(cyclohexylmethylene)malononitrile

Base Information

• Chemical Name: (cyclohexylmethylene)malononitrile
• CAS No.: 73776-46-2
• Molecular Formula: C10H12 N2
• Molecular Weight: 160.219
• Mol file: 73776-46-2.mol

Synonyms:Propanedinitrile,(cyclohexylmethylene)- (9CI)

Chemical Property of (cyclohexylmethylene)malononitrile

Chemical Property:

• Melting Point: 101-102 °C
• Boiling Point: 294.4±13.0 °C(Predicted)
• PSA: 47.58000
• Density: 1.101±0.06 g/cm3(Predicted)
• LogP: 2.54026

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (cyclohexylmethylene)malononitrile

There total 3 articles about (cyclohexylmethylene)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%

malononitrile (109-77-3) + cyclohexanecarbaldehyde (2043-61-0) → 1,1-dicyano-2-cyclohexylethene (73776-46-2)

Guidance literature:

With C₇H₁₅N₄⁽¹⁺⁾*BF₄^(1-); In water; at 20 ℃; for 0.0833333h; Green chemistry;

Reference yield:

malononitrile (109-77-3) + cyclohexylmethyl alcohol (100-49-2) → 1,1-dicyano-2-cyclohexylethene (73776-46-2)

Guidance literature:

With oxygen; In toluene; at 100 ℃; for 24h; under 760.051 Torr;

DOI:10.1002/ejic.201500808

Reference yield:

cyclohexylmethyl alcohol (100-49-2) → 1,1-dicyano-2-cyclohexylethene (73776-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: [bis(acetoxy)iodo]benzene / acetonitrile / 9 h / 20 °C

2: (2,2,6,6-tetramethylpiperidin-1-yl)oxyl containing Pd-organic cages within amino-functionalized mesoporous carbon / acetonitrile / 0.5 h / 60 °C

With [bis(acetoxy)iodo]benzene; In acetonitrile; 2: |Knoevenagel Condensation;

DOI:10.1016/j.chempr.2020.06.038

upstream raw materials:

malononitrile

cyclohexanecarbaldehyde

cyclohexylmethyl alcohol

Downstream raw materials:

6-amino-4-cyclohexyl-6'-morpholin-4-yl-[2,3']bipyridinyl-5-carbonitrile

2-amino-4-cyclohexyl-6-(4-dimethylamino-phenyl)-nicotinonitrile

{(2E)-3-cyclohexyl-1-[4-(dimethylamino)phenyl]-2-propen-1-ylidene}malononitrile

4-allyl-2-cyclohexyl-3-phenyl-cyclopent-3-ene-1,1-dicarbonitrile

Refernces

• 1、 Chen, Hongtai,Fan, Liming,Hu, Tuoping,Zhang, Xiutang. "6s-3d {Ba3Zn4}-Organic Framework as an Effective Heterogeneous Catalyst for Chemical Fixation of CO2and Knoevenagel Condensation Reaction". . p. 3384 - 3392. Retrieved 2021/03/08.
• 2、 Liu, Min,Zhou, Leijie,Shi, Wangyu,Hu, Yimin,Liao, Jianning,Duan, Zeqing,Wang, Wei,Wu, Yongjun,Zheng, Bing,Guo, Hongchao. "Phosphine-Catalyzed (4 + 2) Annulation of δ-Sulfonamido-Substituted Enones with 1,1-Dicyanoalkenes: Synthesis of Piperidine Derivatives". supporting information. p. 7703 - 7707. Retrieved 2021/10/20.