Cyclohexylamine

Base Information

• Chemical Name: Cyclohexylamine
• CAS No.: 108-91-8
• Deprecated CAS: 143247-75-0,157973-60-9,1357848-57-7,1533423-50-5,157973-60-9
• Molecular Formula: C6H13 N
• Molecular Weight: 99.1759
• Hs Code.: 2921.30
• European Community (EC) Number: 203-629-0
• ICSC Number: 0245
• UN Number: 2357
• UNII: I6GH4W7AEG
• DSSTox Substance ID: DTXSID1023996
• Nikkaji Number: J2.870C
• Wikipedia: Cyclohexylamine
• Wikidata: Q1147539
• Metabolomics Workbench ID: 44859
• ChEMBL ID: CHEMBL1794762
• Mol file: 108-91-8.mol

Synonyms:Cyclohexylamine;Cyclohexylamines

Chemical Property of Cyclohexylamine

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 8.07mmHg at 25°C
• Melting Point: -17 °C
• Refractive Index: 1.4565
• Boiling Point: 134.5 °C at 760 mmHg
• PKA: 10.57±0.10(Predicted)
• Flash Point: 32.2 °C
• PSA: 26.02000
• Density: 0.869 g/cm³
• LogP: 1.97810
• Water Solubility.: MISCIBLE
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 99.104799419
• Heavy Atom Count: 7
• Complexity: 46.1
• Transport DOT Label: Corrosive Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R10:; R21/22:; R34:
• Safety Statements: S1/2:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Cyclic
• Canonical SMILES: C1CCC(CC1)N
• Recent ClinicalTrials: A Study of Systemic Chemotherapy With/Without HAI in Patients With Initially Unresectable Colorectal Liver Metastasis
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. The substance may cause effects on the central nervous system.

Technology Process of Cyclohexylamine

There total 432 articles about Cyclohexylamine 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: 80.4%

aniline (62-53-3) → N-phenyl-2-cyclohexylamine (1821-36-9) + cyclohexylamine (108-91-8,157973-60-9) + N-cyclohexyl-cyclohexanamine (101-83-7)

Guidance literature:

aluminum oxide; ruthenium; at 170 ℃; for 2.5h; Product distribution; Mechanism; investigation of the hydrogenation of aniline with various hydrogenation catalysts in the presence and abscence of the fused salts;

Reference yield:

nitrobenzene (98-95-3,26969-40-4) → N-phenyl-2-cyclohexylamine (1821-36-9) + cyclohexylamine (108-91-8,157973-60-9) + N-cyclohexyl-cyclohexanamine (101-83-7)

Guidance literature:

With formic acid; palladium on activated charcoal; In methanol; for 70h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60800-6

Reference yield:

aniline (62-53-3) + cyclohexanol (108-93-0) → N-phenyl-2-cyclohexylamine (1821-36-9) + cyclohexylamine (108-91-8,157973-60-9) + N-cyclohexyl-cyclohexanamine (101-83-7)

Guidance literature:

With ammonia; palladium on activated charcoal; at 250 ℃; for 3h; Product distribution;

DOI:10.1246/bcsj.58.1551

upstream raw materials:

cyclohexanone-oxime

m-nitrobromobenzene

cyclohexanone N-cyclohexylimine

cyclohexanone

Downstream raw materials:

N-cyclohexylpyridin-2-amine

N²-cyclohexyl-1,1-dimethyl-ethanediyldiamine

2-hydroxyethyl N-cyclohexylcarbamate

N²-cyclohexylpyridine-2,3-diamine

Refernces

• 1、 Hu, Zhengsong,Li, Zongyang,Zhao, Kang,Tian, Rongqiang,Duan, Zheng,Mathey, Fran?ois. "Reaction of Phospholes with Aldimines: A One-Step Synthesis of Chelating, Alpha-C2-Bridged Biphospholes". . p. 3518 - 3520. Retrieved 2015.
• 2、 Perchenko, V. N.,Obydennova, I. V.,Shanazarova, I. M.,Nametkin, N. S.. "POLYMERIC METAL COMPLEX CATALYSTS IN HYDROGENATION OF NITROBENZENE". . p. 615 - 617. Retrieved 1982.
• 3、 Couto, Clara Sá,Madeira, Luis M.,Nunes, Clemente Pedro,Araújo, Paulo. "Commercial catalysts screening for liquid phase nitrobenzene hydrogenation". . p. 152 - 164. Retrieved 2016.
• 4、 Smith, Keith,Balakit, Asim A.,El-Hiti, Gamal A.. "Poly(propylene sulfide)-borane: Convenient and versatile reagent for organic synthesis". . p. 7834 - 7839. Retrieved 2012.
• 5、 Kailan,Stueber. "-". . p. 90,97. Retrieved 1933.
• 6、 Hamada, Hideaki,Yamamoto, Makoto,Matsuzaki, Takehiko,Wakabayashi, Katsuhiko. "LIQUID PHASE CO-AMMONOLYSIS OF PHENOL AND CYCLOHEXANOL WITH PALLADIUM-ON-CARBON CATALYST". . p. 239 - 240. Retrieved 1980.
• 7、 Bhyrappa, Puttaiah,Purushothaman, Bhavana. "Perbrominated 2-nitrotetraphenylporphyrins: Electrochemical and axial ligation properties". . p. 238 - 242. Retrieved 2001.
• 8、 Man, Wai-Lun,Lam, William W. Y.,Kwong, Hoi-Ki,Yiu, Shek-Man,Lau, Tai-Chu. "Ligand-accelerated activation of strong C-H bonds of alkanes by a (salen)ruthenium(VI)-nitrido complex". . p. 9101 - 9104. Retrieved 2012.
• 9、 Cameron, James F.,Willson, C. Grant,Frechet, Jean M. J.. "New Photolabile Amino Protecting Groups: Photogeneration of Amines from carbonyl Carbamates". . p. 923 - 924. Retrieved 1995.
• 10、 Bakhvalova, Elena S.,Bykov, Alexey V.,Demidenko, Galina N.,Kiwi-Minsker, Lioubov,Mikheev, Alexey V.,Nikoshvili, Linda Z.,Pinyukova, Arina O.,Sulman, Mikhail G.. "Noble metal nanoparticles stabilized by hyper-cross-linked polystyrene as effective catalysts in hydrogenation of arenes". . . Retrieved 2021.