Isocyanocyclopropane

Base Information

• Chemical Name: Isocyanocyclopropane
• CAS No.: 58644-53-4
• Molecular Formula: C4H5N
• Molecular Weight: 67.0904
• European Community (EC) Number: 673-573-3
• DSSTox Substance ID: DTXSID50374122
• Nikkaji Number: J690.568D
• Wikidata: Q72460920
• Mol file: 58644-53-4.mol

Synonyms:Isocyanocyclopropane;Cyclopropyl isocyanide;58644-53-4;cyclopropylisocyanide;cyclopropylisonitrile;Isocyano-cyclopropane;cyclopropane isocarbonitrile;cyclopropyl isonitrile;cyclopropylisocyanide, AldrichCPR;DTXSID50374122;AMIXWJQKUQVEEC-UHFFFAOYSA-N;MFCD04117501;AKOS006295424;GS-0317;FT-0651104;EN300-211418;F70233;A831964;3-FORMYLBIPHENYL-4-CARBOXYLICACIDMETHYLESTER

Chemical Property of Isocyanocyclopropane

Chemical Property:

• PSA: 0.00000
• LogP: 0.29880
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 67.042199164
• Heavy Atom Count: 5
• Complexity: 72.9

Purity/Quality:

98%Min ^*data from raw suppliers

Cyclopropyl isocyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1CC1

Technology Process of Isocyanocyclopropane

There total 2 articles about Isocyanocyclopropane 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:

chloroform (67-66-3,8013-54-5) + Cyclopropylamine (765-30-0) → cyclopropyl isocyanide (58644-53-4)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In dichloromethane; water; at 20 ℃; for 12h;

DOI:10.1016/j.bmcl.2016.02.039

Reference yield:

N-cyclopropylformamide (58644-54-5) → cyclopropyl isocyanide (58644-53-4)

Guidance literature:

With tributyl-amine; p-toluenesulfonyl chloride;

Reference yield: 92.0%

cyclopropyl isocyanide (58644-53-4) → cyclopropropanecarbonitrile (5500-21-0)

Guidance literature:

at 520 - 550 ℃; under 0.01 Torr;

upstream raw materials:

N-cyclopropylformamide

chloroform

Cyclopropylamine

Downstream raw materials:

7,7-diphenyl-6-oxa-4-aza-spiro[2.4]hept-4-ene

1-Benzylcyclopropylisocyanid

7-phenyl-6-oxa-4-aza-spiro[2.4]hept-4-ene

7-styryl-6-oxa-4-aza-spiro[2.4]hept-4-ene

Refernces

• 1、 Zeng, Debin,Ma, Yuying,Zhang, Rui,Nie, Quandeng,Cui, Zhengjie,Wang, Yaxin,Shang, Luqing,Yin, Zheng. "Synthesis and structure–activity relationship of α-keto amides as enterovirus 71 3C protease inhibitors". supporting information. p. 1762 - 1766. Retrieved 2016/12/22.
• 2、 -. "Deuterated hepatitis C protease inhibitors". Page/Page column 17. . Retrieved 2010/11/28.