1,1-Bis(4-aminophenyl)cyclohexane supplier

Name
1,1-Bis(4-aminophenyl)cyclohexane
EINECS 221-926-3
CAS No. 3282-99-3
Article Data10
CAS DataBase
Density 1.112 g/cm³
Solubility
Melting Point 110 °C
Formula C₁₈H₂₂N₂
Boiling Point 450.918 °C at 760 mmHg
Molecular Weight 266.386
Flash Point 271.711 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols F+,T
Synonyms Aniline,4,4'-cyclohexylidenedi- (7CI,8CI);
PSA 52.04000
LogP 5.26360

Synthetic route

: 1333216-15-1
4,4'-(cyclohexane-1,1-diyl)bis(N-(diphenylmethylene)aniline)

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

Conditions

Conditions	Yield
Stage #1: 4,4'-(cyclohexane-1,1-diyl)bis(N-(diphenylmethylene)aniline) With hydrogenchloride; water In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: With sodium hydroxide In water	90%

: 108-94-1
cyclohexanone

: 62-53-3
aniline

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

Conditions

Conditions	Yield
With toluene at 115℃; for 8h; Temperature; Reagent/catalyst;	89.8%
With hydrogenchloride In water at 150℃; for 48h;	60%
With hydrogenchloride; ethanol
With hydrogenchloride at 140 - 150℃;
With phosphoric acid at 140 - 150℃;

: 142-04-1
aniline hydrochloride

: 108-94-1
cyclohexanone

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

Conditions

Conditions	Yield
With toluene at 110℃; for 8h; Temperature;	55.3%
In water at 150℃; for 22h;

: 1747-75-7
4-(cyclohex-1-enyl)phenylamine

: 142-04-1
aniline hydrochloride

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 108-94-1
cyclohexanone

: 62-53-3
aniline

A: 1747-75-7
4-(cyclohex-1-enyl)phenylamine

B: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

Conditions

Conditions	Yield
With hydrogenchloride at 200℃;
With hydrogenchloride; ethanol
With hydrogenchloride at 200℃;

...Expand

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 108-94-1
cyclohexanone

: 62-53-3
aniline

A: 1747-75-7
4-(cyclohex-1-enyl)phenylamine

B: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

...Expand

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 7732-18-5
water

: 108-94-1
cyclohexanone

: 62-53-3
aniline

A: 1747-75-7
4-(cyclohex-1-enyl)phenylamine

B: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

...Expand

: 7647-01-0
hydrogenchloride

: 1747-75-7
4-(cyclohex-1-enyl)phenylamine

: 62-53-3
aniline

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

Conditions

Conditions	Yield
at 100℃;

...Expand

: 138966-59-3
1,1-bis-(4-amino-phenyl)-3-methyl-cyclohexane

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acid 2: hydrochloric acid; alcohol View Scheme
Multi-step reaction with 2 steps 1: acid 2: concentrated hydrochloric acid; alcohol View Scheme

: 5469-19-2
1-bromo-2,4,5-trimethylbenzene

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 1293383-79-5
N,N'-(4,4'-(cyclohexane-1,1-diyl)bis(4,1-phenylene))bis(2,4,5-trimethyl-N-(2,4,5-trimethylphenyl)aniline)

Conditions

Conditions	Yield
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene at 80℃; for 18h;	94%

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 52287-51-1
6-bromo-1,4-benzodioxane

: C50H46N2O8

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; DPEphos; sodium t-butanolate In toluene at 100 - 108℃; for 8h; Inert atmosphere;	82.1%

: 108-86-1
bromobenzene

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 167218-34-0
1,1-bis(4-anilinophenyl) cyclohexane

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium tert-butylate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 110℃; for 10h; Inert atmosphere;	81%

: 9-(1-pentylhexyl)-1H-2-benzopyrano[6′,5′,4':10,5,6]anthra[2,1,9-def]isoquinoline-1,3,8,10(9H)tetrone

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: C88H80N4O8

Conditions

Conditions	Yield
With 1H-imidazole at 140℃; for 4h; Schlenk technique; Inert atmosphere;	77.26%

