Synthesis and properties of some α-D-alkyl glucosides and mannosides: apparent molal volumes and solubilization of nitrobenzene in water at 25 °C | Zendy

G.M. Brown | Zendy; Patrice Dubreuil | Zendy; F. M. Ichhaporia | Zendy; Jacques E. Desnoyers | Zendy

Open Access

Synthesis and properties of some α-D-alkyl glucosides and mannosides: apparent molal volumes and solubilization of nitrobenzene in water at 25 °C

Author(s) -

G.M. Brown,

Patrice Dubreuil,

F. M. Ichhaporia,

Jacques E. Desnoyers

Publication year - 1970

Publication title -

canadian journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.323

H-Index - 68

eISSN - 1480-3291

pISSN - 0008-4042

DOI - 10.1139/v70-427

Subject(s) - chemistry , nitrobenzene , molality , glycoside , glucoside , alkyl , aqueous solution , solubility , micelle , stereochemistry , organic chemistry , medicinal chemistry , catalysis , medicine , alternative medicine , pathology

Normal and cyclic α-D-alkyl glucosides and mannosides have been synthesized in a one-step procedure from the corresponding sugar. The apparent molal volume and the influence on the solubility of nitrobenzene of some of these glycosides have been measured in water at 25 °C. Evidence for micelle formation is presented for α-D-n-hexyl glucoside, -n-octyl glucoside, and -cyclohexyl mannoside. Comparison of the physical properties of the aqueous solutions shows that the stereochemistry of the sugar unit plays an important role in the hydrophobic hydration and hydrophobic interactions of the glycosides.

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