Methylglucoside

Methylglucoside
α-D-Methylglucoside
β-D-Methylglucoside
Names
IUPAC name
Methyl D-glucopyranoside
Other names
1-O-Methyl-D-glucopyranose
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.019.620 Edit this at Wikidata
UNII
  • 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
  • O[C@@H]1[C@@H](O)[C@H](O)[C@H](OC1OC)CO
Properties
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]
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).

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

  1. ^ a b c d 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.
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