4,4'-Dimethyltriphenylamine Chemical Properties

Melting point:

112°C

Boiling point:

289.3 °C

Density 

1.079±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

-2.19±0.50(Predicted)

color 

White to Orange to Green

CAS DataBase Reference

20440-95-3(CAS DataBase Reference)

EPA Substance Registry System

Benzenamine, 4-methyl-N-(4-methylphenyl)-N-phenyl- (20440-95-3)

Safety Information

HS Code 

29214990

MSDS

• Language:English Provider:4,4'-Dimethyltriphenylamine

4,4'-Dimethyltriphenylamine Usage And Synthesis

Chemical Properties

White to yellow solid

Uses

4,4''-Dimethyltriphenylamine

Synthesis

Bromobenzene (7.71 g, 49.1 mmol), 4,4'-dimethyldiphenylamine (9.78 g, 49.6 mmol), sodium tert-butoxide (5.70 g, 59.3 mmol), palladium acetate (110 mg, 0.490 mmol), tri-tert-butylphosphine (396 mg, 1.96 mmol), and o-xylene (110 mL) were added sequentially under nitrogen protection to a 200 mL three-neck flask equipped with a stirrer. 1.96 mmol) and o-xylene (110 mL). The reaction mixture was stirred at 120 °C for 20 hours. Upon completion of the reaction, 150 mL of pure water was added to the mixture to wash and separate the organic phase. Subsequently, the organic phase was washed with another 150 mL of pure water, followed by washing with saturated saline and separation. The resulting organic layer was concentrated under reduced pressure and the solvent was removed by distillation. The resulting residue was purified by silica gel column chromatography to give 12.9 g of the final white crystalline product 4,4'-dimethyltriphenylamine (96% yield, 99.1% purity).

Purification Methods

Crystallise the amine once from EtOAc, then twice from EtOH to give pale yellow needles [Marsden J Chem Soc 627 1937, Beilstein 12 III 2033.]

References

[1] Journal of the American Chemical Society, 2012, vol. 134, # 50, p. 20262 - 20265
[2] Patent: JP5966736, 2016, B2. Location in patent: Paragraph 0075; 0078
[3] Organic and Biomolecular Chemistry, 2009, vol. 7, # 19, p. 3922 - 3925
[4] Organic Letters, 2005, vol. 7, # 11, p. 2209 - 2211

4,4'-Dimethyltriphenylamine(20440-95-3)Related Product Information

• N,N-Dimethyl-p-toluidine
• 3,4-Difluoroaniline
• 4-Aminoveratrole
• 3,4-Dimethylaniline
• Triphenylamine
• 2,4-Dimethyl aniline
• 2,4-Dimethoxyaniline
• 4-Aminobenzotrifluoride
• 2,4-Dichloroaniline
• 4-(Trifluoromethoxy)aniline
• N,N-Dimethylaniline
• PHENYL VALERATE
• 3,4-Dichloroaniline
• 2-Aminobenzotrifluoride
• 2,4-Difluoroaniline
• Di-p-tolylamine
• 4,4'-DIMETHOXYDIPHENYLAMINE
• 4,4'-Oxybisbenzoic acid