N-phenylcyclohexanimine

Base Information

• Chemical Name: N-phenylcyclohexanimine
• CAS No.: 1132-38-3
• Molecular Formula: C12H15 N
• Molecular Weight: 173.258
• NSC Number: 240845
• DSSTox Substance ID: DTXSID70311271
• Nikkaji Number: J29.995B
• Mol file: 1132-38-3.mol

Synonyms:1132-38-3;N-phenylcyclohexanimine;N-Cyclohexylideneaniline;Benzenamine,N-cyclohexylidene-;Cyclohexylidene(phenyl)amine;NSC 240845;C12H15N;Benzenamine, N-cyclohexylidene-;cyclohexylideneaniline;NSC240845;cyclohexylidene aniline;SCHEMBL570653;DTXSID70311271;AKOS006293237;NSC-240845;EN300-8089283;A904958

Chemical Property of N-phenylcyclohexanimine

Chemical Property:

• Vapor Pressure: 0.0188mmHg at 25°C
• Boiling Point: 261.4°Cat760mmHg
• Flash Point: 103.6°C
• Density: 0.99g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=NC2=CC=CC=C2)CC1

Technology Process of N-phenylcyclohexanimine

There total 31 articles about N-phenylcyclohexanimine 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: 89.0%

1,2-bis(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1,2-diphenylhydrazine + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1,2,3,4-tetrahydrocarbazole (942-01-8) + N-cyclohexylidenebenzenamine (1132-38-3)

Guidance literature:

In benzene-d6; at 100 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1021/acs.joc.0c02661

Reference yield: 86.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + aniline (62-53-3) → N-cyclohexylidenebenzenamine (1132-38-3)

Guidance literature:

With acetic acid; In toluene; for 3h; Heating;

Reference yield: 70.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + aniline (62-53-3) → N-phenyl-2-cyclohexylamine (1821-36-9) + N-cyclohexylidenebenzenamine (1132-38-3)

Guidance literature:

With hydrogen; In neat (no solvent); at 200 ℃; under 760.051 Torr; Flow reactor;

DOI:10.1134/S1070363219120016

upstream raw materials:

1-(phenylamino)cyclohexanecarbonitrile

cyclohexanone

aniline

1,1-diethoxycyclohexane

Downstream raw materials:

3-(2-phenylimino-cyclohexyl)-propionitrile

1-phenyl-4,5,6,7-tetrahydro-1H-benzo[c]isothiazole-3-thione

(C₃H₇)2BN(C₆H₅)C₆H₉

N-(2-Ethylcyclohexyliden)-anilin

Refernces

• 1、 Neiman,Maimind. "-". . . Retrieved 1964.
• 2、 Oskooie, Hossein A.,Amiri, Somaih Solemani,Heravi, Majid M.,Ghassemzadeh, Mitra. "Reductive amination of aldehydes and ketones with sodium borohydride supported onto HZSM-5 zeolite under microwave irradiation in a solvent free system". . p. 2047 - 2050. Retrieved 2005.
• 3、 Sha, Qiang,Arman, Hadi,Doyle, Michael P.. "Three-Component Cascade Reactions with 2,3-Diketoesters: A Novel Metal-Free Synthesis of 5-Vinyl-pyrrole and 4-Hydroxy-indole Derivatives". . p. 3876 - 3879. Retrieved 2015.
• 4、 Zou, Qizhuang,Liu, Fei,Zhao, Tianxiang,Hu, Xingbang. "Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3as a reductant". supporting information. p. 8588 - 8591. Retrieved 2021/09/04.
• 5、 Nasseri, Mohammad Ali,Ramezani-Moghadam, Simin,Kazemnejadi, Milad,Allahresani, Ali. "Cu/Ni-doped sulfated zirconium oxide immobilized on CdFe2O4 NPs: a cheap, sustainable and magnetically recyclable inorgano-catalyst for the efficient preparation of α-aminonitriles in aqueous media". . p. 4233 - 4256. Retrieved 2020/07/08.