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| Names | |
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Preferred IUPAC name
N,N-Dimethyldodecan-1-amine N-oxide | |
| Other names
Lauramine oxide; Dodecyldimethylamine oxide; Dimethyldodecylamine-N-oxide
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| Identifiers | |
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3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.015.183 |
| EC Number |
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PubChem CID
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| UNII | |
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CompTox Dashboard (EPA)
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| Properties | |
| C14H31NO | |
| Molar mass | 229.408 g·mol−1 |
| Appearance | White solid |
| Density | 0.996 g/ml |
| Melting point | 132–133 °C (270–271 °F; 405–406 K) |
| Boiling point | 320 °C (608 °F; 593 K) |
| Surface tension: | |
| 1.70 mM | |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H314 | |
| P280, P305+P351+P338, P310 | |
| Safety data sheet (SDS) | |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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, LDAO 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 amphiphilic surfactant: it forms normal micelles and normal liquid crystalline phases. High amphiphilicity of this surfactant can be explained by the fact that it forms not only very strong hydrogen bonds with water: the energy of DDAO – water hydrogen bond is about 50 kJ/mol, but it also has high experimental partition coefficient in non-polar medium, as characterized by experimental logP 5.284
See also
- Myristamine oxide – An analogous compound with a C14 tail