: 20469-65-2
1-bromo-3,5-dimethoxybenzene

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: C50H54N2O8

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100 - 108℃; for 8h; Inert atmosphere;	76.8%

: 2859-78-1
4-Bromoveratrole

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: C50H54N2O8

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100 - 108℃; for 8h; Inert atmosphere;	75.2%

: 17715-69-4
1-Bromo-2,4-dimethoxybenzene

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: C50H54N2O8

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100 - 108℃; for 8h; Inert atmosphere;	74.9%

: 68005-30-1
2-bromo-1,3-benzoxazole

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: C32H28N4O2

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene for 2h; Inert atmosphere; Reflux;	74%

: 25245-34-5
1-bromo-2,5-dimethoxybenzene

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: C50H54N2O8

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100 - 108℃; for 8h; Inert atmosphere;	73.5%

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 194416-45-0
4-bromo-N,N-bis-(4-methoxyphenyl)aniline

: C98H90N6O8

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100 - 108℃; for 8h; Inert atmosphere;	72.1%

: 2675-79-8
1-bromo-3,4,5-trimethoxybenzene

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: C54H62N2O12

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100 - 108℃; for 8h; Inert atmosphere;	71.9%

: C24H20BrNO2

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: C114H98N6O8

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100 - 108℃; for 7h; Inert atmosphere;	71.9%

: 591-50-4
iodobenzene

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 145024-29-9
1,1-bis[4-(N,N-diphenyl)aminophenyl]cyclohexane

Conditions

Conditions	Yield
With 18-crown-6 ether; copper; potassium carbonate In 1,2-dichloro-benzene at 180℃; for 20h; Ullmann coupling; Inert atmosphere;	64%

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 1,1'-cyclohexane-1,1-diylbis(4-bromobenzene)

Conditions

Conditions	Yield
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 65℃; Inert atmosphere; Darkness;	64%

: 5467-58-3
1-bromo-4-methoxynaphthalene

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: C62H54N2O4

Conditions

Conditions	Yield
With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 100 - 108℃; for 10h; Inert atmosphere;	60.5%

: 3274-12-2
4-methyl-4-(trichloromethyl)cyclohexa-2,5-dien-1-one

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

A: 131822-52-1
1-<4-<1-(4'-p-Toluidinophenyl)cyclohexyl>imino>-4-methyl-4-trichloromethyl-2,5-cyclohexadiene

B: 129332-89-4
C34H32Cl6N2

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene Heating; 24-28 h;	A 12% B 60%

...Expand

: 696-62-8
para-iodoanisole

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 143765-12-2
4,4'-(cyclohexane-1,1-diyl)bis[N,N-bis-(4-methoxyphenyl)aniline]

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In 1,2-dichloro-benzene at 150℃; for 48h; Inert atmosphere; Schlenk technique;	57%
With 18-crown-6 ether; copper; potassium carbonate In 1,2-dichloro-benzene at 180℃; for 20h; Ullmann coupling; Inert atmosphere;	45%

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 146823-30-5
1,1′-cyclohexane-1,1-diylbis(4-iodobenzene)

Conditions

Conditions	Yield
Stage #1: 1,1-bis-(4-aminophenyl)cyclohexane With sulfuric acid; sodium nitrite In water at 0℃; for 3h; Stage #2: With potassium iodide In water at 50℃; for 6h;	54%
Stage #1: 1,1-bis-(4-aminophenyl)cyclohexane With sulfuric acid; sodium nitrite In water at 0℃; for 2h; Stage #2: With potassium iodide In water at 50℃; for 6h;	40%
Stage #1: 1,1-bis-(4-aminophenyl)cyclohexane With sulfuric acid; sodium nitrite In water at 0℃; for 2h; Stage #2: With potassium iodide In water at 50℃; for 12h;	34%

: 85-44-9
phthalic anhydride

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 2,2'-[cyclohexane-1,1-diylbis(4,1-phenylene)]bis(1H-isoindole-1,3(2H)-dione)

