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^Y
97-30-3 (α)^Y
709-50-2 (β)^Y

3D model (JSmol)

Interactive image

ChemSpider

2300694

ECHA InfoCard

100.019.620

PubChem CID

3036743

UNII

54L5T38NI8^Y
QCF122NF3R (α)^Y

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

^ ^a ^b ^c ^d 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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References