Infrared absorption spectra of some cyclic acetals of sugars

Abstract

The infr ared absorption spcctra of t wenty-eigh t I-methoxycth y lidene and isopropylidene acetals of sugars have been record ed and analyzed. The formulas of t he compounds were gro uped according to structure, a nd t he absorp tion bands for each group were considered in relation to t h e bands found for t he other stru cturally related compounds. No bands were found for t he unequivocal d etection of t he 1,3-c1ioxola ne r ing attached respectiv ely to an aldopentofuranose or a ketopentofuranose, an aldopentopyranose, an wld ohexofuranose, an aldohexopyranose or a ketohexopyranose, a Ul'onic a cid salt or lactone, a sugar :,lcohol, or a sugar keto-acid salt. R egardless of t he fin e structure of t he dioxolane compounds, certain strong band s were observed, but t he bands a re not. easily recognized from an inspection of one or t wo spectra and a re not characteristic of t hese compound only.

Acid Liquefaction of Potato (Solanum tuberosum) and Sweet Potato (Ipomoea batatas) Cultivars Peels – Pre-Screening of Antioxidant Activity/Total Phenolic and Sugar Contents

“…In contrast, the spectra of the aqueous extract of both cultivars exhibited the carbohydrate fingerprint region (683 to 1220 cm -1 ). The band at 683 cm -1 and the sharp peak at 1053 cm -1 , which are characteristic of carbohydrates, were assigned to C-H bend and C-O-C stretch signals, respectively (Tipson et al 1959;Monde et al 2004;Ardejani et al 2008;Yona et al 2014). The CH2OH side chain that is related to the C-O-H bending mode, and related to carbohydrates, was clearly observed at 1219 cm -1 (Tipson et al 1959;Nikonenko et al 2000;Kizil et al 2002).…”

“…The band at 683 cm -1 and the sharp peak at 1053 cm -1 , which are characteristic of carbohydrates, were assigned to C-H bend and C-O-C stretch signals, respectively (Tipson et al 1959;Monde et al 2004;Ardejani et al 2008;Yona et al 2014). The CH2OH side chain that is related to the C-O-H bending mode, and related to carbohydrates, was clearly observed at 1219 cm -1 (Tipson et al 1959;Nikonenko et al 2000;Kizil et al 2002). A discrete peak at 1122 cm -1 , that is characteristic of the ring structure, was attributed to the stretching vibrations of the C-O-C bonds (Sekkal et al 1995;Nikonenko et al 2000;Mohebby 2008;Yona et al 2014).…”

Infrared spectroscopy of carbohydrates :

“…Mm (2925 cm-') and 3.51 Mm (2850 cm"'); and C-methyl doublet at 3.38 Mm (2960 cm"') and 3.49 Mm (2865 cm"'). Thus, a group of 28 cychc acetals of various sugars all showed [4] a band at 3.32 to 3.37 Mm (3010 to 2965 cm"'). As regards 0-methyl, all of 21 methyl aldopyranosides studied [12] showed a characteristic C-H stretching band at 3.47-3.52 Mm (2882-2841 cm"'), not shown by C-methyl or ethoxyl groups [25]' that permits detection of the glycosidic methoxyl group.…”

Conformation of Amylose and its Derived Products. I. Infrared Spectra of Amylose and its Oligomers in the Amorphous Solid Phase and in Solution

“…by the ,,Cl.group" band, which was found near 850 em-' for equatorial C,-H bonds and near 890 rm-l for axial C,-H bonds. Although caution was recommended for a general application of this correlation (28), the constant presence of the 850 cm--' band Nr. 7 /1966 in amylose and its oligomers together with the absence of significant absorptions near a90 em-1 strongly suggest a C,-H bond equatorial and hence a chair ,,C 1" conformation of the glucopyranose rings.…”