(1-Ethoxyethylidene)malononitrile

Base Information

• Chemical Name: (1-Ethoxyethylidene)malononitrile
• CAS No.: 5417-82-3
• Molecular Formula: C7H8 N2 O
• Molecular Weight: 136.153
• Hs Code.: 2926909090
• European Community (EC) Number: 226-521-5
• NSC Number: 11585
• UNII: DG9PY6W3QK
• DSSTox Substance ID: DTXSID1063855
• Nikkaji Number: J217.994F
• Mol file: 5417-82-3.mol

Synonyms:5417-82-3;(1-Ethoxyethylidene)malononitrile;2-(1-Ethoxyethylidene)malononitrile;2-(1-ethoxyethylidene)propanedinitrile;1-Ethoxyethylidenemalononitrile;Propanedinitrile, (1-ethoxyethylidene)-;(1-Ethoxyethylidene)propanedinitrile;EINECS 226-521-5;NSC 11585;DG9PY6W3QK;BRN 0906913;Propanedinitrile, 2-(1-ethoxyethylidene)-;alpha-Cyano-beta-methyl-beta-ethoxyacrylonitrile;MFCD00001852;NSC-11585;2-(1-Ethoxy-ethylidene)-malononitrile;alpha-Cyano-beta-methyl-beta-ethoxyacrylonitrile-13C2;4-03-00-01196 (Beilstein Handbook Reference);NSC11585;UNII-DG9PY6W3QK;SCHEMBL565895;1-ethoxyethylidene malononitrile;DTXSID1063855;(1-Ethoxy-ethylidene)malononitrile;1,1-Dicyan-2-ethoxy- propen-1;HMS1755N19;2-(1-Ethoxyethenyl)-malononitrile;STK774054;2-(1-ethoxyethylidene) malononitrile;2-(1-ethoxyethylidene)malono-nitrile;Malononitrile, (1-ethoxyethylidene)-;AKOS001063089;CS-W008403;(1-Ethoxyethylidene)malononitrile, 98%;SY064940;LS-120021;AM20100336;FT-0604512;EN300-17674;2K-004;D81738;A830014;J-505323;Malononitrile, (1-ethoxyethylidene)- (6CI,7CI,8CI);Z56983070

Chemical Property of (1-Ethoxyethylidene)malononitrile

Chemical Property:

• Appearance/Colour: white to beige crystalline powder and chunks
• Vapor Pressure: 0.000524mmHg at 25°C
• Melting Point: 90-92 °C(lit.)
• Refractive Index: 1.5769 (estimate)
• Boiling Point: 312.6°Cat760mmHg
• Flash Point: 137.1°C
• PSA: 56.81000
• Density: 1.043g/cm³
• LogP: 1.34406
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Dichloromethane
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 217

Purity/Quality:

98%,99%, ^*data from raw suppliers

α-Cyano-β-methyl-β-ethoxyacrylonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=C(C#N)C#N)C
• Uses: Herbicide and growth regulator. (1-Ethoxyethylidene)malononitrile was used in the synthesis of benzyl 5-amino-4-cyano-3-methyl-1H pyrazole-1-carboxylate and 2-amino-6-mercaptopyridine-3,5-dicarbonitrile derivatives.

Technology Process of (1-Ethoxyethylidene)malononitrile

There total 2 articles about (1-Ethoxyethylidene)malononitrile 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: 99.0%

Triethyl orthoacetate (78-39-7) + malononitrile (109-77-3) → (1-ethoxyethylidene)malononitrile (5417-82-3)

Guidance literature:

at 90 - 95 ℃; for 0.75h;

DOI:10.1016/j.tet.2006.04.053

Reference yield:

→ (1-ethoxyethylidene)malononitrile (5417-82-3)

Guidance literature:

Orthoessigsaeuretriaethylester, Malonsaeuredinitril + Eg.;

Reference yield: 97.0%

2-bromophenylhydrazine hydrochloride (50709-33-6) + (1-ethoxyethylidene)malononitrile (5417-82-3) → 5-amino-1-(2-bromophenyl)-3-methyl-1H-pyrazole-4-carbonitrile

Guidance literature:

With sodium acetate; In ethanol; for 1h; Reflux;

DOI:10.1016/j.bmcl.2013.09.062

upstream raw materials:

Triethyl orthoacetate

malononitrile

Downstream raw materials:

4-amino-2,6-dimethylpyrimidine-5-carbonitrile

5-amino-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile

1,3-dimethyl-5-amino-1H-pyrazole-4-carbonitrile

5-amino-3-methyl-1H-pyrazole-4-carbonitrile

Refernces

• 1、 Zhou, Yuan,Zhang, Shasha,Cai, Meng,Wang, Kaixing,Feng, Jiangtao,Xie, Dan,Feng, Lingling,Peng, Hao,He, Hongwu. "Design, Synthesis, and Antifungal Activity of 2,6-Dimethyl-4-aminopyrimidine Hydrazones as PDHc-E1 Inhibitors with a Novel Binding Mode". . p. 5804 - 5817. Retrieved 2021/06/25.
• 2、 Maher, Mai,Kassab, Asmaa E.,Zaher, Ashraf F.,Mahmoud, Zeinab. "Novel pyrazolo[3,4-d]pyrimidines: design, synthesis, anticancer activity, dual EGFR/ErbB2 receptor tyrosine kinases inhibitory activity, effects on cell cycle profile and caspase-3-mediated apoptosis". . p. 532 - 546. Retrieved 2019/02/03.