1,3-bis[3-(dimethylamino)propyl]urea Chemical Properties

Boiling point:

377.8±27.0 °C(Predicted)

Density 

0.962±0.06 g/cm3(Predicted)

vapor pressure 

4.799hPa at 21.1℃

storage temp. 

2-8°C

pka

14.12±0.46(Predicted)

Appearance

Colorless to light yellow Viscous Liquid

Water Solubility 

10g/L at 20℃

InChI

InChI=1S/C11H26N4O/c1-14(2)9-5-7-12-11(16)13-8-6-10-15(3)4/h5-10H2,1-4H3,(H2,12,13,16)

InChIKey

FCQPNTOQFPJCMF-UHFFFAOYSA-N

SMILES

N(CCCN(C)C)C(NCCCN(C)C)=O

LogP

-0.085 at 20℃

EPA Substance Registry System

N,N'-Bis[3-(dimethylamino)propyl]urea (52338-87-1)

1,3-bis[3-(dimethylamino)propyl]urea Usage And Synthesis

Synthesis

A mixture of N,N-dimethyl-1,3-diaminopropane (51.09 g, 0.5 mol) and urea (15.01 g, 0.25 mol) was added to a round bottom flask. The reaction system was heated to 125 °C and kept under reflux with stirring for 8 hours. During the reaction, high purity nitrogen was continuously passed to bring out the generated ammonia and trap it by 30 wt% sulfuric acid solution. Upon completion of the reaction, a clarified colorless liquid product of 1,3-bis[3-(dimethylamino)propyl]urea (58.52 g, yield: 88.65%) was obtained.

References

[1] Journal of the Electrochemical Society, 2014, vol. 161, # 12, p. D651 - D656
[2] Journal of Organometallic Chemistry, 2005, vol. 690, # 11, p. 2757 - 2760