3,4-DIMETHYLPHENETHYLAMINE Chemical Properties

Boiling point:

110°C 15mm

Density 

0,94 g/cm³

Flash point:

101℃

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

10.15±0.10(Predicted)

Appearance

Colorless to light yellow Liquid

CAS DataBase Reference

17283-14-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

34-41-37/38

Safety Statements 

26-36/37/39-39

RIDADR 

2735

HazardClass 

IRRITANT-HARMFUL, CORROSIVE

3,4-DIMETHYLPHENETHYLAMINE Usage And Synthesis

Synthesis

Preparation Example 5: Synthesis of 2-(3,4-dimethylphenyl)ethylamine 1. 6.8 g of 90% sodium cyanide was dissolved in 6.5 mL of distilled water under heating conditions, followed by the addition of 15.5 g of 3,4-dimethylbenzyl chloride in 20 mL of anhydrous ethanol solution. 2. the resulting mixture was heated to boiling temperature and the reaction was maintained for 10 hours, after which it was cooled to room temperature. 3. The reaction solution was poured into 50 mL of distilled water and extracted twice with 150 mL of ether to combine the organic phases. 4. The organic solvent was removed by evaporation to give 11.5 g (79% yield) of 3,4-dimethylbenzyl cyanide. 5. the above product was dissolved in 50 mL of anhydrous tetrahydrofuran and slowly added to 6.0 g of LiAlH4 dispersion suspended in 150 mL of anhydrous tetrahydrofuran. 6. the mixture was heated to boiling point and reacted for 14 hours and then cooled to room temperature. 7. 16 mL of 1N NaOH and 8 mL of distilled water were slowly added to the reaction mixture. 8. The reaction mixture was filtered through a layer of diatomaceous earth, the solid was collected and dissolved in a mixture of 250 mL of ether and 250 mL of ethanol and filtered again. 9. The filtrate was alkalized with 5N NaOH aqueous solution and extracted with dichloromethane (200mL x 2). 10. The solvent was removed by distillation and purified by reduced pressure distillation to finally obtain 5.6 g (48% yield) of the target compound 2-(3,4-dimethylphenyl)ethylamine.

References

[1] Patent: EP525360, 1993, A2
[2] Journal of Organic Chemistry, 1960, vol. 25, p. 2066 - 2067

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