Glycol distearate

Glycol distearate is the diester of stearic acid and ethylene glycol. It is mostly commonly encountered in personal care products and cosmetics where it is used to produce pearlescent effects as well as a moisturizer.

Glycol distearate

Names
Preferred IUPAC name Ethane-1,2-diyl di(octadecanoate)
Other names Ethylene glycol distearate; Ethylene distearate; Ethylene glycol dioctadecanoate
Identifiers
CAS Number	627-83-8 Y
3D model (JSmol)	Interactive image
ChemSpider	55120
ECHA InfoCard	100.010.014
PubChem CID	61174
UNII	13W7MDN21W Y
CompTox Dashboard (EPA)	DTXSID40890487 DTXSID6027260, DTXSID40890487
InChI InChI=1S/C38H74O4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-37(39)41-35-36-42-38(40)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-36H2,1-2H3 Key: FPVVYTCTZKCSOJ-UHFFFAOYSA-N
SMILES O=C(OCCOC(=O)CCCCCCCCCCCCCCCCC)CCCCCCCCCCCCCCCCC
Properties
Chemical formula	C38H74O4
Molar mass	595.006 g·mol−1
Appearance	White Flake
Melting point	65 to 73 °C (149 to 163 °F; 338 to 346 K)[1]
Solubility in water	Insoluble
Hazards
Lethal dose or concentration (LD, LC):
LD50 (median dose)	4,700 mg/kg (rat)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Synthesis

Glycol distearate may be produced via the esterification of stearic acid (or its esters) with ethylene glycol. It can also be produced by a reaction of stearic acid with ethylene oxide.^[2]

Applications

When forced to crystalize as thin platelets glycol distearate can give liquids and gels a pearlescent appearance.^[3] This is often used by the producers of personal care products (e.g. shower gel) to increase the visual appeal of their products. It may also act as a skin moisturizer.

Glycol distearate is also commonly used as an embedding agent in microscopy.

See also

• Glycol stearate
• Ethylene bis(stearamide)

References

1. Ethylene glycol distearate, chemicalland21.com
2. Wrigley, A. N.; Smith, F. D.; Stirton, A. J. (January 1959). "Reaction of ethylene oxide or propylene oxide with long-chain fatty acids. Mono- and diester formation". Journal of the American Oil Chemists' Society. 36 (1): 34–36. doi:10.1007/BF02540263.
3. Bolzinger, M.A.; Cogne, C.; Lafferrere, L.; Salvatori, F.; Ardaud, P.; Zanetti, M.; Puel, F. (May 2007). "Effects of surfactants on crystallization of ethylene glycol distearate in oil-in-water emulsion". Colloids and Surfaces A: Physicochemical and Engineering Aspects. 299 (1–3): 93–100. doi:10.1016/j.colsurfa.2006.11.026.