a) Interpretation: Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned. Concept introduction: The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration. To orient: Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Question

(11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B Bond A Bond C a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. Weakest Bond Strongest Bond b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. c. (5pts) Use principles discussed in lecture, supported by relevant structures, to succinctly explain the why your part b (i) radical is more stable than your part b(ii) radical. Written explanation can be no more than one-two succinct sentence(s)!

Answer 1

Question

Chapter 5.SE, Problem 30VC

Interpretation Introduction

a)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

b)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

c)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

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(11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B Bond A Bond C a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. Weakest Bond Strongest Bond b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. c. (5pts) Use principles discussed in lecture, supported by relevant structures, to succinctly explain the why your part b (i) radical is more stable than your part b(ii) radical. Written explanation can be no more than one-two succinct sentence(s)!

. 3°C with TH 12. (10pts total) Provide the major product for each reaction depicted below. If no reaction occurs write NR. Assume heat dissipation is carefully controlled in the fluorine reaction. 3H 24 total (30) 24 21 2h • 6H total ● 8H total 34 래 Br2 hv major product will be most Substituted 12 hv Br NR I too weak of a participate in P-1 F₂ hv Statistically most favored product will be major = most subst = thermo favored hydrogen atom abstractor to LL F

Five chemistry project topic that does not involve practical

Answer 2

Question

Chapter 5.SE, Problem 30VC

Interpretation Introduction

a)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

b)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

c)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

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Answer 3

Question

Chapter 5.SE, Problem 30VC

Interpretation Introduction

a)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

b)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

c)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

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Answer 4

Question

Chapter 5.SE, Problem 30VC

Interpretation Introduction

a)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

b)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

c)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

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Answer 5

Chapter 5.SE, Problem 30VC

Interpretation Introduction

a)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

b)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Interpretation Introduction

c)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Answer 6

Chapter 5.SE, Problem 30VC

Interpretation Introduction

a)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Answer 7

Chapter 5.SE, Problem 30VC

Interpretation Introduction

a)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Answer 8

Interpretation Introduction

b)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Answer 9

Interpretation Introduction

b)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Answer 10

Interpretation Introduction

c)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Answer 11

Interpretation Introduction

c)

Interpretation:

Each drawing given in the problem is to be oriented so that the lowest ranked group is towards the rear and the configuration as R or S is to be assigned.

Concept introduction:

The groups attached to a chiral carbon are ranked based on the sequence rules. The molecule is oriented in such a way that the group of lowest ranking points directly away from the viewer. If a curved arrow drawn from the highest to second highest to third highest ranked substituent is clockwise, the chirality centre is assigned R configuration. If the arrow is anticlockwise it is assigned s configuration.

To orient:

Each drawing given in the problem so that the lowest ranked group is towards the rear and to assign the configuration as R or S.

Answer 12

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Answer 23

Ch. 5.2 - Prob. 1P Ch. 5.2 - Prob. 2P Ch. 5.2 - Prob. 3P Ch. 5.2 - Prob. 4P Ch. 5.3 - Is cocaine (Worked Example 5-2) dextrorotatory or...Ch. 5.3 - Prob. 6P Ch. 5.5 - Prob. 7P Ch. 5.5 - Prob. 8P Ch. 5.5 - Prob. 9P Ch. 5.5 - Assign R or S configuration to the chirality...

Solution Summary: The author explains how the groups attached to a chiral carbon are ranked based on the sequence rules.

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