Diethyl 2-cyano-3-oxosuccinate

Base Information

• Chemical Name: Diethyl 2-cyano-3-oxosuccinate
• CAS No.: 134541-15-4
• Molecular Formula: C₉H₁₁NO₅
• Molecular Weight: 213.19
• Hs Code.: 2926909090
• NSC Number: 157379
• DSSTox Substance ID: DTXSID30303213
• Nikkaji Number: J396.811A
• Mol file: 134541-15-4.mol

Synonyms:diethyl 2-cyano-3-oxosuccinate;134541-15-4;diethyl 2-cyano-3-oxobutanedioate;2-Cyano-3-oxo-succinic acid diethyl ester;Butanedioic acid,2-cyano-3-oxo-, 1,4-diethyl ester;NSC157379;1,4-diethyl 2-cyano-3-oxobutanedioate;DTXSID30303213;MFCD00026853;AKOS015908485;AS-5758;NSC-157379;CS-0324482;FT-0643223

Chemical Property of Diethyl 2-cyano-3-oxosuccinate

Chemical Property:

• Vapor Pressure: 0.000265mmHg at 25°C
• Melting Point: 88 °C
• Boiling Point: 323.2°Cat760mmHg
• PKA: 1.90±0.46(Predicted)
• Flash Point: 140.6°C
• PSA: 93.46000
• Density: 1.218g/cm³
• LogP: -0.17852
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 213.06372245
• Heavy Atom Count: 15
• Complexity: 314

Purity/Quality:

98%Min ^*data from raw suppliers

Diethyl2-Cyano-3-oxosuccinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C#N)C(=O)C(=O)OCC

Technology Process of Diethyl 2-cyano-3-oxosuccinate

There total 5 articles about Diethyl 2-cyano-3-oxosuccinate 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: 48.0%

isoxazole-4,5-dicarboxylic acid diethyl ester (134541-02-9) → Aethoxalyl-cyan-essigsaeure-aethylester (134541-15-4)

Guidance literature:

With sodium ethanolate; In diethyl ether; ethanol; for 12h; Ambient temperature;

Reference yield:

2-dimethylaminomethylene-3-oxo-succinic acid diethyl ester (130187-88-1) → Aethoxalyl-cyan-essigsaeure-aethylester (134541-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NH₂OH*HCl / methanol / 1 h / Heating

2: 48 percent / NaOEt / ethanol; diethyl ether / 12 h / Ambient temperature

With hydroxylamine hydrochloride; sodium ethanolate; In methanol; diethyl ether; ethanol;

Reference yield:

→ Aethoxalyl-cyan-essigsaeure-aethylester (134541-15-4)

Guidance literature:

With ozone; ethyl acetate;

DOI:10.1039/jr9320001079

upstream raw materials:

sodium cyanoacetic acid ethyl ester

Ethyl oxalyl chloride

ethyl 2-cyanoacetate

oxalic acid diethyl ester

Downstream raw materials:

Oxo-(N'-phenyl-hydrazino)-acetic acid ethyl ester

Refernces