Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter F, Problem F.15P
Interpretation Introduction

(a)

Interpretation:

The structure of the given molecule is to be drawn.

Concept introduction:

The structure of a compound is drawn from its IUPAC name. The IUPAC name is made up of three parts, prefix, root, and suffix. The suffix indicates the highest priority functional group present in the structure. Its location is written as a prefix for the functional group name, unless redundant. The root is the longest continuous carbon chain or the largest ring that includes the highest priority functional group. Any other functional groups present are listed alphabetically as prefixes along with their locants. For cyclic compounds, the numbering starts from that carbon where the highest priority group is attached.

If any chiral carbons are present, their absolute configurations are specified at the start, along with the carbon number, if necessary. Similarly, the stereochemistry (E/Z) of any double bond is also specified at the start. A di, tri, etc., before a prefix or suffix, indicates the number of instances of that functional group.

Interpretation Introduction

(b)

Interpretation:

The structure of the given molecule is to be drawn.

Concept introduction:

The structure of a compound is drawn from its IUPAC name. The IUPAC name is made up of three parts, prefix, root, and suffix. The suffix indicates the highest priority functional group present in the structure. Its location is written as a prefix for the functional group name, unless redundant. The root is the longest continuous carbon chain or the largest ring that includes the highest priority functional group. Any other functional groups present are listed alphabetically as prefixes along with their locants. For cyclic compounds, the numbering starts from that carbon where the highest priority group is attached. If any chiral carbons are present, their absolute configurations are specified at the start, along with the carbon number, if necessary. Similarly, the stereochemistry (E/Z) of any double bond is also specified at the start. A di, tri, etc., before a prefix or suffix, indicates the number of instances of that functional group.

Interpretation Introduction

(c)

Interpretation:

The structure of the given molecule is to be drawn.

Concept introduction:

The structure of a compound is drawn from its IUPAC name. The IUPAC name is made up of three parts, prefix, root, and suffix. The suffix indicates the highest priority functional group present in the structure. Its location is written as a prefix for the functional group name, unless redundant. The root is the longest continuous carbon chain or the largest ring that includes the highest priority functional group. Any other functional groups present are listed alphabetically as prefixes along with their locants. For cyclic compounds, the numbering starts from that carbon where the highest priority group is attached.

If any chiral carbons are present, their absolute configurations are specified at the start, along with the carbon number, if necessary. Similarly, the stereochemistry (E/Z) of any double bond is also specified at the start. A di, tri, etc., before a prefix or suffix, indicates the number of instances of that functional group.

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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 40 0 DEPT 135 T 200 160 120 80 40 0 Draw the unknown amide. Select Dow Templates More Frage
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