Methylglucoside

Last updated
Methylglucoside
Alpha-methylglucoside.svg
α-D-Methylglucoside
Beta-methylglucoside.svg
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 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
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
AppearanceWhite 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. 1 2 3 4 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.
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.