How to Assign R,S designations to  stereogenic center in glucose ?

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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How to Assign R,S designations to  stereogenic center in glucose ? 

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Glucose is a monosaccharide, having formula C6H1206. It is an important simple sugar that circulates in the blood of living beings as blood sugar Glucose, having 6 carbon atoms and an aldehyde group, is an aldo-hexose.

The structure of D-glucose can be written as

Chemistry homework question answer, step 1, image 1

To assign give R, S designations to each stereogenic centre in glucose, follow the given steps

To find the R or S configuration of stereocenters present in D-glucose, priority order needs to be assigned to the compound by using the following CIP (Cahn-Ingold-Prelog) sequence rules

Chirality center: An atom (usually carbon) which is bonded to four different atoms or groups is known as chiral center.

Rule 1: Select the chiral center in the compound and assign priorities to the atoms based on their atomic number. The atom which has highest atomic number gets the first priority and atom which is having least atomic number (usually hydrogen) gets the fourth priority.

Rule 2: If the first atom of each substituent is same then the next atom is considered for assigning the priority This process is continued to the third and fourth atom until the point of difference is reached

Rule 3: If the substituents have multiple bonds, the multiple bonded atoms are considered as same number of single bonded atoms

If the priority order of the substituents from highest to second highest to third highest 1-->2--> 3 is in clock wise direction then the chiral center has R configuration (Latin rectus means right).

If the priority order of the substituents from highest to second highest to third highest 1--> 2--> 3 is counter clock wise direction then the chiral center has S configuration (Latin sinister means left).

If the least priority substituent (usually hydrogen) is present on the horizontal line then its configuration is reversed (that is clockwise becomes S and anticlockwise R).

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