Structure via PubChem · Public domain (PubChem)
3-dimethylaminopropylamine
Sign in to saveAlso known as N,N-Dimethyl-1,3-diaminopropane, 3-(Dimethylamino)-1-propylamine, N,N-Dimethyl-1,3-propanediamine
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.
Chemical data
- Formula
- C5H14N2
- Molecular weight
- 102.18 g/mol
- IUPAC name
- N',N'-dimethylpropane-1,3-diamine
- SMILES
- CN(C)CCCN
- InChIKey
- IUNMPGNGSSIWFP-UHFFFAOYSA-N
- XLogP
- -0.3
- Polar surface area
- 29.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Has part
- hydrogen
- Mass
- 102.116
Show 4 more facts
- canonical SMILES
- CN(C)CCCN
- chemical formula
- C₅H₁₄N₂
- melting point
- -70.0
- Commons category
- 3-Dimethylaminopropylamine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Preparation and reactions
- Health effects
- See also
- References
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.
==Preparation and reactions== DMAPA is commonly produced commercially via the reaction between dimethylamine and acrylonitrile (a Michael reaction) to produce dimethylaminopropionitrile. A subsequent hydrogenation step yields DMAPA: 400px DMAPA is readily converted to the mustard dimethylaminopropyl-3-chloride, a powerful alkylating agent.
Excerpted from Wikipedia’s “3-dimethylaminopropylamine” article, available under the CC BY-SA 4.0 licence.