Structure of glucose
(i) Open chain structure : The structure of D-glucose as elucidated by Emil Fischer is,
(b) Ordinary glucose is a-glucose, with a fresh aqueous solution has specific rotation, [a]D + 111o. On keeping the solution for some time; a-glucose slowly changes into an equilibrium mixture of a-glucose (36%) and b-glucose (64%) and the mixture has specific rotation + 52.5o.
Similarly a fresh aqueous solution of b-glucose having specific rotation, [a]D + 19.7o, on keeping (standing) gradually changes into the same equilibrium mixutre (having, specific rotation +52.7o) So an aqueous solution of glucose shows a physical characteristics, define as mutarotation, i.e., a change in the value of specific rotation (muta=change; rotation = specific rotation) is called mutarotation.
(c) Tollen's and Fischer state that the ring or the internal hemiacetal is formed between C1 and C4. It means the ring is Furan type or 5-membered ring; this is called Furanose strucutre,
However according to Haworth and Hirst the ring is formed between C1 and C5. It means the ring is Pyran type or 6-membered ring; this is defined as Pyranose structure.
(d) Haworth structure : The two forms of D-glucose are also shown by Haworth projection formula which are given below,
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