ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
2nd Edition
ISBN: 9780393664034
Author: KARTY
Publisher: NORTON
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Chapter C, Problem C.37P
Interpretation Introduction

(a)

Interpretation:

Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.

Concept introduction:

For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.

A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their atomic numbers. The substituent atom having the greater atomic number has higher priority. When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.

If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.

If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.

Interpretation Introduction

(b)

Interpretation:

Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.

Concept introduction:

For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.

A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their atomic numbers. The substituent atom having the greater atomic number has higher priority. When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.

If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.

If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.

Interpretation Introduction

(c)

Interpretation:

Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.

Concept introduction:

For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.

A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their atomic numbers. The substituent atom having the greater atomic number has higher priority. When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.

If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.

If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.

Interpretation Introduction

(d)

Interpretation:

Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.

Concept introduction:

Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.

Concept introduction:

For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.

A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center, when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their atomic numbers. The substituent atom having the greater atomic number has the higher priority. When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.

If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.

If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.

Interpretation Introduction

(e)

Interpretation:

Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.

Concept introduction:

Whether the given name describes a single stereoisomer unambiguously is to be determined and the name using R and S designations for the chiral centers is to be written if the name describes a single stereoisomer.

Concept introduction:

For disubstituted cycloalkanes, cis isomers are the ones in which the two substituents lie on the same side of the ring, while trans isomers are the ones in which they lie on the opposite side of the ring.

A stereocenter is an atom with the property in that interchanging any two of its attached groups produces a different stereoisomer. A tetrahedral stereocenter is called a chiral center when it is bonded to four different groups. The four substituents attached to the chiral center are prioritized according to their atomic numbers. The substituent atom having the greater atomic number has the higher priority. When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom and hyphens are used to separate those designations from the rest of the IUPAC name.

Each stereoisomer is described by a single name. For more than one stereoisomers, more than one names are written.

If there are two or more distinct structures possible for a given single name, then it suggests that the given name does not describe a single stereoisomer unambiguously.

If there is only one structure possible for a given single name, then it suggests that the given name describes a single stereoisomer unambiguously.

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Determine whether each of the following names describes a single stereoisomer unambiguously. For each one that does,rewrite the name using the R and S designations for the chiral centers if appropriate. (a) cis-1,2-difluorocyclohexane;(b) trans-1,2-difluorocyclohexane; (c) trans-1,4-difluorocyclohexane; (d) cis-1-chloro-2-fluorocyclohexane; (e) trans-1,4-dimethylcycloheptane
Determine whether trans-1,2-dimethylcyclopentane contains a chiral center. How many different substituents do you count at atom #(2)?
Draw the stereoisomers for the following molecules listed below. Be sure to label all chiral centers as R or S and define the relationship between all pairs of stereoisomers for each molecule set A) 1,4-dimethylcyclohexane B) 1,3-cyclohexanediol C) 1,3-dimethylcyclopentane
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Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License