Organic Chemistry: Principles And Mechanisms (second Edition)
Organic Chemistry: Principles And Mechanisms (second Edition)
2nd Edition
ISBN: 9780393630749
Author: KARTY, Joel
Publisher: W. W. Norton & Company
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Chapter C, Problem C.11P
Interpretation Introduction

(a)

Interpretation:

The IUPAC name of the given compound is to be determined.

Concept introduction:

In a Fischer projection, the vertical bonds point away from the observer while the horizontal points towards the observer. If the fourth priority group, attached to a chiral center is on a vertical bond, then the configuration of that chiral center is decided by the clockwise or counterclockwise direction of the groups having first, second, and third priority. If the fourth priority group, attached to a chiral center, is on a horizontal bond, then the configuration of that chiral center is reversed as compared to the one shown by the clockwise or counterclockwise direction of the groups having first, second, and third priority. When assigning priorities to substituents, the atom having the greater atomic number has higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets 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.

Interpretation Introduction

(b)

Interpretation:

The IUPAC name of the given compound is to be determined.

Concept introduction:

In a Fischer projection, the vertical bonds point away from the observer while the horizontal point towards the observer. If the fourth priority group, attached to a chiral center, is on a vertical bond, the configuration of that chiral center is decided by the clockwise or counterclockwise direction of the groups having first, second, and third priority. If the fourth priority group, attached to a chiral center, is on a horizontal bond, then the configuration of that chiral center is reversed as compared to the one shown by the clockwise or counterclockwise direction of the groups having first, second, and third priority. When assigning priorities to substituents, the atom having the greater atomic number has higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets 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.

Interpretation Introduction

(c)

Interpretation:

The IUPAC name of the given compound is to be determined.

Concept introduction:

In a Fischer projection, the vertical bonds point away from the observer while the horizontal point towards the observer. If the fourth priority group, attached to a chiral center, is on a vertical bond, then the configuration of that chiral center is decided by the clockwise or counterclockwise direction of the groups having first, second, and third priority. If the fourth priority group, attached to a chiral center, is on a horizontal bond, then the configuration of that chiral center is reversed as compared to the one shown by the clockwise or counterclockwise direction of the groups having first, second, and third priority. When assigning priorities to substituents, the atom having the greater atomic number has higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets 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.

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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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