Methylglucoside

Methylglucoside
α-D-Methylglucoside	β-D-Methylglucoside
Names
	IUPAC name Methyl D-glucopyranoside
	Other names 1-O-Methyl-D-glucopyranose
Identifiers
CAS Number	3149-68-6 ; 97-30-3 (α) ; 709-50-2 (β) ;
3D model (JSmol)	Interactive image;
ChemSpider	2300694;
ECHA InfoCard	100.019.620
PubChem CID	3036743;
UNII	54L5T38NI8 ; QCF122NF3R (α) ;
CompTox Dashboard (EPA)	DTXSID4027523 ;
	InChI InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7?/m1/s1 Key: HOVAGTYPODGVJG-WLDMJGECSA-N; InChI=1/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7?/m1/s1 Key: HOVAGTYPODGVJG-WLDMJGECBG;
	SMILES O[C@@H]1[C@@H](O)[C@H](O)[C@H](OC1OC)CO;
Properties
Chemical formula	C7H14O6
Molar mass	194.183 g·mol−1
Appearance	White crystalline solid
Density	1.46 g/cm3 (α)[1]
Melting point	168 °C (334 °F; 441 K) (α)[1]
Solubility in water	108 g/100 mL[1]
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Methylglucoside is a monosaccharide derived from glucose. It can be prepared in the laboratory by the acid-catalyzed reaction of glucose with methanol.[2]

It is used as a chemical intermediate in the production of a variety of products including emollients, emulsifiers, humectants, moisturizers, thickening agents, plasticizers, surfactants, varnishes, and resins. The formation of methyl glycoside indicates that the structure of glucose is not open chain[1][3]

References

Merck Index, 11th Edition, 5997
B. Helferich and W. Schäfer (1926). "α-METHYL d-GLUCOSIDE". Organic Syntheses. 6: 64.
"Methyl Glucoside Derivatives". Lubrizol. Archived from the original on April 14, 2014. Retrieved October 15, 2012.

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[Merck-1] Merck Index, 11th Edition, 5997

[2] B. Helferich and W. Schäfer (1926). "α-METHYL d-GLUCOSIDE". Organic Syntheses. 6: 64.

[3] "Methyl Glucoside Derivatives". Lubrizol. Archived from the original on April 14, 2014. Retrieved October 15, 2012.