Myristamine oxide

Myristamine oxide
Names
	Preferred IUPAC name N,N-Dimethyltetradecan-1-amine N-oxide
	Other names Tetradecyldimethylaminoxide; N,N-Dimethyl-1-tetradecanamine-N-oxide; Myristyl dimethyl amine oxide; Myristyldimethylamine oxide; N,N-Dimethyltetradecylamine N-oxide; Dimethyl-oxido-tetradecyl-azanium;
Identifiers
CAS Number	3332-27-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	17695 ;
ECHA InfoCard	100.020.055
EC Number	222-059-3;
MeSH	C518255
PubChem CID	18739;
UNII	J086PM3RRT ;
CompTox Dashboard (EPA)	DTXSID2029660 ;
	InChI InChI=1S/C16H35NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17(2,3)18/h4-16H2,1-3H3 Key: ONHFWHCMZAJCFB-UHFFFAOYSA-N ; InChI=1/C16H35NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17(2,3)18/h4-16H2,1-3H3 Key: ONHFWHCMZAJCFB-UHFFFAOYAJ;
	SMILES [O-][N+](C)(C)CCCCCCCCCCCCCC;
Properties
Chemical formula	C16H35NO
Molar mass	257.462 g·mol−1
Appearance	White solid
Melting point	130 °C (266 °F; 403 K)
Solubility in water	10 g/L at 20 °C
	Surface tension:
CMC	268 μM
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H315, H318
Precautionary statements	P280, P305+P351+P338
Safety data sheet (SDS)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Myristamine oxide is an amine oxide based zwitterionic surfactant with a C₁₄ (tetradecyl) alkyl tail. It is used as a foam stabilizer and hair conditioning agent in some shampoos and conditioners. Like other amine oxide based surfactants it is antimicrobial, being slightly more effective than lauryldimethylamine oxide against the common bacteria S. aureus and E. coli.^[1]

References

^ ^a ^b 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. PMC 90094. PMID 10952604.
^ ^a ^b ^c ^d ^e Sigma-Aldrich Co., N,N-Dimethyltetradecylamine N-oxide. Retrieved on 2017-01-04.

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[birnie-1] 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. PMC 90094. PMID 10952604.

[sigma-2] Sigma-Aldrich Co., N,N-Dimethyltetradecylamine N-oxide. Retrieved on 2017-01-04.

[1]

[2]

Names

Preferred IUPAC name N,N-Dimethyltetradecan-1-amine N-oxide
Other names Tetradecyldimethylaminoxide N,N-Dimethyl-1-tetradecanamine-N-oxide Myristyl dimethyl amine oxide Myristyldimethylamine oxide N,N-Dimethyltetradecylamine N-oxide Dimethyl-oxido-tetradecyl-azanium
Identifiers
CAS Number	3332-27-2^Y
3D model (JSmol)	Interactive image
ChemSpider	17695^N
ECHA InfoCard	100.020.055
EC Number	222-059-3
MeSH	C518255
PubChem CID	18739
UNII	J086PM3RRT^Y
CompTox Dashboard (EPA)	DTXSID2029660
InChI InChI=1S/C16H35NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17(2,3)18/h4-16H2,1-3H3^N Key: ONHFWHCMZAJCFB-UHFFFAOYSA-N^N InChI=1/C16H35NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17(2,3)18/h4-16H2,1-3H3 Key: ONHFWHCMZAJCFB-UHFFFAOYAJ
SMILES [O-][N+](C)(C)CCCCCCCCCCCCCC
Properties
Chemical formula	C₁₆H₃₅NO
Molar mass	257.462 g·mol⁻¹
Appearance	White solid
Melting point	130 °C (266 °F; 403 K)
Solubility in water	10 g/L at 20 °C
Surface tension:
CMC	268 μM^[1]
Hazards
GHS labelling:
Pictograms	^[2]
Signal word	Danger^[2]
Hazard statements	H315, H318^[2]
Precautionary statements	P280, P305+P351+P338^[2]
Safety data sheet (SDS)	^[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Myristamine oxide

See also

References