Conditions

Conditions	Yield
With acetic acid for 12h; Reflux;	54%

: 624-31-7
4-tolyl iodide

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 58473-78-2
1,1-bis[4-(di-p-tolylamino)phenyl]cyclohexane

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In 1,2-dichloro-benzene at 150℃; for 48h; Inert atmosphere; Schlenk technique;	54%

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 140447-00-3
2,2'-bipyridine-5-carbonyl chloride

: 884303-65-5
N,N'-bis(2,2'-bipyridyl-5-yl)carbonyl-1,1-bis(4-aminophenyl)cyclohexane

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 15h; Heating;	53%

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 145013-05-4
tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate

: 1443793-79-0
1,1-bis[4-(N,N′-di(tert-butoxycarbonyl)guanidinephenyl)]cyclohexane

Conditions

Conditions	Yield
With triethylamine; mercury dichloride In N,N-dimethyl-formamide at 0℃; for 2h;	52%

: 529-28-2
4-iodoanisol

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 1358822-44-2
1,1-bis{4-[N,N-bis(2-methoxyphenyl)]aminophenyl}cyclohexane

Conditions

Conditions	Yield
With 18-crown-6 ether; copper; potassium carbonate In 1,2-dichloro-benzene at 180℃; for 20h; Ullmann coupling; Inert atmosphere;	50%

: 766-85-8
3-methoxy-1-iodobenzene

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: 1358822-45-3
1,1-bis{4-[N,N-bis(3-methoxyphenyl)]aminophenyl}cyclohexane

Conditions

Conditions	Yield
With 18-crown-6 ether; copper; potassium carbonate In 1,2-dichloro-benzene at 180℃; for 20h; Ullmann coupling; Inert atmosphere;	37%

: 144-62-7
oxalic acid

: 3282-99-3
1,1-bis-(4-aminophenyl)cyclohexane

: {4-[1-(4-amino-phenyl)-cyclohexyl]-phenyl}-oxalamic acid

Conditions

Conditions	Yield
With water
With chloroform
With chloroform
With water

1,1-Bis(4-aminophenyl)cyclohexane Chemical Properties

The Molecular Structure of 4,4'-Cyclohexylidenedianiline (CAS NO.3282-99-3):

Empirical Formula: C₁₈H₂₂N₂
Molecular Weight: 266.3807
IUPAC Name: 4-[4-(4-aminophenyl)cyclohexyl]aniline
Product Categories: Intermediates of Dyes and Pigments;Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research
Nominal Mass: 266 Da
Average Mass: 266.3807 Da
Monoisotopic Mass: 266.178299 Da
Index of Refraction: 1.628
Molar Refractivity: 85.03 cm³
Molar Volume: 239.3 cm³
Surface Tension: 50.6 dyne/cm
Density: 1.112 g/cm³
Flash Point: 288.1 °C
Enthalpy of Vaporization: 73.61 kJ/mol
Boiling Point: 473.1 °C at 760 mmHg
Vapour Pressure: 4.06E-09 mmHg at 25°C
InChI
InChI=1/C18H22N2/c19-17-9-5-15(6-10-17)13-1-2-14(4-3-13)16-7-11-18(20)12-8-16/h5-14H,1-4,19-20H2
Smiles
c1(C2CCC(c3ccc(cc3)N)CC2)ccc(cc1)N

1,1-Bis(4-aminophenyl)cyclohexane Specification

4,4'-Cyclohexylidenedianiline (CAS NO.3282-99-3) is also called as 4,4'-Diamino diphenyl-1,1'-cyclohexane ; 1,1-Bis(4-aminophenyl)cyclohexane ; 4,4'-Diamino-1,1-diphenylcyclohexane ; 1,1-Di-(4'-aminophenyl)cyclohexane ; 4,4'-Cyclohexylidene dionline ; S-base(4,4-diaminodiphenylcyclohexane) ; 4-[1-(4-Aminophenyl)cyclohexyl]phenylamine .

Product Name

1,1-Bis(4-aminophenyl)cyclohexane

Synthetic route

1,1-Bis(4-aminophenyl)cyclohexane Chemical Properties

1,1-Bis(4-aminophenyl)cyclohexane Specification

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