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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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BuyFindarrow_forward

Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

Assign an IUPAC name to each of the following molecules. Include the prefix cis-or trans-when appropriate.

a. Chapter 2, Problem 2.49EP, Assign an IUPAC name to each of the following molecules. Include the prefix cis-or trans-when , example  1

b. Chapter 2, Problem 2.49EP, Assign an IUPAC name to each of the following molecules. Include the prefix cis-or trans-when , example  2

c. Chapter 2, Problem 2.49EP, Assign an IUPAC name to each of the following molecules. Include the prefix cis-or trans-when , example  3

d. Chapter 2, Problem 2.49EP, Assign an IUPAC name to each of the following molecules. Include the prefix cis-or trans-when , example  4

(a)

Interpretation Introduction

Interpretation:

The IUPAC name for the given molecule has to be assigned including the prefix cis- or trans-.

Concept Introduction:

IUPAC nomenclature for alkene:  There are about eight rules to be followed in giving IUPAC name for alkene.

  • The suffix –ane has to be replaced with the suffix –ene.  This is used to indicate the presence of double bond.
  • The longest continuous chain of carbon atoms has to be chosen that contains both carbon atoms of the double bond.
  • The parent carbon chain has to be numbered in a way so that the numbering begins at the end near to the double bond.  In case if the double bond is equidistant from both ends, then numbering has to be done from the end that is closer to substituents.
  • The position of the double bond has to be given a single number which is lower‑numbered carbon atom that is present in the double bond.
  • Suffixes like –diene, -triene, -tetrene, and so on are used when the compound contains more than one double bond.
  • In case of cycloalkenes which do not have any substitution, the numbering is not needed to locate the double bond because the bond is assumed to be between the carbons 1 and 2.
  • In case if substituents are present in cycloalkene, then the double‑bonded carbon atoms are numbered 1 and 2 in a direction where the substituent gets the lower number.
  • If the cycloalkenes contain more than one double bond, then one double bond is assigned the numbers 1 and 2 followed by the other double bond so that the lowest number possible is given.

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.  To indicate a double bond between carbon atom, double line is used.

If stereoisomers are possible for the alkene, the stereoinformation is shown in the IUPAC name by adding prefix cis- or trans- with respect to the groups present on the same side of double bond or opposite side of double bond.

Explanation

Given compound is,

The longest continuous carbon chain present in the given compound is five carbon atoms.  Hence, the parent alkane is pentane.

As the given compound contains a double bond, the suffix –ane is replaced by –ene.  Therefore, the name obtained is pentene.

Numbering has to be given in a way that the carbon atoms present in the double bond gets the least numbering.  Therefore, the name of the given compound is 2-pentene...

(b)

Interpretation Introduction

Interpretation:

The IUPAC name for the given molecule has to be assigned including the prefix cis- or trans-.

Concept Introduction:

IUPAC nomenclature for alkene:  There are about eight rules to be followed in giving IUPAC name for alkene.

  • The suffix –ane has to be replaced with the suffix –ene.  This is used to indicate the presence of double bond.
  • The longest continuous chain of carbon atoms has to be chosen that contains both carbon atoms of the double bond.
  • The parent carbon chain has to be numbered in a way so that the numbering begins at the end near to the double bond.  In case if the double bond is equidistant from both ends, then numbering has to be done from the end that is closer to substituents.
  • The position of the double bond has to be given a single number which is lower‑numbered carbon atom that is present in the double bond.
  • Suffixes like –diene, -triene, -tetrene, and so on are used when the compound contains more than one double bond.
  • In case of cycloalkenes which do not have any substitution, the numbering is not needed to locate the double bond because the bond is assumed to be between the carbons 1 and 2.
  • In case if substituents are present in cycloalkene, then the double‑bonded carbon atoms are numbered 1 and 2 in a direction where the substituent gets the lower number.
  • If the cycloalkenes contain more than one double bond, then one double bond is assigned the numbers 1 and 2 followed by the other double bond so that the lowest number possible is given.

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.  To indicate a double bond between carbon atom, double line is used.

If stereoisomers are possible for the alkene, the stereoinformation is shown in the IUPAC name by adding prefix cis- or trans- with respect to the groups present on the same side of double bond or opposite side of double bond.

(c)

Interpretation Introduction

Interpretation:

The IUPAC name for the given molecule has to be assigned including the prefix cis- or trans-.

Concept Introduction:

IUPAC nomenclature for alkene:  There are about eight rules to be followed in giving IUPAC name for alkene.

  • The suffix –ane has to be replaced with the suffix –ene.  This is used to indicate the presence of double bond.
  • The longest continuous chain of carbon atoms has to be chosen that contains both carbon atoms of the double bond.
  • The parent carbon chain has to be numbered in a way so that the numbering begins at the end near to the double bond.  In case if the double bond is equidistant from both ends, then numbering has to be done from the end that is closer to substituents.
  • The position of the double bond has to be given a single number which is lower‑numbered carbon atom that is present in the double bond.
  • Suffixes like –diene, -triene, -tetrene, and so on are used when the compound contains more than one double bond.
  • In case of cycloalkenes which do not have any substitution, the numbering is not needed to locate the double bond because the bond is assumed to be between the carbons 1 and 2.
  • In case if substituents are present in cycloalkene, then the double‑bonded carbon atoms are numbered 1 and 2 in a direction where the substituent gets the lower number.
  • If the cycloalkenes contain more than one double bond, then one double bond is assigned the numbers 1 and 2 followed by the other double bond so that the lowest number possible is given.

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.  To indicate a double bond between carbon atom, double line is used.

If stereoisomers are possible for the alkene, the stereoinformation is shown in the IUPAC name by adding prefix cis- or trans- with respect to the groups present on the same side of double bond or opposite side of double bond.

(d)

Interpretation Introduction

Interpretation:

The IUPAC name for the given molecule has to be assigned including the prefix cis- or trans-.

Concept Introduction:

IUPAC nomenclature for alkene:  There are about eight rules to be followed in giving IUPAC name for alkene.

  • The suffix –ane has to be replaced with the suffix –ene.  This is used to indicate the presence of double bond.
  • The longest continuous chain of carbon atoms has to be chosen that contains both carbon atoms of the double bond.
  • The parent carbon chain has to be numbered in a way so that the numbering begins at the end near to the double bond.  In case if the double bond is equidistant from both ends, then numbering has to be done from the end that is closer to substituents.
  • The position of the double bond has to be given a single number which is lower‑numbered carbon atom that is present in the double bond.
  • Suffixes like –diene, -triene, -tetrene, and so on are used when the compound contains more than one double bond.
  • In case of cycloalkenes which do not have any substitution, the numbering is not needed to locate the double bond because the bond is assumed to be between the carbons 1 and 2.
  • In case if substituents are present in cycloalkene, then the double‑bonded carbon atoms are numbered 1 and 2 in a direction where the substituent gets the lower number.
  • If the cycloalkenes contain more than one double bond, then one double bond is assigned the numbers 1 and 2 followed by the other double bond so that the lowest number possible is given.

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.  To indicate a double bond between carbon atom, double line is used.

If stereoisomers are possible for the alkene, the stereoinformation is shown in the IUPAC name by adding prefix cis- or trans- with respect to the groups present on the same side of double bond or opposite side of double bond.

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