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Basic Information
CAS No.: 10081-67-1
Name: Bis[4-(2-phenyl-2-propyl)phenyl]amine
Article Data: 9
Molecular Structure:
Molecular Structure of 10081-67-1 (Bis[4-(2-phenyl-2-propyl)phenyl]amine)
Formula: C30H31N
Molecular Weight: 405.583
Synonyms: Diphenylamine,4,4'-bis(a,a-dimethylbenzyl)- (7CI,8CI);4,4'-Bis(dimethylbenzyl)diphenylamine;4,4'-Bis(a,a-dimethylbenzyl)diphenylamine;4,4'-Bis(a,a'-dimethylbenzyl)diphenylamine;4-(1-Methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]aniline;4-(1-Methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]benzenamine;AO445;Antioxidant 445;Bis(p-cumylphenyl)amine;Bis(phenylisopropylidene)-4,4'-diphenylamine;KY 405;MD 40 (antioxidant);Naugalube AMS;Naugard 445;Nocrac CD;Nonflex DCD;Permanax 49;Permanax 49HV;RDZ;4, 4'-Bis (Alpha, Alpha-Dimethylbenzyl) Diphenylamine;
EINECS: 233-215-5
Density: 1.061 g/cm3
Melting Point: 100 °C
Boiling Point: 535.2 °C at 760 mmHg
Flash Point: 292 °C
Solubility: 6.7μg/L at 20℃
Appearance: white to gray powder
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 12.03000
LogP: 8.15500
Synthetic route
122-39-4

diphenylamine

98-83-9

isopropenylbenzene

A

10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

B

4-(α,α-dimethylbenzyl)diphenylamine

Conditions
ConditionsYield
With Al-MSU-G at 90℃; for 6h; Product distribution; Further Variations:; Reagents; Temperatures; reaction time;A 97.2%
B n/a
With acid-treated clay catalyst Engelhard F-24 In o-xylene at 89.9℃; for 12h; Product distribution; Irradiation; other alkylating agent, var. catalyst, var. temp, var. solvent, var. time, also without sonication, and in air, also reused catalysts;
122-39-4

diphenylamine

98-83-9

isopropenylbenzene

10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

Conditions
ConditionsYield
With zinc(II) chloride In ethanol; 1,2-dichloro-ethane at 185℃; Solvent; Temperature; Reagent/catalyst; Flow reactor; regioselective reaction;89%
Stage #1: diphenylamine With tin(ll) chloride; magnesium chloride Heating;
Stage #2: isopropenylbenzene at 130 - 140℃; for 1.5h; Reagent/catalyst; Temperature;
85%
With 2-methylbenzene-1,4-diol In toluene at 60 - 125℃; Inert atmosphere;38.5 g
90-30-2

N-phenyl-1-naphthylamine

122-39-4

diphenylamine

98-83-9

isopropenylbenzene

A

4-nonyldiphenylamine

B

4-α-methylstyryl-4'-nonyldiphenylamine

C

4,4'-dinonyldiphenylamine

D

10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

E

4-(α,α-dimethylbenzyl)diphenylamine

Conditions
ConditionsYield
Stage #1: N-phenyl-1-naphthylamine; diphenylamine; Fulcat 22B at 220℃; under 15.0015 Torr; for 1h;
Stage #2: 2,4-dimethyl-1-heptene at 130 - 220℃; for 6.5h;
Stage #3: isopropenylbenzene at 130 - 134℃; for 3h; Product distribution / selectivity;
122-39-4

diphenylamine

98-83-9

isopropenylbenzene

A

4-nonyldiphenylamine

B

4-α-methylstyryl-4'-nonyldiphenylamine

C

4,4'-dinonyldiphenylamine

D

10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

E

4-(α,α-dimethylbenzyl)diphenylamine

Conditions
ConditionsYield
Stage #1: 2,4-dimethyl-1-heptene; diphenylamine; Fulcat 22B at 80 - 220℃; under 15.0015 Torr; for 5.5 - 7.5h;
Stage #2: isopropenylbenzene at 130 - 134℃; for 3h; Product distribution / selectivity;
10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

ethyl 10-bromoanthracene-9-carboxylate

ethyl 10-[bis[4-(1-methyl-1-phenylethyl)phenyl]amino]anthracene-9-carboxylate

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 90℃; for 3h; Inert atmosphere;90%
523-27-3

