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D-galactose turns polarized light, but its reduced product does not. Draw the two as Fischer projections...

D-galactose turns polarized light, but its reduced product does not. Draw the two as Fischer projections and explain.

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The reason behind is, D-galactose is optically active but the reduced product is not. We know, a molecule is optically active when it does not conatin any of - \sigma, i , S_n. In D-galactose, there is none of these, but from the Fischer projection shown below, you can see the reduced product contains \sigma plane of symmetry. So, it is unable to rotate plane polarized light.

CHO CHOH H 아 H Ho H sigma plane ----- : ( HO1 H H 「 — H CH2OH CH2OH D-galactose Reduced

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