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Names | |
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Preferred IUPAC name
N1,N1-Dimethylpropane-1,3-diamine | |
Other names
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Identifiers | |
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3D model (JSmol) |
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ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.003.347 ![]() |
EC Number |
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MeSH | 3-dimethylaminopropylamine |
PubChem CID |
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RTECS number |
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UNII | |
UN number | 2733 |
CompTox Dashboard (EPA) |
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Properties | |
C5H14N2 | |
Molar mass | 102.181 g·mol−1 |
Appearance | Colourless liquid |
Odor | fishy, 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 | |
Heat capacity (C) |
255.7 J K−1 mol−1 |
Std molar |
323.0 J K−1 mol−1 |
Std enthalpy of |
−76.9–−76.9 kJ mol−1 |
Std enthalpy of |
−3.8955–−3.8875 MJ mol−1 |
Hazards | |
GHS labelling: | |
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Danger | |
H226, H302, H314, H317 | |
P280, P305+P351+P338, P310 | |
Flash point | 32 °C (90 °F; 305 K) |
Explosive limits | 2.3–12.36% |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
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Related compounds | |
Related amines |
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Related compounds |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Dimethylaminopropylamine (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. BASF, a major producer, claims that DMAPA-derivatives do not sting the eyes and makes a fine-bubble foam, making it appropriate in shampoos.[1]
DMAPA is commonly produced commercially via the reaction between dimethylamine and acrylonitrile (aMichael reaction) to produce dimethylaminopropionitrile. A subsequent hydrogenation step yields DMAPA:[2]
DMAPA is readily converted to the mustard dimethylaminopropyl-3-chloride, a powerful alkylating agent.[3]
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.[4][5]
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