9,10-Dibromoanthracene

10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

N9,N9,N10,N10-tetrakis(4-(2-phenylpropan-2-yl)phenyl)anthracene-9,10-diamine

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; potassium carbonate In toluene for 10h; Reflux;80%
600-00-0

ethyl 2-bromoisobutyrate

10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

3,3-dimethyl-5-(2-phenylpropan-2-yl)-1-(4-(2-phenylpropan-2-yl)phenyl)indolin-2-one

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper diacetate; potassium carbonate In acetonitrile at 120℃; for 12h; Schlenk technique; Inert atmosphere;80%

2-bromospiro[fluorenyl-9,8'-indolo[3,2,1-de]acridine]

10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

C61H48N2

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene for 3h; Inert atmosphere; Heating;70%
56961-77-4

1-bromo-2,3-dichlorobenzene

10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

C66H63ClN2

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate at 130℃; Inert atmosphere;66.2%
10081-67-1

bis[4-(2-phenyl-2-propyl)phenyl]amine

350-46-9

4-Fluoronitrobenzene

1243278-12-7

bis[4-(2-phenyl-2-isopropyl)phenyl]-4-nitrophenylamine

Conditions
ConditionsYield
With sodium hydride In dimethyl sulfoxide at 120℃; for 24h;63%
With sodium hydride In dimethyl sulfoxide at 120℃; for 48h;50%
With sodium hydride In dimethyl sulfoxide at 120℃; for 48h;50%
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Specification

The IUPAC name of Benzenamine,4-(1-methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]- is 4-(2-phenylpropan-2-yl)-N-[4-(2-phenylpropan-2-yl)phenyl]aniline. With the CAS registry number 10081-67-1, it is also named as Diphenylamine, 4,4'-bis(alpha,alpha-dimethylbenzyl)-. The product's categories are Industrial/Fine Chemicals; Organics, and the other registry numbers are 108192-80-9; 125053-82-9. Besides, it should be stored in a closed containers in a cool and dry place. In addition, its molecular formula is C30H31N and molecular weight is 405.58.

The other characteristics of Benzenamine,4-(1-methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]- can be summarized as: (1)ACD/LogP: 8.34; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.34; (4)ACD/LogD (pH 7.4): 8.34; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 820784.06; (8)ACD/KOC (pH 7.4): 820883.19; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.607; (14)Molar Refractivity: 131.93 cm3; (15)Molar Volume: 382 cm3; (16)Polarizability: 52.3×10-24cm3; (17)Surface Tension: 40.8 dyne/cm; (18)Density: 1.061 g/cm3; (19)Flash Point: 292 °C; (20)Enthalpy of Vaporization: 81.15 kJ/mol; (21)Boiling Point: 535.2 °C at 760 mmHg; (22)Vapour Pressure: 1.58E-11 mmHg at 25 °C.

Preparation and Uses of Benzenamine,4-(1-methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]-: the main use of this chemical is for the non-polluting amines antiager. And this chemical can be prepared by N-phenylaniline and 2-Phenyl-1-propene. This reaction will need catalyst activatedclay.

When you are using this chemical, please be cautious about it as the following: it irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure.
(1)SMILES: c3c(Nc1ccc(cc1)C(c2ccccc2)(C)C)ccc(c3)C(c4ccccc4)(C)C
(2)InChI: InChI=1/C30H31N/c1-29(2,23-11-7-5-8-12-23)25-15-19-27(20-16-25)31-28-21-17-26(18-22-28)30(3,4)24-13-9-6-10-14-24/h5-22,31H,1-4H3
(3)InChIKey: UJAWGGOCYUPCPS-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C30H31N/c1-29(2,23-11-7-5-8-12-23)25-15-19-27(20-16-25)31-28-21-17-26(18-22-28)30(3,4)24-13-9-6-10-14-24/h5-22,31H,1-4H3
(5)Std. InChIKey: UJAWGGOCYUPCPS-UHFFFAOYSA-N