Cyclohexene, 1-isocyanato-

Base Information

• Chemical Name: Cyclohexene, 1-isocyanato-
• CAS No.: 5041-27-0
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• DSSTox Substance ID: DTXSID50449940
• Nikkaji Number: J807.419D
• Mol file: 5041-27-0.mol

Synonyms:1-isocyanatocyclohexene;Cyclohexene, 1-isocyanato-;5041-27-0;1-ISOCYANATOCYCLOHEX-1-ENE;1-isocyanato-cyclohexene;1-Cyclohexenyl isocyanate;1-isocyanato-1-cyclohexene;SCHEMBL7077446;DTXSID50449940;EN300-7290733

Chemical Property of Cyclohexene, 1-isocyanato-

Chemical Property:

• PSA: 29.43000
• LogP: 1.78010
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 166

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)N=C=O

Technology Process of Cyclohexene, 1-isocyanato-

There total 10 articles about Cyclohexene, 1-isocyanato- 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:

cyclohexene-1-carboxylic acid (636-82-8) → 1-isocyanatocyclohex-1-ene (5041-27-0)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In toluene; 1 h, room temp., reflux, several hours;

DOI:10.1021/jo00197a061

Reference yield:

cyclohexene-1-carboxylic acid (636-82-8) → 1-isocyanatocyclohex-1-ene (5041-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine, diphenyl phosphorazidate / toluene / 0.5 h / Ambient temperature

2: acetonitrile / Heating

With diphenyl phosphoryl azide; triethylamine; In toluene; acetonitrile;

DOI:10.1016/S0040-4020(01)80551-2

Reference yield:

1-cyclohexene-1-carbonyl azide (101033-15-2) → 1-isocyanatocyclohex-1-ene (5041-27-0)

Guidance literature:

In benzene; Yield given; Heating;

DOI:10.1021/jo00262a047

upstream raw materials:

cyclohexylidene-carbamic acid ethyl ester

ethyl N-cyclohex-1-enylcarbamate

cyclohexene-1-carboxylic acid

1-cyclohexene-1-carbonyl azide

Downstream raw materials:

C₂₀H₂₃NO₃

C₂₀H₂₃NO₃

methyl cyclohex-1-enylcarbamate

1-(cyclohexen-1-yl)-5(4H)-tetrazolinone

Refernces

• 1、 Matsubara, Ryosuke,Nakamura, Yoshitaka,Kobayashi, Shu. "Highly diastereo- and enantioselective reactions of enecarbamates with ethyl glyoxylate to give optically active syn and anti α-alkyl-β- hydroxy imines and ketones". . p. 3258 - 3260. Retrieved 2007/10/03.
• 2、 Rigby, James H.,Lee, Chee-Seng. "Preparation of highly substituted 4-aminopyridones via the reaction of 2-methylene dihydrobenzimidazole with vinyl isocyanates". . p. 1151 - 1153. Retrieved 2007/10/03.