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Chapter 4, Problem 84P

(a)

Interpretation Introduction

Interpretation:

The configuration of each of the asymmetric centers in the given compound has to be given.

Concept introduction:

Asymmetric center is a stereocenter which arises to a compound if any atom is bonded to four different groups.

According to Cahn-Ingold-Prelog system,

The group attached to asymmetric center should be ranked based on the atomic number of atom which directly connected to asymmetric center.  The higher the atomic number of atom, higher the priority.  If there is tie, then consider the next atoms attached to the connected atom and so on.

Check the direction of arrow drawn in the direction of decreasing priority.  If the arrow points clockwise direction, then the compound has R configuration.  If the arrow points counterclockwise direction, then the compound has S configuration.  If the group with lowest priority is not bonded by a hatched wedge, then interchange this group (lowest priority) by group bonded to hatched wedge and draw the arrow in priority order but the configuration is assigned as just reverse.

(b)

Interpretation Introduction

Interpretation:

The configuration of each of the asymmetric centers in the given compound has to be given.

Concept introduction:

Asymmetric center is a stereocenter which arises to a compound if any atom is bonded to four different groups.

According to Cahn-Ingold-Prelog system,

The group attached to asymmetric center should be ranked based on the atomic number of atom which directly connected to asymmetric center.  The higher the atomic number of atom, higher the priority. If there is tie, then consider the next atoms attached to the connected atom and so on.

Check the direction of arrow drawn in the direction of decreasing priority.  If the arrow points clockwise direction, then the compound has R configuration.  If the arrow points counterclockwise direction, then the compound has S configuration.  If the group with lowest priority is not bonded by a hatched wedge, then interchange this group (lowest priority) by group bonded to hatched wedge and draw the arrow in priority order but the configuration is assigned as just reverse.

(c)

Interpretation Introduction

Interpretation:

The configuration of each of the asymmetric centers in the given compound has to be given.

Concept introduction:

Asymmetric center is a stereocenter which arises to a compound if any atom is bonded to four different groups.

According to Cahn-Ingold-Prelog system,

The group attached to asymmetric center should be ranked based on the atomic number of atom which directly connected to asymmetric center.  The higher the atomic number of atom, higher the priority.  If there is tie, then consider the next atoms attached to the connected atom and so on.

Check the direction of arrow drawn in the direction of decreasing priority.  If the arrow points clockwise direction, then the compound has R configuration.  If the arrow points counterclockwise direction, then the compound has S configuration.  If the group with lowest priority is not bonded by a hatched wedge, then interchange this group (lowest priority) by group bonded to hatched wedge and draw the arrow in priority order but the configuration is assigned as just reverse.

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Chapter 4 Solutions

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)

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