Spiro(2.4)heptane-1,1,2,2-tetracarbonitrile

Base Information

• Chemical Name: Spiro(2.4)heptane-1,1,2,2-tetracarbonitrile
• CAS No.: 10432-35-6
• Molecular Formula: C11H8 N4
• Molecular Weight: 196.211
• European Community (EC) Number: 682-911-9
• NSC Number: 97135
• UNII: SUM2J5B98Q
• DSSTox Substance ID: DTXSID10146387
• Nikkaji Number: J1.322.083B
• Wikidata: Q83011192
• Mol file: 10432-35-6.mol

Synonyms:10432-35-6;Spiro(2.4)heptane-1,1,2,2-tetracarbonitrile;Spiro[2.4]heptane-1,1,2,2-tetracarbonitrile;SUM2J5B98Q;NSC97135;NSC 97135;UNII-SUM2J5B98Q;NSC-97135;tetracyanospiro[2.4]heptane;SCHEMBL820804;DTXSID10146387;AKOS024332142;spiro[2.4]heptan-1,1,2,2-tetrakohlenitrile

Chemical Property of Spiro(2.4)heptane-1,1,2,2-tetracarbonitrile

Chemical Property:

• Vapor Pressure: 6.47E-12mmHg at 25°C
• Boiling Point: 544.5°Cat760mmHg
• Flash Point: 289.4°C
• Density: 1.31g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 196.074896272
• Heavy Atom Count: 15
• Complexity: 438

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(C1)C(C2(C#N)C#N)(C#N)C#N

Technology Process of Spiro(2.4)heptane-1,1,2,2-tetracarbonitrile

There total 7 articles about Spiro(2.4)heptane-1,1,2,2-tetracarbonitrile 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: 93.0%

malononitrile (109-77-3) + 2-cyclopentylmethylene-malononitrile (265108-12-1) → 1,1,2,2-tetracyano-3,3-tetramethylenecyclopropane (10432-35-6)

Guidance literature:

With bromine; In ethanol; water; at 40 ℃; for 1h;

DOI:10.1016/j.mencom.2009.11.010

Reference yield: 86.0%

cyclopentanone (120-92-3) + malononitrile (109-77-3) → 1,1,2,2-tetracyano-3,3-tetramethylenecyclopropane (10432-35-6)

Guidance literature:

With sodium bromide; In ethanol; at 20 ℃; Electrochemical reaction;

DOI:10.1016/S0040-4020(00)00195-2

Reference yield: 65.0%

2-cyclopentylidene malononitrile (5660-83-3) + malononitrile (109-77-3) → 1,1,2,2-tetracyano-3,3-tetramethylenecyclopropane (10432-35-6)

Guidance literature:

With sodium bromide; In ethanol; at 20 ℃; Electrolysis;

DOI:10.1023/B:RUCB.0000011884.08799.a7

upstream raw materials:

bromomalononitrile

2-cyclopentylidene malononitrile

dibromomalononitrile

cyclopentanone

Refernces

• 1、 Nikishin,Elinson,Lizunova,Ugrak. "Electrochemical transformation of malononitrile and ketones into 3,3-disubstituted-1,1,2,2-tetracyanocyclopropanes". . p. 2655 - 2656. Retrieved 1991.
• 2、 Elinson, Michail N.,Vereshchagin, Anatolii N.,Stepanov, Nikita O.,Ilovaisky, Alexey I.,Vorontsov, Alexander Ya.,Nikishin, Gennady I.. "A new type of cascade reaction: direct conversion of carbonyl compounds and malononitrile into substituted tetracyanocyclopropanes". experimental part. p. 6057 - 6062. Retrieved 2011/03/19.