Lauryldimethylamine oxide

Lauryldimethylamine oxide
IUPAC name

N,N-Dimethyldodecan-1-amine oxide
Other names

Lauramine oxide; Dodecyldimethylamine oxide; Dimethyldodecylamine-N-oxide
Identifiers
CAS number 1643-20-5 Y
PubChem 15433
Jmol-3D images Image 1
Properties
Molecular formula C14H31NO
Molar mass 229.4 g mol−1
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Lauryldimethylamine oxide, also known as dodecyldimethylamine oxide or DDAO, 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 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]

References

  1. ^ Friedli, Floyd E (2001). Detergency of Specialty Surfactants. New York, NY: Dekker. ISBN 0824704916. 
  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.