Isopropyl myristate

Isopropyl myristate[1]
Names
	IUPAC name Propan-2-yl tetradecanoate
	Other names Tetradecanoic acid, 1-methylethyl ester; Myristic acid isopropyl ester
Identifiers
CAS Number	110-27-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	7751 ;
ECHA InfoCard	100.003.412
EC Number	203-751-4;
KEGG	D02296 ;
MeSH	C008205
PubChem CID	8042;
RTECS number	XB8600000;
UNII	0RE8K4LNJS ;
CompTox Dashboard (EPA)	DTXSID0026838 ;
	InChI InChI=1S/C17H34O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(18)19-16(2)3/h16H,4-15H2,1-3H3 Key: AXISYYRBXTVTFY-UHFFFAOYSA-N ; InChI=1/C17H34O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(18)19-16(2)3/h16H,4-15H2,1-3H3 Key: AXISYYRBXTVTFY-UHFFFAOYAN;
	SMILES CCCCCCCCCCCCCC(=O)OC(C)C;
Properties
Chemical formula	C17H34O2
Molar mass	270.457 g·mol−1
Density	0.85 g/cm³
Boiling point	167 °C (333 °F; 440 K) at 9 mmHg
Hazards
R-phrases (outdated)	R38
S-phrases (outdated)	S24/25
NFPA 704 (fire diamond)	1 0 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Isopropyl myristate (IPM) is the ester of isopropyl alcohol and myristic acid.

Uses

Isopropyl myristate is a polar emollient and is used in cosmetic and topical medicinal preparations where good absorption into the skin is desired. Isopropyl myristate is being studied as a skin enhancer. It is also used as a pesticide against head lice which works by dissolving the wax that covers the exoskeleton of head lice, killing them by dehydration.[2] It is used in the same way in flea and tick killing products for pets.

It is used to remove bacteria from the oral cavity as the non-aqueous component of the two-phase mouthwash product "Dentyl pH".

Isopropyl myristate is also used as a solvent in perfume materials, and in the removal process of prosthetic make-up.

Hydrolysis of the ester from isopropyl myristate can liberate the acid and the alcohol. The acid could be responsible for decreasing of the pH value of formulations.[3][4]

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References

MSDS for isopropyl myristate
Anti-Lice Treatments
Wen, Z.; Fang, L. and He, Z. (2009). Effect of chemical enhancers on percutaneous absorption of daphnetin in isopropyl myristate vehicle across rat skin in vitro. Drug Deliv, 16: 214-223
Engelbrecht, T.; Demé, B.; Dobner, B. and Neubert, R. (2012). Study of the influence of the penetration enhancer isopropyl myristate on the nanostructure of stratum corneum lipid model membranes using neutron diffraction and deuterium labelling. Skin Pharmacol Physiol, 25:200-7

External links

Record in the Household Products Database of NLM

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[1] MSDS for isopropyl myristate

[2] Anti-Lice Treatments

[3] Wen, Z.; Fang, L. and He, Z. (2009). Effect of chemical enhancers on percutaneous absorption of daphnetin in isopropyl myristate vehicle across rat skin in vitro. Drug Deliv, 16: 214-223

[4] Engelbrecht, T.; Demé, B.; Dobner, B. and Neubert, R. (2012). Study of the influence of the penetration enhancer isopropyl myristate on the nanostructure of stratum corneum lipid model membranes using neutron diffraction and deuterium labelling. Skin Pharmacol Physiol, 25:200-7