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
PubChem	15433
Jmol-3D images	Image 1
SMILES CCCCCCCCCCCC[N+](C)(C)[O-]
Properties
Molecular formula	C14H31NO
Molar mass	229.4 g mol−1
Y oxide (verify) (what is: Y/N?) 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 two polar atoms that is able to interact with water, the nitrogen and the oxygen atom, DDAO is a 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.