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JEE Advanced levelNumerical answerDifficulty 3 of 3st244

The open-chain aldohexose shown is drawn with wedges (it is D-glucose). Number the carbonyl carbon as C1. How many of its four stereocentres have the configuration? Give an integer.

Numerical answer type.

Answer: 3

At each stereocentre is first and is last; the carbon group nearer the end outranks the one nearer , because exploring towards the aldehyde end reaches a carbon with more oxygen first (at C2, (O,O,H) beats C3 (O,C,H); at C5, C4 (O,C,H) beats (O,H,H); at C3 and C4 the tie is broken one sphere further out in the same direction). Applying the sequence rule to the drawing gives C2 , C3 , C4 and C5 . D-glucose is , so 3 stereocentres are .
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