ethyl 3-cyano-3-phenylpyruvate

There total 9 articles about Ethyl 3-cyano-3-phenylpyruvate 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: 82.9%

phenylacetonitrile (140-29-4) + oxalic acid diethyl ester (95-92-1) → ethyl 3-cyano-3-phenylpyruvate (6362-63-6)

Guidance literature:

In ethanol; water;

Reference yield:

5-amino-N-(2-aminoethyl)-4-phenyl-3-isoxazolecarboxamide hydrochloride + t-butyl [2-(5-amino-4-phenyl-3-isoxazolecarboxamido)ethyl]carbamate (127919-46-4) + phenylacetonitrile (140-29-4) + oxalic acid diethyl ester (95-92-1) → ethyl 3-cyano-3-phenylpyruvate (6362-63-6)

Guidance literature:

With hydrogenchloride; sodium ethanolate; trifluoroacetic acid; In methanol; ethanol; dichloromethane;

Reference yield:

phenylacetonitrile (140-29-4) → ethyl 3-cyano-3-phenylpyruvate (6362-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium; diethyl ether; methanol

2: sodium hydroxide / Einleiten von Chlorwasserstoff in die Reaktionsloesung

With methanol; sodium hydroxide; diethyl ether; sodium;

DOI:10.1021/ja01332a040

upstream raw materials:

ethanol

3-cyano-2-oxo-3-phenyl-propionic acid methyl ester

(2,4-dioxo-3-phenyl-oxazolidin-5-ylidene)-phenyl-acetonitrile

sodium ethanolate

Downstream raw materials:

3-cyano-2-methoxy-3-phenyl-acrylic acid ethyl ester

2-oxo-3-phenyl-2H-benzo[h]chromene-4-carboxylic acid ethyl ester

2,3-diphenylpropionitrile

3-cyano-2-oxo-3-phenyl-butyric acid ethyl ester