Organic Chemistry: Principles And Mechanisms
Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393663549
Author: KARTY, Joel
Publisher: W. W. Norton and Company
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Chapter 5, Problem 5.51P
Interpretation Introduction

(a)

Interpretation:

Zigzag conformation of the given molecule is to be drawn.

Concept introduction:

A zigzag conformation of an acyclic molecule is a representation in which the root carbon chain is represented by a zigzag line in the plane of the paper, and the substituents are shown above or below the plane by using wedge and dash bonds.

If the OH groups on adjacent asymmetric carbon atoms are on the same side in the Fischer projection, they appear on opposite sides in the zigzag conformation – one of them on a dash bond and the other on a wedge bond. If they are on the opposite sides in the Fischer projection, they appear on the same side in the zigzag conformation, both on dash bonds or both on wedge bonds.

Interpretation Introduction

Interpretation:

(b)

Zigzag conformation of the given molecule is to be drawn.

Concept introduction:

A zigzag conformation of an acyclic molecule is a representation in which the root carbon chain is represented by a zigzag line in the plane of the paper, and the substituents are shown above or below the plane by using wedge and dash bonds.

If the OH groups on adjacent asymmetric carbon atoms are on the same side in the Fischer projection, they appear on opposite sides in the zigzag conformation – one of them on a dash bond and the other on a wedge bond. If they are on the opposite sides in the Fischer projection, they appear on the same side in the zigzag conformation, both on dash bonds or both on wedge bonds.

Interpretation Introduction

Interpretation:

(c)

Zigzag conformation of the given molecule is to be drawn.

Concept introduction:

A zigzag conformation of an acyclic molecule is a representation in which the root carbon chain is represented by a zigzag line in the plane of the paper, and the substituents are shown above or below the plane by using wedge and dash bonds.

If the OH groups on adjacent asymmetric carbon atoms are on the same side in the Fischer projection, they appear on opposite sides in the zigzag conformation – one of them on a dash bond and the other on a wedge bond. If they are on the opposite sides in the Fischer projection, they appear on the same side in the zigzag conformation, both on dash bonds or both on wedge bonds.

Interpretation Introduction

Interpretation:

(d)

Zigzag conformation of the given molecule is to be drawn.

Concept introduction:

A zigzag conformation of an acyclic molecule is a representation in which the root carbon chain is represented by a zigzag line in the plane of the paper, and the substituents are shown above or below the plane by using wedge and dash bonds.

If the OH groups on adjacent asymmetric carbon atoms are on the same side in the Fischer projection, they appear on opposite sides in the zigzag conformation – one of them on a dash bond and the other on a wedge bond. If they are on the opposite sides in the Fischer projection, they appear on the same side in the zigzag conformation, both on dash bonds or both on wedge bonds.

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9 7 8 C 9 8 200 190 B 5 A -197.72 9 8 7 15 4 3 0: ང་ 200 190 180 147.52 134.98 170 160 150 140 130 120 110 100 90 90 OH 10 4 3 1 2 -143.04 140. 180 170 160 150 140 130 120 110 100 90 CI 3 5 1 2 141.89 140.07 200 190 180 170 160 150 140 130 120 110 100 ៖- 90 129. 126.25 80 70 60 -60 50 40 10 125.19 -129.21 80 70 3.0 20 20 -8 60 50 10 ppm -20 40 128.31 80 80 70 60 50 40 40 -70.27 3.0 20 10 ppm 00˚0-- 77.17 30 20 20 -45.36 10 ppm -0.00 26.48 22.32 ―30.10 ―-0.00
Assign all the carbons
C 5 4 3 CI 2 the Righ B A 5 4 3 The Lich. OH 10 4 5 3 1 LOOP- -147.52 T 77.17 -45.36 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm B -126.25 77.03 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm 200 190 180 170 160 150 140 130 120 110 100 90 80 TO LL <-50.00 70 60 50 40 30 20 10 ppm 45.06 30.18 -26.45 22.36 --0.00 45.07 7.5 1.93 2.05 -30.24 -22.36 C A 7 8 5 ° 4 3 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm 9 8 5 4 3 ཡི་ OH 10 2 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 5 4 3 2 that th 7 I 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 115 2.21 4.00 1.0 ppm 6.96 2.76 5.01 1.0 ppm 6.30 1.00

Chapter 5 Solutions

Organic Chemistry: Principles And Mechanisms

Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Prob. 5.13PCh. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Prob. 5.18PCh. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Prob. 5.24PCh. 5 - Prob. 5.25PCh. 5 - Prob. 5.26PCh. 5 - Prob. 5.27PCh. 5 - Prob. 5.28PCh. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Prob. 5.38PCh. 5 - Prob. 5.39PCh. 5 - Prob. 5.40PCh. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Prob. 5.46PCh. 5 - Prob. 5.47PCh. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.52PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Prob. 5.56PCh. 5 - Prob. 5.57PCh. 5 - Prob. 5.58PCh. 5 - Prob. 5.59PCh. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - Prob. 5.66PCh. 5 - Prob. 5.67PCh. 5 - Prob. 5.68PCh. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Prob. 5.72PCh. 5 - Prob. 5.73PCh. 5 - Prob. 5.74PCh. 5 - Prob. 5.75PCh. 5 - Prob. 5.76PCh. 5 - Prob. 5.77PCh. 5 - Prob. 5.78PCh. 5 - Prob. 5.79PCh. 5 - Prob. 5.1YTCh. 5 - Prob. 5.2YTCh. 5 - Prob. 5.3YTCh. 5 - Prob. 5.4YTCh. 5 - Prob. 5.5YTCh. 5 - Prob. 5.6YTCh. 5 - Prob. 5.7YTCh. 5 - Prob. 5.8YTCh. 5 - Prob. 5.9YTCh. 5 - Prob. 5.10YTCh. 5 - Prob. 5.11YTCh. 5 - Prob. 5.12YTCh. 5 - Prob. 5.13YTCh. 5 - Prob. 5.14YTCh. 5 - Prob. 5.15YTCh. 5 - Prob. 5.16YTCh. 5 - Prob. 5.17YT
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