cyclopropane-1,2-diamine Chemical Properties

Boiling point:

133.6±8.0 °C(Predicted)

Density 

1.054±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

8.94±0.40(Predicted)

cyclopropane-1,2-diamine Usage And Synthesis

Synthesis

General procedure for the synthesis of trans-cyclopropane-1,2-diamine dihydrochloride from the compound (CAS: 68979-48-6): 200 mL of anhydrous acetone was slowly added to 300 mL of an aqueous solution of NaN3 (163 g, 2.5 mol) under mechanical stirring at 0 °C in an ice bath. After addition, the reaction mixture was maintained at 0~5°C and continued to stir for 3 hours. Subsequently, the mixture was poured into 750 mL of ice water and stirred for half an hour, extracted with ether (3 x 400 mL), the organic phases were combined and dried with MgSO4. The solvent was removed by distillation under reduced pressure to give the crude product 6. Without further purification, 500 mL of toluene was added to the crude product, which was slowly heated to reflux and maintained for 2 hr. After completion of the reaction, cooled to room temperature, the reaction solution was slowly added dropwise to 400 mL of concentrated hydrochloric acid and stirred under ice bath conditions for half an hour, followed by warming to 60 °C and continued stirring for 2 hours. After removing water and toluene by distillation under reduced pressure, respectively, the remaining solid was recrystallized from anhydrous ethanol (2 x 150 mL) to give lavender crystals (88 g, 61% overall yield in three steps). The decomposition point of the product was 192 °C (literature value 190 °C).1H-NMR (300 MHz, D2O) δ: 2.95-3.00 (m, 2H), 1.50-1.59 (m, 1H), 1.28-1.35 (m, 1H).

References

[1] Letters in Organic Chemistry, 2015, vol. 12, # 10, p. 741 - 744

cyclopropane-1,2-diamine(3187-76-6)Related Product Information

• 1,2-Cyclopropanediamine, (1R,2R)-rel-