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

Base Information

• Chemical Name: Bis[4-(2-phenyl-2-propyl)phenyl]amine
• CAS No.: 10081-67-1
• Deprecated CAS: 108192-80-9,125053-82-9,1152781-85-5,934200-43-8,1268470-54-7,1429516-24-4,1771743-81-7,867067-70-7,1152781-85-5,125053-82-9,934200-43-8
• Molecular Formula: C30H31N
• Molecular Weight: 405.583
• Hs Code.: 29214990
• European Community (EC) Number: 233-215-5
• UNII: 4Y29EDV7KQ
• DSSTox Substance ID: DTXSID0027721
• Nikkaji Number: J39.716D
• Wikidata: Q72446800
• ChEMBL ID: CHEMBL3184368
• Mol file: 10081-67-1.mol

Synonyms:10081-67-1;Bis[4-(2-phenyl-2-propyl)phenyl]amine;4,4'-Bis(alpha,alpha-dimethylbenzyl)diphenylamine;Naugard 445;4-(2-phenylpropan-2-yl)-n-[4-(2-phenylpropan-2-yl)phenyl]aniline;Benzenamine, 4-(1-methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]-;4,4-Bis(|A,|A-dimethylbenzyl)diphenylamine;DTXSID0027721;4-(1-Methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]aniline;EINECS 233-215-5;4,4'-Bis(1,1-dimethylbenzyl)diphenylamine;Benzenamine, 4-(1-methyl-1-phenylethyl)-N-(4-(1-methyl-1-phenylethyl)phenyl)-;EC 233-215-5;Antioxidant 445;Diphenylamine, 4,4'-bis(alpha,alpha-dimethylbenzyl)-;DTXCID107721;bis(4-(2-phenyl-2-propyl)phenyl)amine;CAS-10081-67-1;4-(1-Methyl-1-phenylethyl)-N-(4-(1-methyl-1-phenylethyl)phenyl)aniline;Antioxidant KY-405;Bis(p-cumylphenyl)amine;di-(p-cumylphenyl)amine;Rubber Antioxidant 445;4Y29EDV7KQ;SCHEMBL158574;CHEMBL3184368;Tox21_202099;Tox21_303392;AO-445;MFCD00337918;4,4'-bis(dimethylbenzyl)diphenylamine;4-(1-Methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]benzenamine;AKOS015896005;SB66337;Benzenamine, 4-(1-methyl-1-phenylethyl) -N-[4-(1-methyl-1-phenylethyl)phenyl]-;NCGC00249165-01;NCGC00257239-01;NCGC00259648-01;AS-63096;4,4'-bis(a,a-dimethylbenzyl)diphenylamine;B1970;Bis(phenylisopropylidene)-4,4'-diphenylamine;CS-0154626;FT-0617013;D86813;N,N-Bis[4-(2-phenylpropan-2-yl)phenyl]amine;4,4-Bis(alpha,alpha-dimethylbenzyl)diphenylamine;A800274;W-108938;4,4'-Bis (.alpha.,.alpha.-dimethyl-benzyl) diphenylamine;4,4'-BIS(ALPHA, ALPHA-DIMETHYLBENZYL)DIPHENYLAMINE;Diphenylamine, 4,4'-bis(.alpha.,.alpha.-dimethylbenzyl)-;4-(1-Methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]aniline #;Bencenamina, 4-(1-metil-1-feniletil)-n-[4-(1-metil-1-feniletil)fenil]-;4-(1-Methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl]aniline, AldrichCPR;Benzenamine, 4-(1-methyl-1-phenylethyl)-N-[4-(1-methyl-1-phenylethyl)phenyl

Chemical Property of Bis[4-(2-phenyl-2-propyl)phenyl]amine

Chemical Property:

• Appearance/Colour: white to gray powder
• Vapor Pressure: 1.58E-11mmHg at 25°C
• Melting Point: 100 °C
• Refractive Index: 1.607
• Boiling Point: 535.2 °C at 760 mmHg
• PKA: 1.59±0.50(Predicted)
• Flash Point: 292 °C
• PSA: 12.03000
• Density: 1.061 g/cm³
• LogP: 8.15500
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Practically insoluble in water
• Water Solubility.: 6.7μg/L at 20℃
• XLogP3: 9.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 405.245649993
• Heavy Atom Count: 31
• Complexity: 473

