Decyl glucoside

Decyl glucoside
Names
	IUPAC name Decyl β-D-glucopyranoside
	Systematic IUPAC name (2R,3R,4S,5S,6R)-2-(Decyloxy)-6-(hydroxymethyl)oxane-3,4,5-triol
Identifiers
CAS Number	58846-77-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	55973;
PubChem CID	62142;
UNII	Z17H97EA6Y ;
	InChI InChI=1/C16H32O6/c1-2-3-4-5-6-7-8-9-10-21-16-15(20)14(19)13(18)12(11-17)22-16/h12-20H,2-11H2,1H3/t12-,13-,14+,15-,16-/m1/s1 Key: JDRSMPFHFNXQRB-IBEHDNSVBI;
	SMILES O(CCCCCCCCCC)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO;
Properties
Chemical formula	C16H32O6
Molar mass	320.426 g·mol−1
Hazards
Safety data sheet	MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Short description: Non-ionic surfactant

Decyl glucoside is a mild non-ionic surfactant used in cosmetic formularies,^[1] including baby shampoo and in products for individuals with a sensitive skin. Many natural personal care companies use this cleanser because it is plant-derived, biodegradable, and gentle for all hair types.

Decyl glucoside was invented by Robert Prairie in 1934.

Synthesis

Decyl glucoside is produced by the reaction of glucose from corn starch with the fatty alcohol decanol, which is derived from coconut.

References

↑ Fiume, MM; Heldreth, B; Bergfeld, WF; Belsito, DV; Hill, RA; Klaassen, CD; Liebler, D; Marks, JG Jr et al. (2013). "Safety assessment of decyl glucoside and other alkyl glucosides as used in cosmetics". Int J Toxicol 32: 22S–48S. doi:10.1177/1091581813497764. PMID 24174472.

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[1] Fiume, MM; Heldreth, B; Bergfeld, WF; Belsito, DV; Hill, RA; Klaassen, CD; Liebler, D; Marks, JG Jr et al. (2013). "Safety assessment of decyl glucoside and other alkyl glucosides as used in cosmetics". Int J Toxicol 32: 22S–48S. doi:10.1177/1091581813497764. PMID 24174472.

[1]

v t e Glycosides
Bond	O-glycosidic bond N-glycosidic bond S-glycosidic bond C-glycosidic bond
Geometry	α-Glycoside β-Glycoside 1,4-Glycoside 1,6-Glycoside
Glycone	Fructoside Galactoside Glucoside Glucuronide Rhamnoside Riboside
Aglycone	Alcoholic glycoside Cardiac glycoside Bufadienolide Cardenolide Cyanogenic glycoside Glycosylamine Phenolic glycoside Anthraquinone glycoside Coumarin glycoside Flavonoid glycoside Saponin Steviol glycoside Thioglycoside

Decyl glucoside

Topic: Chemistry

Synthesis

See also

References