2,4,6-Trimethylbenzylamine Chemical Properties

Melting point:

196-197 °C

Boiling point:

98.5-100 °C(Press: 6 Torr)

Density 

0.943±0.06 g/cm3(Predicted)

refractive index 

1.536-1.538

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Liquid

pka

9.58±0.10(Predicted)

color 

Clear yellow

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

45-36/37/39-26

HazardClass 

IRRITANT

HS Code 

29214900

MSDS

• Language:English Provider:ACROS

2,4,6-Trimethylbenzylamine Usage And Synthesis

Chemical Properties

clear yellow liquid

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 1653, 1956 DOI: 10.1021/ja01589a043

Synthesis

A. Synthesis of 2,4,6-trimethylbenzylamine: To a solution of 2,4,6-trimethylbenzyl chloride (5 g, 29.7 mmol) in DMSO (20 mL) was added sodium azide (2.9 g, 44.6 mmol). The reaction mixture was heated at 60 °C with stirring for 3 h. After completion of the reaction, it was cooled to room temperature and poured into water (200 mL). The resulting precipitate was collected by filtration and dissolved in wet THF (50 mL) followed by the addition of triphenylphosphine (15.6 g, 59.4 mmol). The mixture was heated to reflux and maintained for 3 hours. At the end of the reaction, the volatiles were removed by evaporation. The residue was dissolved in 1N HCl (200 mL) and the insoluble material was removed by filtration. The filtrate was alkalized and the resulting precipitate was collected by filtration and finally dried under vacuum to give 2,4,6-trimethylbenzylamine (2.7 g, 61% yield).

References

[1] Patent: US6420567, 2002, B1
[2] Journal of the American Chemical Society, 1956, vol. 78, p. 1653,1656
[3] Journal of Medicinal Chemistry, 1999, vol. 42, # 22, p. 4485 - 4499

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