ChemicalBook--->CAS DataBase List--->74443-35-9

74443-35-9

74443-35-9 Structure

74443-35-9 Structure
IdentificationBack Directory
[Name]

BIS-(2,6-DIMETHYL-PHENYL)-AMINE
[CAS]

74443-35-9
[Synonyms]

BIS-(2,6-DIMETHYL-PHENYL)-AMINE
Benzenamine, N-(2,6-dimethylphenyl)-2,6-dimethyl-
[Molecular Formula]

C16H19N
[MDL Number]

MFCD00168325
[MOL File]

74443-35-9.mol
[Molecular Weight]

225.33
Chemical PropertiesBack Directory
[Melting point ]

97-99 °C
[Boiling point ]

327.7±11.0 °C(Predicted)
[density ]

1.021±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

0.28±0.50(Predicted)
[Appearance]

White to off-white Solid
Spectrum DetailBack Directory
[Spectrum Detail]

BIS-(2,6-DIMETHYL-PHENYL)-AMINE(74443-35-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Bromo-m-xylene

576-22-7

2,6-Dimethylaniline

87-62-7

BIS-(2,6-DIMETHYL-PHENYL)-AMINE

74443-35-9

General procedure for the synthesis of bis(2,6-dimethylbenzene)amine from 2,6-dimethylbromobenzene and 2,6-dimethylaniline: in a Schlenk tube equipped with a magnetic stirrer, base (3.0 mmol), PdCl2(Ph3P)2 (3.5 mg, 0.5 mol%), Ph3P (2.6 mg, 1.0 mol%), 2,6- dimethylaniline (1.0 mmol) and 2,6-dimethylbromobenzene (2.5 mmol) in o-xylene (8.0 mL) solution. The reaction mixture was heated to reflux and stirred for 8 hours (or 12 hours) under nitrogen protection. Upon completion of the reaction, the solvent was evaporated under reduced pressure and the residue was purified by fast column chromatography (eluent: petroleum ether/ethyl acetate) to afford the target product, bis(2,6-dimethylphenyl)amine.

[References]

[1] Journal of Organic Chemistry, 2013, vol. 78, # 10, p. 4649 - 4664
[2] RSC Advances, 2013, vol. 3, # 12, p. 3840 - 3843
[3] Tetrahedron, 2014, vol. 70, # 32, p. 4754 - 4759
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