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
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.347
EC Number 203-680-9
MeSH 3-dimethylaminopropylamine
RTECS number TX7525000
UN number 2733
Properties
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
1.435–1.436
Thermochemistry
255.7 J K−1 mol−1
323.0 J K−1 mol−1
−76.9–−76.9 kJ mol−1
−3.8955–−3.8875 MJ mol−1
Hazards
GHS pictograms
GHS signal word DANGER
H226, H302, H314, H317
P280, P305+351+338, P310
Flash point 32 °C (90 °F; 305 K)
Explosive limits 2.3–12.36%
Lethal dose or concentration (LD, LC):
  • 487 mg kg−1 (dermal, rabbit)
  • 1.87 g kg−1 (oral, rat)
Related compounds
Related amines
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.

Health effects

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.[1][2]

See also

References

  1. ↑ Angelini, Gianni; Foti, Caterina; Rigano, Luigi; Vena, Gino A. (February 1995). "3-Dimethylaminopropylamine: a key substance in contact allergy to cocamidopropylbetaine?". Contact Dermatitis. 32 (2): 96–99. doi:10.1111/j.1600-0536.1995.tb00754.x.
  2. ↑ PIGATTO, P (March 1995). "Contact dermatitis to cocamidopropylbetaine is caused by residual amines: Relevance, clinical characteristics, and review of the literature". American Journal of Contact Dermatitis. 6 (1): 13–16. doi:10.1016/1046-199X(95)90062-4.


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