Lauryldimethylamine oxide

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Lauryldimethylamine oxide
Lauryldimethylamine oxide.png
IUPAC name
N,N-Dimethyldodecan-1-amine oxide
Other names
Lauramine oxide; Dodecyldimethylamine oxide; Dimethyldodecylamine-N-oxide
1643-20-5 YesY
Jmol interactive 3D Image
PubChem 15433
Molar mass 229.41 g·mol−1
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

Lauryldimethylamine oxide, also known as dodecyldimethylamine oxide or DDAO, (also N,N-Dimethyldodecylamine N-oxide), is an amine oxide surfactant. It is one of the most frequently-used surfactants of this type.[1]

At high concentrations, DDAO forms liquid crystalline phases.[2] Despite having only one polar atom that is able to interact with water - the oxygen atom (the quaternary nitrogen atom is hidden from intermolecular interactions), DDAO is a strongly hydrophilic surfactant: it forms normal micelles and normal liquid crystalline phases. High hydrophilicity of this surfactant can be explained by the fact that it forms very strong hydrogen bonds with water: the energy of DDAO - water hydrogen bond is about 50 kJ/mol.[3]


  1. ^ Friedli, Floyd E (2001). Detergency of Specialty Surfactants. New York, NY: Dekker. ISBN 0-8247-0491-6. 
  2. ^ Kocherbitov, V., Söderman, O. (2006). "Hydration of Dimethyldodecylamine-N-Oxide: Enthalpy and Entropy Driven Processes". J.Phys.Chem.B. 110 (27): 13649–13655. doi:10.1021/jp060934v. PMID 16821893. 
  3. ^ Kocherbitov, V.; Veryazov, V.; Söderman, O. (2007). "Hydration of Trimethylamine-N-oxide and of Dimethyldodecylamine-N-oxide: An Ab Initio study". J. Molec. Struct.: Theochem. 808: 111–118. doi:10.1016/j.theochem.2006.12.043.