11.24) The cyclic form of D-glucose (shown on right) is a cyclic hemiacetal. Recall that a hemíacetal is a molecule that contains both an OR group and an OH group that are bonded to the same carbon. Carbons that are bonded to both an OR group and an OH group are called hemiacetal carbons. Carbon number 1 in the cyclic form of D-glucose meets this criterium. The OH that is bonded to carbon number 1 is obvious, but the OR may not be immediately obvious to you. However, note that, beginning at carbon number 1 and moving counter-clockwise, as indicated by the red arrow in the structures shown on the right, the OR bonding pattern is seen. QUESTION: Which of the molecules shown below contain a hemiacetal carbon? a) Hemiacetal Carbon. CH₂OH H O OH H H OH OH CH₂OH b) H HO CH₂OH H CH₂OH H OH H OH H O 0 H OH H OH H O CH₂OH c) H, HO CH₂OH H OH H O H ОН H HO H H O Hemiacetal carbon. CH UM H OH H H D-glucose (cyclic form) OH CH₂OH R 0. H 0 OH H ОН OH H OH H H OH

11.24) The cyclic form of D-glucose (shown on right) is a cyclic hemiacetal. Recall that a hemíacetal is a molecule that contains both an OR group and an OH group that are bonded to the same carbon. Carbons that are bonded to both an OR group and an OH group are called hemiacetal carbons. Carbon number 1 in the cyclic form of D-glucose meets this criterium. The OH that is bonded to carbon number 1 is obvious, but the OR may not be immediately obvious to you. However, note that, beginning at carbon number 1 and moving counter-clockwise, as indicated by the red arrow in the structures shown on the right, the OR bonding pattern is seen. QUESTION: Which of the molecules shown below contain a hemiacetal carbon? a) Hemiacetal Carbon. CH₂OH H O OH H H OH OH CH₂OH b) H HO CH₂OH H CH₂OH H OH H OH H O 0 H OH H OH H O CH₂OH c) H, HO CH₂OH H OH H O H ОН H HO H H O Hemiacetal carbon. CH UM H OH H H D-glucose (cyclic form) OH CH₂OH R 0. H 0 OH H ОН OH H OH H H OH

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter17: Conjugation And Molecular Orbital (mo) Theory

Section: Chapter Questions

Problem 12E

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