Dimethylaminopropylamine
Not to be confused with N,N′-Dimethyl-1,3-propanediamine.
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| Names | |
|---|---|
| Systematic IUPAC name
N,N-Dimethyl-1,3-diaminopropane | |
Other names
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| Identifiers | |
109-55-7  | |
| 3D model (Jmol) | Interactive image |
| ChEMBL | ChEMBL1232234  |
| ChemSpider | 7703 |
| ECHA InfoCard | 100.003.347 |
| EC Number | 203-680-9 |
| MeSH | 3-dimethylaminopropylamine |
| PubChem | 7993 |
| 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 |
| Refractive index (nD) |
1.435–1.436 |
| Thermochemistry | |
| 255.7 J K−1 mol−1 | |
| Std molar entropy (S |
323.0 J K−1 mol−1 |
| Std enthalpy of formation (ΔfH |
−76.9–−76.9 kJ mol−1 |
| Std enthalpy of combustion (ΔcH |
−3.8955–−3.8875 MJ mol−1 |
| Hazards | |
| GHS pictograms |    |
| GHS signal word | DANGER |
| H226, H302, H314, H317 | |
| 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) |
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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). | |
| verify (what is ?) | |
| 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
- ↑ 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.
- ↑ 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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