Cyclohexyl isocyanide

Base Information

• Chemical Name: Cyclohexyl isocyanide
• CAS No.: 931-53-3
• Molecular Formula: C7H11 N
• Molecular Weight: 109.171
• Hs Code.: 29299090
• European Community (EC) Number: 213-238-7
• NSC Number: 60128
• DSSTox Substance ID: DTXSID90239266
• Nikkaji Number: J1.169.788G,J298.513F
• Wikidata: Q27102739
• Metabolomics Workbench ID: 51106
• Mol file: 931-53-3.mol

Synonyms:isocyanocyclohexane

Chemical Property of Cyclohexyl isocyanide

Chemical Property:

• Appearance/Colour: colourless liquid
• Melting Point: 6 C
• Refractive Index: n20/D 1.45(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: g/cm³
• LogP: 1.46910
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 109.089149355
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

98% ^*data from raw suppliers

Cyclohexyl Isocyanide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,T
• Statements: 20/21/22-23/24/25
• Safety Statements: 36/37-45-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [C-]#[N+]C1CCCCC1
• Uses: Cyclohexyl Isocyanide can be used as novel arginase inhibitors to treat diseases.

Technology Process of Cyclohexyl isocyanide

There total 15 articles about Cyclohexyl isocyanide 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: 90.0%

N-cyclohexylimidocarbonyl dichloride (2666-80-0) → Cyclohexyl isocyanide (931-53-3)

Guidance literature:

With lithium perchlorate; In N,N-dimethyl-formamide; at 15 ℃; Electrolysis;

DOI:10.1016/S0040-4020(99)00509-8

Reference yield: 89.0%

N-cyclohexylformamide (766-93-8) → Cyclohexyl isocyanide (931-53-3)

Guidance literature:

With Burgess Reagent; In dichloromethane; for 12h; Ambient temperature;

Reference yield: 87.0%

isothiocyanatocyclohexane (1122-82-3) → Cyclohexyl isocyanide (931-53-3)

Guidance literature:

With 3-polystyrylmethyl-2-phenyl[1,3,2]oxazaphospholidine; In toluene; at 140 ℃; for 0.75h; Irradiation;

DOI:10.1016/S0960-894X(02)00269-X

upstream raw materials:

N-cyclohexylformamide

N-cyclohexylimidocarbonyl dichloride

cyclohexyl-carbamic acid methyl ester

2-bromo-2-methyl-N-cyclohexylpropanamide

Downstream raw materials:

3-chloropropyl cyclohexylcarbamate

phenyl-carbamic acid-(4-chloro-butyl ester)

4-chlorobutyl cyclohexylcarbamate

4-cyclohexylamino-5-furan-2-yl-1-phenyl-1,3-dihydro-imidazol-2-one

Refernces

• 1、 Waibel,Nickisch,M?hl,Seim,Meier. "A more sustainable and highly practicable synthesis of aliphatic isocyanides". supporting information. p. 933 - 941. Retrieved 2020/02/21.
• 2、 Liu, Na,Chao, Fei,Liu, Ming-Guo,Huang, Nian-Yu,Zou, Kun,Wang, Long. "Odorless Isocyanide Chemistry: One-Pot Synthesis of Heterocycles via the Passerini and Postmodification Tandem Reaction Based on the in Situ Capture of Isocyanides". . p. 2366 - 2371. Retrieved 2019/05/16.