N-Cyclohexyl-N'-phenyl-p-phenylenediamine

Base Information

• Chemical Name: N-Cyclohexyl-N'-phenyl-p-phenylenediamine
• CAS No.: 101-87-1
• Deprecated CAS: 103288-80-8
• Molecular Formula: C18H22N2
• Molecular Weight: 266.386
• Hs Code.: 2921590090
• European Community (EC) Number: 202-984-9
• UNII: T29JGK5V4R
• DSSTox Substance ID: DTXSID2051508
• Nikkaji Number: J23.257B
• Wikidata: Q27289568
• Metabolomics Workbench ID: 154858
• Mol file: 101-87-1.mol

Synonyms:N-cyclohexyl-N'-phenyl-p-phenylenediamine;N-cyclohexyl-N'-phenylparaphenylenediamine

Chemical Property of N-Cyclohexyl-N'-phenyl-p-phenylenediamine

Chemical Property:

• Appearance/Colour: White powder
• Melting Point: 115 °C
• Refractive Index: 1.6300 (estimate)
• Boiling Point: 440.2 °C at 760 mmHg
• PKA: 6.40±0.20(Predicted)
• Flash Point: 275.9 °C
• PSA: 24.06000
• Density: 1.121 g/cm³
• LogP: 5.32080
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 266.178298710
• Heavy Atom Count: 20
• Complexity: 259

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Cyclohexyl-N'-phenyl-p-phenylenediamine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)NC2=CC=C(C=C2)NC3=CC=CC=C3
• Description: N-Phenyl-N'-Cyclohexyl-p-Phenylenediamine (CPPD) is a rubber chemical used as an antioxidant. Cross reactions are frequently observed with isopropylphenylparaphenylenediamine (lPPD).
• Uses: N-Phenyl-N''-cyclohexyl-p-phenylenediamine (>90%) is an antioxidant CPPD; used in preparation method of degradable sealant.

Technology Process of N-Cyclohexyl-N'-phenyl-p-phenylenediamine

There total 7 articles about N-Cyclohexyl-N'-phenyl-p-phenylenediamine 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%

N-(4-chlorophenyl)aniline (1205-71-6) + cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexyl-N'-phenyl-p-phenylenediamine (101-87-1)

Guidance literature:

With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; sodium t-butanolate; In toluene; at 110 ℃; for 19h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jo202358p

Reference yield: 45.0%

N-phenylphenylene-1,4-diamine (101-54-2) + phenol (108-95-2,27073-41-2) → N-cyclohexyl-N'-phenyl-p-phenylenediamine (101-87-1)

Guidance literature:

With Pd/C; sodium formate; In toluene; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c5sc00941c

Reference yield:

Na2 S2 O4 + 4-(phenylimino)cyclohexa-2,5-dienone (2406-04-4) → N-cyclohexyl-N'-phenyl-p-phenylenediamine (101-87-1)

Guidance literature:

With methanesulfonic acid; In toluene;

upstream raw materials:

N,N'-diphenyl-1,4-phenylenediamine

cyclohexanone

4-(Phenylazo)diphenylamine

4-ntrophenyl(phenyl)amine

Downstream raw materials:

N-cyclohexyl-N'-phenyl-1,4-benzoquinonediimine

[1,4]benzoquinone-(N-cyclohexyl oxime )-(N-phenyl oxime )

N-cyclohexyl-N,N'-dinitroso-N'-phenyl-p-phenylenediamine

Refernces

• 1、 Tardiff, Bennett J.,McDonald, Robert,Ferguson, Michael J.,Stradiotto, Mark. "Rational and predictable chemoselective synthesis of oligoamines via Buchwald-Hartwig amination of (hetero)aryl chlorides employing Mor-Dalphos". experimental part. p. 1056 - 1071. Retrieved 2012/02/15.
• 2、 -. "2-Propanol derivatives as corrosion inhibitors". . . Retrieved 2008/06/13.