2-Cyclohexylidenemalononitrile

Base Information

• Chemical Name: 2-Cyclohexylidenemalononitrile
• CAS No.: 4354-73-8
• Molecular Formula: C9N10N2
• Molecular Weight: 146.192
• Hs Code.: 2926909090
• European Community (EC) Number: 889-165-5
• NSC Number: 54073
• DSSTox Substance ID: DTXSID10195875
• Nikkaji Number: J41.619C
• Wikidata: Q83068934
• Mol file: 4354-73-8.mol

Synonyms:2-Cyclohexylidenemalononitrile;4354-73-8;2-cyclohexylidenmalononitrile;2-cyclohexylidenepropanedinitrile;Cyclohexylidenemalononitrile;Propanedinitrile, cyclohexylidene-;Cyclohexylidenepropanedinitrile;MALONONITRILE, CYCLOHEXYLIDENE-;2-Cyclohexylidene-malononitrile;delta(sup 1,alpha)-Cyclohexanemalononitrile;MFCD00019512;SCHEMBL3708976;2-(Cyclohexylidene)malononitrile;2-Cyclohexylidenemalononitrile #;2-cyclohexylidene-propanedinitrile;C9N10N2;DTXSID10195875;NSC54073;C9-N10-N2;NSC 54073;NSC-54073;AKOS005110102;MS-3697;LS-88905;.DELTA.1,.alpha.-Cyclohexanemalononitrile;CS-0155360;FT-0765836;C75170

Chemical Property of 2-Cyclohexylidenemalononitrile

Chemical Property:

• Vapor Pressure: 0.0029mmHg at 25°C
• Boiling Point: 284.9°Cat760mmHg
• Flash Point: 131.5°C
• PSA: 47.58000
• Density: 1.082g/cm³
• LogP: 2.29426
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 146.084398327
• Heavy Atom Count: 11
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

2-Cyclohexylidene-malononitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison.
• Hazard Codes: A poison.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=C(C#N)C#N)CC1

Technology Process of 2-Cyclohexylidenemalononitrile

There total 10 articles about 2-Cyclohexylidenemalononitrile 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: 100.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + malononitrile (109-77-3) → 2-(cyclohexylidene)malononitrile (4354-73-8)

Guidance literature:

hydrotalcite structure integrating fluoride ions; In DMF (N,N-dimethyl-formamide); at 25 ℃; for 2h; Conversion of starting material;

Reference yield: 87.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + diethyl malonate (105-53-3) → 2-(cyclohexylidene)malononitrile (4354-73-8)

Guidance literature:

With 1-butyl-3-methylimidazolium hydroxide; at 25 - 30 ℃; for 0.5h;

DOI:10.1002/ejoc.200600335

Reference yield: 68.0%

1,3-dioxolane-2-spirocyclohexane (177-10-6) + malononitrile (109-77-3) → 2-(cyclohexylidene)malononitrile (4354-73-8)

Guidance literature:

With hydrotalcite; Ti⁽⁴⁺⁾ montmorillonite; In 1,4-dioxane; at 80 ℃; for 10h;

DOI:10.1021/ja052386p

upstream raw materials:

dibromomalononitrile

cyclohexane

cyclohexanone

malononitrile

Downstream raw materials:

(1-Methylcyclohexyl)malonsaeuredinitril

{2-[2-(1,3,3-trimethyl-indolin-2-yliden)-ethylidene]-cyclohexylidene}-malononitrile

ethyl-cyclohex-1-enyl-malononitrile

allyl-cyclohex-1-enyl-malononitrile

Refernces

• 1、 Sharanin,Sharanina. "". . . Retrieved 1974.
• 2、 Hegade, Pravin G.,Chinchkar, Sarika D.,Pore, Dattaprasad M.. "DABCO catalyzed pseudo multi-component synthesis of functionalized spirooxindoles". . p. 1243 - 1249. Retrieved 2016.
• 3、 Arya, Kapil,Tomar, Ravi. "Microporous zeolite catalyst system: An eco-approach for regioselective synthesis of pyrimidobenzimidazoles". . p. 3389 - 3400. Retrieved 2015.
• 4、 Dandia, Anshu,Mahawar, Dinesh Kumar,Saini, Pratibha,Saini, Surendra,Gupta, Shyam L.,Rathore, Kuldeep S.,Parewa, Vijay. "Site-specific role of bifunctional graphitic carbon nitride catalyst for the sustainable synthesis of 3,3-spirocyclic oxindoles in aqueous media". . p. 28452 - 28465. Retrieved 2021.
• 5、 Joharian, Monika,Morsali, Ali,Azhdari Tehrani, Alireza,Carlucci, Lucia,Proserpio, Davide M.. "Water-stable fluorinated metal-organic frameworks (F-MOFs) with hydrophobic properties as efficient and highly active heterogeneous catalysts in aqueous solution". . p. 5336 - 5345. Retrieved 2018.
• 6、 Cairns et al.. "-". . p. 2775,2777. Retrieved 1958.
• 7、 Chen, Peng,Sun, Jin-Shi,Wu, Xian-Tao,Xiao, En-Kai,Zhang, Lei,Zhu, Guangshan. "An Ionic Liquid on a Porous Organic Framework Support: A Recyclable Catalyst for the Knoevenagel Condensation in an Aqueous System". . p. 943 - 947. Retrieved 2020/06/01.