Isocyanatocyclohexane

Base Information

• Chemical Name: Isocyanatocyclohexane
• CAS No.: 3173-53-3
• Molecular Formula: C7H11NO
• Molecular Weight: 125.17
• Hs Code.: 29291090
• European Community (EC) Number: 221-639-3
• ICSC Number: 0856
• NSC Number: 87419
• UN Number: 2488
• UNII: T699595BLW
• DSSTox Substance ID: DTXSID8025464
• Nikkaji Number: J36.790G
• Wikidata: Q1147530
• Metabolomics Workbench ID: 66901
• ChEMBL ID: CHEMBL26886
• Mol file: 3173-53-3.mol

Synonyms:Isocyanicacid, cyclohexyl ester (6CI,7CI,8CI);Cyclohexane isocyanate;Isocyanatocyclohexane;

Chemical Property of Isocyanatocyclohexane

Chemical Property:

• Appearance/Colour: colourless or light yellow liquid
• Vapor Pressure: 1.83 psi ( 20 °C)
• Melting Point: -80 °C
• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 169 °C at 760 mmHg
• Flash Point: 48.9 °C
• PSA: 29.43000
• Density: 1.05 g/cm³
• LogP: 1.65490
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Sparingly)
• Water Solubility.: decomposes
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 125.084063974
• Heavy Atom Count: 9
• Complexity: 121
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Cyclohexyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+, N
• Hazard Codes: T+,N
• Statements: 10-21/22-26-36/37/38-42-50-34
• Safety Statements: 26-28-36/37-45-57-36/37/39-29-28A-23-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Monoisocyanates
• Canonical SMILES: C1CCC(CC1)N=C=O
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: Lachrymation. The substance is irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.
• Uses: Cyclohexyl Isocyanate reacts with isoquinoline to prepare of Gliquidone through condensation reaction in a solvent under the action of base.

Technology Process of Isocyanatocyclohexane

There total 87 articles about Isocyanatocyclohexane 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: 94.0%

Cyclohexyl isocyanide (931-53-3) → Cyclohexyl isocyanate (3173-53-3)

Guidance literature:

With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; at -60 - 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ol200695y

Reference yield: 91.0%

cyclohexyl-carbamoyl chloride (4363-92-2) → Cyclohexyl isocyanate (3173-53-3)

Guidance literature:

With triethylamine; In Dimethyldisulphide; at 0 - 5 ℃; pH=8 - 8.5;

DOI:10.1055/s-2008-1072573

Reference yield: 87.0%

2-(cyclohexylamino)-2-oxoacetic acid (13144-62-2) → Cyclohexyl isocyanate (3173-53-3)

Guidance literature:

With ammonium peroxydisulfate; silver nitrate; copper(II) sulfate; In dichloromethane; water; at 40 ℃; for 3h;

DOI:10.1039/c39940000679

upstream raw materials:

phosgene

cyclohexylamine hydrochloride

ethyl N-cyclohexylcarbamate

cyclohexyl-carbamoyl chloride

Downstream raw materials:

aziridine-1-carboxylic acid cyclohexylamide

3-cyclohexyl-oxazolidin-2-one

3,5-dioxo-2-phenyl-pyrazolidine-1-carboxylic acid cyclohexylamide

1,3-Dicyclohexylurea

Refernces

• 1、 Belyaev, A. A.,Radina, L. B.. "NITROSOALKYLUREAS WITH A QUATERNARY NITROGEN ATOM. 6. STUDY OF REACTION KINETICS OF THE DECOMPOSITION IN AQUEOUS MEDIUM OF NITROSOALKYLUREAS BASED ON MONOQUATERNARY ALKYLAMMONIUM SALTS". . p. 2296 - 2299. Retrieved 1988.
• 2、 Petti, Alessia,Fagnan, Corentin,van Melis, Carlo G. W.,Tanbouza, Nour,Garcia, Anthony D.,Mastrodonato, Andrea,Leech, Matthew C.,Goodall, Iain C. A.,Dobbs, Adrian P.,Ollevier, Thierry,Lam, Kevin. "Supporting-Electrolyte-Free Anodic Oxidation of Oxamic Acids into Isocyanates: An Expedient Way to Access Ureas, Carbamates, and Thiocarbamates". supporting information. p. 2614 - 2621. Retrieved 2021/06/27.
• 3、 Hu, Min,Meng, Nana,Xia, Yong,Xu, Youzhi,Yu, Luoting,Zeng, Xiuxiu,Zhou, Shuyan. "Synthesis and biological evaluation of novel 4-(4-formamidophenylamino)-N-methylpicolinamide derivatives as potential antitumor agents". . . Retrieved 2021/06/11.