Lauramine oxide; Dodecyldimethylamine oxide; Dimethyldodecylamine-N-oxide
3D model (JSmol)
|Molar mass||229.41 g·mol−1|
|Boiling point||132–133 °C (270–271 °F; 405–406 K)|
|Safety data sheet|||
|GHS signal word||Danger|
|P280, P305+351+338, P310|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
Lauryldimethylamine oxide (LDAO), also known as dodecyldimethylamine oxide (DDAO), is an amine oxide based zwitterionic surfactant, with a C12 (dodecyl) alkyl tail. It is one of the most frequently-used surfactants of this type. Like other amine oxide based surfactants it is antimicrobial, being effective against common bacteria such as S. aureus and E. coli, however it is also non-denaturing and may be used to solubilize proteins.
At high concentrations, DDAO forms liquid crystalline phases. 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.
- Myristamine oxide – An analogous compound with a C14 tail
- Birnie, C. R.; Malamud, D.; Schnaare, R. L. (1 September 2000). "Antimicrobial Evaluation of N-Alkyl Betaines and N-Alkyl-N,N-Dimethylamine Oxides with Variations in Chain Length". Antimicrobial Agents and Chemotherapy. 44 (9): 2514–2517. doi:10.1128/AAC.44.9.2514-2517.2000.
- Hoffmann, H. (1990). "Correlation between surface and interfacial tensions with micellar structures and properties of surfactant solutions". 83: 16–28. doi:10.1007/BFb0116238.
- Sigma-Aldrich Co., N,N-Dimethyldodecylamine N-oxide. Retrieved on 2017-01-04.
- Friedli, Floyd E (2001). Detergency of Specialty Surfactants. New York, NY: Dekker. ISBN 0-8247-0491-6.
- Kocherbitov, V., Söderman, O. (2006). "Hydration of Dimethyldodecylamine-N-Oxide: Enthalpy and Entropy Driven Processes". J.Phys.Chem.B. 110 (27): 13649–13655. PMID 16821893. doi:10.1021/jp060934v.
- 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.