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N-Phenyl-N'-cyclohexyl-p-phenylenediamine
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Name

N-Phenyl-N'-cyclohexyl-p-phenylenediamine

 EINECS 202-984-9
CAS No. 101-87-1 Density 1.121 g/cm3
PSA 24.06000 LogP 5.32080
Solubility Soluble in methyl chloride, benzene, ethyl acetate, acetone, insoluble in water Melting Point 115 °C
Formula C18H22N2 Boiling Point 440.2 °C at 760 mmHg
Molecular Weight 266.386 Flash Point 275.9 °C
Transport Information N/A Appearance White powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 101-87-1 (N-PHENYL-N'-CYCLOHEXYL-P-PHENYLENEDIAMINE) Hazard Symbols N/A
Synonyms

1,4-Benzenediamine,N-cyclohexyl-N'-phenyl- (9Cl);p-Phenylenediamine, N-cyclohexyl-N'-phenyl-(6Cl,8Cl);4-(Cyclohexylamino)diphenylamine;BRN 1978859;ASM 4010;Antioxidant4010;Vulkacit 4010;Flexzone 6H;N-Cyclohexyl-N'-phenyl-1,4-benzenediamine;N-Cyclohexyl-N'-phenyl-1,4-phenylenediamine;N-Cyclohexyl-N'-phenyl-p-phenylenediamine;N-Phenyl-N'-cyclohexylparaphenylenediamine;

Article Data 20

N-Phenyl-N'-cyclohexyl-p-phenylenediamine Synthetic route

1205-71-6

N-(4-chlorophenyl)aniline

108-91-8

cyclohexylamine

101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
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; Inert atmosphere; chemoselective reaction;94%
101-54-2

N-phenylphenylene-1,4-diamine

108-95-2

phenol

101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With Pd/C; sodium formate In toluene at 100℃; for 24h; Inert atmosphere;45%
74-31-7

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

101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With acetic acid; platinum at 120℃; under 1471.02 Torr; Hydrogenation;
With nickel at 200 - 220℃; under 128714 Torr; Hydrogenation;
108-94-1

cyclohexanone

101-75-7

4-(Phenylazo)diphenylamine

101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With platinum on activated charcoal at 160℃; under 73550.8 Torr; Hydrogenation;
836-30-6

4-ntrophenyl(phenyl)amine

108-93-0

cyclohexanol

101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With nickel at 60 - 100℃; Hydrogenation;
Na2 S2 O4

Na2 S2 O4

2406-04-4

4-(phenylimino)cyclohexa-2,5-dienone

101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

Conditions
ConditionsYield
With methanesulfonic acid In toluene
870-23-5

prop-2-ene-1-thiol

101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

3-(allylsulfanyl)-N1-cyclohexyl-N4-phenyl-1,4-benzenediamine

Conditions
ConditionsYield
Stage #1: N-cyclohexyl-N'-phenyl-p-phenylenediamine With magnesium sulfate; silver(l) oxide In toluene at 25℃; for 15h;
Stage #2: prop-2-ene-1-thiol In ethanol at 25℃;		63%
101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

27982-47-4

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

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite
101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

112600-09-6

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

Conditions
ConditionsYield
With Perbenzoic acid
101-87-1

N-cyclohexyl-N'-phenyl-p-phenylenediamine

52870-44-7, 73334-90-4, 73334-91-5

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

Conditions
ConditionsYield
With K3Fe(CN)6 in an alkaline medium
With silver(II) oxide

N-Phenyl-N'-cyclohexyl-p-phenylenediamine Consensus Reports

N-PHENYL-N'-CYCLOHEXYL-P-PHENYLENEDIAMINE(101-87-1) has been reported in EPA TSCA Inventory.

N-Phenyl-N'-cyclohexyl-p-phenylenediamine Specification

The N-Phenyl-N'-cyclohexyl-p-phenylenediamine with CAS registry number of 101-87-1 is also known as N-Cyclohexyl-N'-phenyl-p-phenylenediamine. The IUPAC name is 1-N-Cyclohexyl-4-N-phenylbenzene-1,4-diamine. It belongs to product categories of Industrial/Fine Chemicals. Its EINECS registry number is 202-984-9. In addition, the formula is C18H22N2 and the molecular weight is 266.38. This chemical is a white powder and should be stored in cool, dry and ventilated place. Besides, it is used as efficient antioxidant.

Physical properties about N-Phenyl-N'-cyclohexyl-p-phenylenediamine are: (1)ACD/LogP: 4.01; (2)ACD/LogD (pH 5.5): 3.37; (3)ACD/LogD (pH 7.4): 3.99; (4)ACD/BCF (pH 5.5): 152.53; (5)ACD/BCF (pH 7.4): 626.24; (6)ACD/KOC (pH 5.5): 841.53; (7)ACD/KOC (pH 7.4): 3455.17; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.646; (12)Molar Refractivity: 86.27 cm3; (13)Molar Volume: 237.4 cm3; (14)Surface Tension: 48.6 dyne/cm; (15)Density: 1.121 g/cm3; (16)Flash Point: 275.9 °C; (17)Enthalpy of Vaporization: 69.73 kJ/mol; (18)Boiling Point: 440.2 °C at 760 mmHg; (19)Vapour Pressure: 6E-08 mmHg at 25 °C.

Preparation of N-Phenyl-N'-cyclohexyl-p-phenylenediamine: it is prepared by reaction of 4-amino diphenylamine and cyclohexanone. Firstly, the reaction mixture is added to reactor, then heated and refluxed under stirring at the temperature of 155 °C for 12 hours. Secondly, reactant is cooled to 90 °C and stirred. Adding formic acid for reduction reaction until carbon dioxide emission is very small or even disappeared. At last, product is obtained by cooling, crystalling, filtrating, washing, drying and grinding.

N-Phenyl-N'-cyclohexyl-p-phenylenediamine is prepared by reaction of 4-amino diphenylamine and cyclohexanone.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1CCC(CC1)NC2=CC=C(C=C2)NC3=CC=CC=C3
2. InChI: InChI=1S/C18H22N2/c1-3-7-15(8-4-1)19-17-11-13-18(14-12-17)20-16-9-5-2-6-10-16/h1,3-4,7-8,11-14,16,19-20H,2,5-6,9-10H2
3. InChIKey: ZRMMVODKVLXCBB-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral > 2gm/kg (2000mg/kg)   Rubber Chemistry and Technology. Vol. 45, Pg. 627, 1972.

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