2-(DI-N-PROPYLAMINO)ETHYLAMINE Chemical Properties

Melting point:

68-70 °C

Boiling point:

186-189°C

Density 

0,802 g/cm³

refractive index 

1.4400

Flash point:

69°C

storage temp. 

2-8°C, protect from light

pka

10.21±0.10(Predicted)

Appearance

Colorless to light yellow Liquid

Water Solubility 

Fully miscible in water.

Sensitive 

Air Sensitive

BRN 

1734879

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

2734

HazardClass 

8

PackingGroup 

II

2-(DI-N-PROPYLAMINO)ETHYLAMINE Usage And Synthesis

Uses

2-(Di-n-propylamino)ethylamine is a useful reagent for preparing supramolecular microtubes.

Synthesis

The general procedure for the synthesis of N1,N1-dipropylethane-1,2-diamine from dipropylaminoacetonitrile is as follows: a solution of dipropylaminoacetonitrile (3.87 g, 27.6 mmol, 1 eq.) in anhydrous ether (50 mL) was added slowly and dropwise to an anhydrous ethyl ether solution of lithium aluminium hydroxide (1 M, 20 mL, 20.0 mmol, 0.7 eq.) at -78 °C and under nitrogen protection. . The reaction mixture was gradually warmed to room temperature and stirred continuously for 4 hours. Subsequently, the excess lithium aluminum hydride was hydrolyzed using the Mihailovic method [4]. After completion of the reaction, the precipitate was collected by filtration and washed with ether (3 x 10 mL). The organic layers were combined, dried with magnesium sulfate and concentrated under reduced pressure to afford N1,N1-dipropylethane-1,2-diamine (compound 6) as a yellow oil (6.24 g, 27.6 mmol, 99% yield). Thin layer chromatography (TLC) analysis showed an Rf value of 0.2 (silica gel, eluent B). Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, CDCl3, 200 MHz) data were as follows: δ 0.61 (triple peak, 6H, J = 7.5Hz, H5), 1.18 (multiple peaks, 4H, J = 7.5Hz, H4), 1.34 (single peak, 2H, NH2), 2.09 (triple peak, 4H, J = 7.5Hz, H3), 2.18 (triple peak. 2H, J = 6Hz, H2), 2.44 (triple peak, 2H, J = 6Hz, H1). The nuclear magnetic resonance carbon spectrum (13C NMR, CDCl3, 50.3 MHz) data were as follows: δ 11.6 (2C5), 20.2 (2C4), 39.6 (C1), 56.1 (2C3), 56.9 (C2).

References

[1] European Journal of Medicinal Chemistry, 2011, vol. 46, # 11, p. 5705 - 5710
[2] Bulletin de la Societe Chimique de France, 1962, p. 556 - 558

2-(DI-N-PROPYLAMINO)ETHYLAMINE(14165-22-1)Related Product Information

• N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine
• Actinomycin D
• DIPROTIN A
• GUANETHIDINE SULFATE
• PYR-HIS-PRO-BETANA
• PROTIRELIN
• H-PHE-PRO-ALA-BETANA
• N,N,N',N'',N''-PENTAKIS(2-HYDROXYPROPYL)DIETHYLENETRIAMINE
• CYCLO(-PHE-PRO)
• SUC-ALA-PRO-ALA-AMC
• GLU-HIS-PRO-NH2
• H-PRO-PRO-PRO-OH
• PYR-PHE-PRO-NH2
• PPACK, DIHYDROCHLORIDE
• Z-PHE-PRO-NH2
• BOC-VAL-PRO-ARG-MCA
• 1-(2-(N,N-BIS-(2-HYDROXYPROPYL)-AMINO)-ETHYL)-4-(2-HYDROXYPROPYL)-PIPERAZINE
• N,N,N',N'-TETRA-N-PROPYL ETHYLENEDIAMINE