C—H Bands Stretching and Deformation Frequencies

All sugars and their derivatives have the methine (methylidyne) grouping 

A strong C—H stretching band of =C—H in acetylenic compounds is found at 3255 cm In 5-hexyne-D-/yxo-l,2,3,4-tetrol tetraacetate this band occurs at 3300 cm (Hurd and Jenkins, 1966) and in l,2 3,4-di-0-isopropylidene-6-heptyne-D-gM/o-l,2,3,4,5-pentol it occurs at 3215cm (Horton and Tronchet, 1966). The L-manno isomer of the latter compound has the band at 3268 cm .  

Sugar derivatives show other C—H stretching bands olefinic =CH2 at 

The group CHR=CH2 in the olefins has a weak band at 1420-1410cm , a band at 1300-1290 cm , a medium band at 995-985 cm , and a strong band at 915-905 cm . A cis double bond exhibits a weak band at 1420-1400cm and a strong band at 730-665 cm a trans double bond has a weak band at 1325-1290 cm and a strong band at 980-960 cm . Thus, trans-3-hexene-D-tlireo-l,2,5,6-tetrol (Tipson and Cohen, 1966) has bands at 1325 and 976 cm its 1,2 5,6-di-0-iso-propylidene derivative has bands at 1307 and 971 cm .  

The C—H deformation vibrations at the anomeric carbon atom of various sugars have been identified by replacement of the hydrogen atom on C-1 with deuterium (Stacey et al 1958). Thus, to prepare a-D-glucopyranose-l-C-d, Stacey et al. (1958) dissolved D-glucono-1,5-lactone in deuterium oxide, reduced the carbonyl group to —CD (OD) with sodium amalgam in deuterium oxide, and then converted the OD 

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