Purity/Quality:

99% ^*data from raw suppliers

4,4'-Bis(alpha,alpha-dimethylbenzyl)diphenylamine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-53
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1=CC=CC=C1)C2=CC=C(C=C2)NC3=CC=C(C=C3)C(C)(C)C4=CC=CC=C4
• Description: 4,4'-Diphenylisopropyl diphenylamine (Antioxidant HS-911) is a kind of high-efficient nontoxic Antioxidant to replace D, A, RD and so on which are carcinogenic. HS-911 can be used in NR, IIR, SBR, NBR, BR, CR and their blend, and is especially efficient in protecting CR from thermal aging. It can also be used in plastic industry. HS-911 not only can protect vulcanized rubber from thermal aging, light aging, ozone aging and damage caused by repeating deformation, but also has a passivating effect on heavy metal and transition metal.
• Uses: Because of its light contamination, HS-911 can be used in insulative and protective rubber sheeting for color wires and cables as well as common color rubber products in place of Antioxidant 264, SP, 2264, MB, DNP, etc, to greatly reduce the production cost. In carbon black rubber, it has oxidation resistance of amine type, and will not pollute products. HS-911 can be exclusively used or used together with other Antioxidant . Normal dosage in rubber is 2-3 phr.

Technology Process of Bis[4-(2-phenyl-2-propyl)phenyl]amine

There total 5 articles about Bis[4-(2-phenyl-2-propyl)phenyl]amine 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: 97.2%

diphenylamine (122-39-4) + isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → bis[4-(2-phenyl-2-propyl)phenyl]amine (10081-67-1) + 4-(α,α-dimethylbenzyl)diphenylamine (72017-86-8)

Guidance literature:

With Al-MSU-G; at 90 ℃; for 6h; Further Variations:; Reagents; Temperatures; reaction time; Product distribution;

DOI:10.1016/j.jcat.2004.04.009

Reference yield: 89.0%

diphenylamine (122-39-4) + isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → bis[4-(2-phenyl-2-propyl)phenyl]amine (10081-67-1)

Guidance literature:

With zinc(II) chloride; In ethanol; 1,2-dichloro-ethane; at 185 ℃; Solvent; Temperature; Reagent/catalyst; regioselective reaction; Flow reactor;

DOI:10.1021/acs.oprd.0c00138

Reference yield:

2,4-dimethyl-1-heptene (19549-87-2,127388-21-0,127388-22-1) + diphenylamine (122-39-4) + isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → 4-nonyldiphenylamine + 4-α-methylstyryl-4'-nonyldiphenylamine + 4,4'-dinonyldiphenylamine + bis[4-(2-phenyl-2-propyl)phenyl]amine (10081-67-1) + 4-(α,α-dimethylbenzyl)diphenylamine (72017-86-8)

Guidance literature:

2,4-dimethyl-1-heptene; diphenylamine; Fulcat 22B; at 80 - 220 ℃; for 5.5 - 7.5h; under 15.0015 Torr;

isopropenylbenzene; at 130 - 134 ℃; for 3h; Product distribution / selectivity;

upstream raw materials:

diphenylamine

isopropenylbenzene

2,4-dimethyl-1-heptene

N-phenyl-1-naphthylamine

Downstream raw materials:

C₃₆H₃₅N

BBTPA

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

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

Refernces

• 1、 Chitnis, Sandeep R.,Sharma, Man Mohan. "Alkylation of diphenylamine with α-methylstyrene and diisobutylene using acid-treated clay catalysts". . p. 84 - 94. Retrieved 1996.
• 2、 -. "Anti-oxidant 4, 4' - double (α, α - dimethyl benzyl) diphenylamine preparation method (by machine translation)". Paragraph 0020; 0036-0070. . Retrieved 2018/04/01.
• 3、 -. "ALKYLATED PANA AND DPA COMPOSITIONS". Page/Page column 32-33. . Retrieved 2010/02/14.