Dimethylaminopropylamine

Dimethylaminopropylamine

Names
Systematic IUPAC name N,N-Dimethyl-1,3-diaminopropane
Other names 3-(Dimethylamino)-1-propylamine 3-Dimethylaminopropylamine N,N-Dimethyl-1,3-propanediamine
Identifiers
CAS Number	109-55-7 Y
3D model (Jmol)	Interactive image
ChemSpider	7703 Y
ECHA InfoCard	100.003.347
EC Number	203-680-9
MeSH	3-dimethylaminopropylamine
PubChem CID	7993
RTECS number	TX7525000
UN number	2733
InChI InChI=1S/C5H14N2/c1-7(2)5-3-4-6/h3-6H2,1-2H3 Y Key: IUNMPGNGSSIWFP-UHFFFAOYSA-N Y
SMILES CN(C)CCCN
Properties
Chemical formula	C5H14N2
Molar mass	102.18 g·mol−1
Appearance	Colourless liquid
Odor	Ichtyal, ammoniacal
Density	812 mg mL−1
Boiling point	132.1 °C; 269.7 °F; 405.2 K
log P	−0.211
Vapor pressure	0.7–2.4 kPa
Refractive index (nD)	1.435–1.436
Thermochemistry
Specific heat capacity (C)	255.7 J K−1 mol−1
Std molar entropy (So298)	323.0 J K−1 mol−1
Std enthalpy of formation (ΔfHo298)	−76.9–−76.9 kJ mol−1
Std enthalpy of combustion (ΔcHo298)	−3.8955–−3.8875 MJ mol−1
Hazards
GHS pictograms
GHS signal word	DANGER
GHS hazard statements	H226, H302, H314, H317
GHS precautionary statements	P280, P305+351+338, P310
EU classification (DSD)	C
R-phrases	R10, R22, R34, R43
S-phrases	(S1/2), S26, S36/37/39, S45
Flash point	32 °C (90 °F; 305 K)
Explosive limits	2.3–12.36%
Lethal dose or concentration (LD, LC):
LD50 (median dose)	487 mg kg−1(dermal, rabbit) 1.87 g kg−1(oral, rat)
Related compounds
Related amines	Dimethylamine Trimethylamine N-Nitrosodimethylamine Diethylamine Triethylamine Diisopropylamine Diethylenetriamine N,N-Diisopropylethylamine Triisopropylamine Tris(2-aminoethyl)amine Mechlorethamine HN1 (nitrogen mustard) HN3 (nitrogen mustard)
Related compounds	Unsymmetrical dimethylhydrazine Biguanide Dithiobiuret Agmatine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Dimethylaminopropylamine (aka "DMAPA") is a diamine used in the preparation of some surfactants, such as cocamidopropyl betaine which is an ingredient in many personal care products including soaps, shampoos, and cosmetics.

DMAPA is commonly produced commercially via the reaction between dimethylamine and acrylonitrile (a Michael reaction) to produce dimethylaminopropionitrile. A subsequent hydrogenation step yields DMAPA.

Dimethylaminopropylamine is a known skin irritant and its presence as an impurity in cocamidopropyl betaine is thought to be the cause of irritation experienced by some individuals.