ORG CHEM W/ EBOOK & SW5 + STUDY GUIDE
ORG CHEM W/ EBOOK & SW5 + STUDY GUIDE
2nd Edition
ISBN: 9780393666144
Author: KARTY
Publisher: NORTON
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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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1. Answer the questions about the following reaction: (a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this reaction. Be sure to include any relevant stereochemistry in the product structure. + SK F Br + (b) In which solvent would this reaction proceed the fastest (Circle one) Methanol Acetone (c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest other products that are formed? Draw them in the box provided.
3. For the reactions below, draw the arrows corresponding to the transformations and draw in the boxes the reactants or products as indicated. Note: Part A should have arrows drawn going from the reactants to the middle structure and the arrows on the middle structure that would yield the final structure. For part B, you will need to draw in the reactant before being able to draw the arrows corresponding to product formation. A. B. Rearrangement ΘΗ
2. Draw the arrows required to make the following reactions occur. Please ensure your arrows point from exactly where you want to exactly where you want. If it is unclear from where arrows start or where they end, only partial credit will be given. Note: You may need to draw in lone pairs before drawing the arrows. A. B. H-Br 人 C Θ CI H Cl Θ + Br O
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