(a) Interpretation: The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided. Concept introduction: Most of the trivial names of aldehydes are derived from the analogous carboxylic acids. For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring. To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

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Answer 1

Question

Chapter E, Problem E.22P

Interpretation Introduction

(a)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

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Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 f1 (ppm) Predicted 13C NMR Spectrum 100 f1 (ppm) 30 220 210 200 190 180 170 160 150 140 130 120 110 90 80 70 -26 60 50 40 46 30 20 115 10 1.0 0.9 0.8 0 -10

Answer 2

Question

Chapter E, Problem E.22P

Interpretation Introduction

(a)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

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Answer 3

Question

Chapter E, Problem E.22P

Interpretation Introduction

(a)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

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Answer 4

Question

Chapter E, Problem E.22P

Interpretation Introduction

(a)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

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Answer 5

Chapter E, Problem E.22P

Interpretation Introduction

(a)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(b)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Interpretation Introduction

(c)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Answer 6

Chapter E, Problem E.22P

Interpretation Introduction

(a)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Answer 7

Chapter E, Problem E.22P

Interpretation Introduction

(a)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The structure is to be drawn, and the correct IUPAC name for the given trivial name is to be provided.

Concept introduction:

Most of the trivial names of aldehydes are derived from the analogous carboxylic acids.

For a straight chain aldehyde, the carbonyl carbon gets number one. For cyclic aldehydes, the carbonyl carbon cannot be the part of the ring, and thus, it must be present outside the ring.

To write the IUPAC name of a compound, first it is important to determine the highest-priority functional group present that requires a suffix referring to Table E-1. The suffix al is used for aldehydes. Then the main chain or ring is to be determined that contains the highest-priority functional group. The next step is to number the main chain or ring such that carbon atoms involving the highest-priority functional group receive the lowest possible numbers. The locator number for the highest-priority functional group is written immediately before the suffix, unless redundant. All other functional groups in the molecule are treated as substituents and appear in the name as a prefix. Prefixes such as di, tri, tetra, etc., are used to indicate the number of identical substituents attached. The substituents are named in the alphabetical order.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. E - Prob. E.1P Ch. E - Prob. E.2P Ch. E - Prob. E.3P Ch. E - Prob. E.4P Ch. E - Prob. E.5P Ch. E - Prob. E.6P Ch. E - Prob. E.7P Ch. E - Prob. E.8P Ch. E - Prob. E.9P Ch. E - Prob. E.10P

Solution Summary: The author explains that the correct IUPAC name for the given trivial name is to be provided.

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