a) Interpretation: R and S configuration is to be assigned to the molecules by re-orienting the substituent. Concept introduction: Rule 1: a) Higher atomic number precedes lower. b) An atom node duplicated closer to the root ranks higher than one duplicated further. Rule 2: Higher atomic mass number precedes lower. Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds. Rule 4: a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst). b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs. c) r precedes s . Rule 5: An atom or group with descriptor R has priority over its enantiomorph S .

Question

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Answer 1

Question

Chapter 5.SE, Problem 41AP

Interpretation Introduction

a)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

b)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

c)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

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9. The following reaction, which proceeds via the SN1/E1 mechanisms, gives three alkene products (A, B, C) as well as an ether (D). (a) Show how each product arises mechanistically. (b) For the alkenes, determine the major product and justify your answer. (c) What clues in the reaction as shown suggest that this reaction does not go by the SN2/E2 mechanism route? (CH3)2CH-CH-CH3 CH3OH 1 Bl CH3OH ⑧· (CH3)2 CH-CH=CH2 heat H ⑥③ (CH3)2 C = C = CH3 © СнЗ-С-Снаснз сна (CH 3 ) 2 C H G H CH 3 оснз

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Answer 2

Question

Chapter 5.SE, Problem 41AP

Interpretation Introduction

a)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

b)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

c)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

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Answer 3

Question

Chapter 5.SE, Problem 41AP

Interpretation Introduction

a)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

b)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

c)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

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Answer 4

Question

Chapter 5.SE, Problem 41AP

Interpretation Introduction

a)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

b)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

c)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

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Answer 5

Chapter 5.SE, Problem 41AP

Interpretation Introduction

a)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

b)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Interpretation Introduction

c)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Answer 6

Chapter 5.SE, Problem 41AP

Interpretation Introduction

a)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Answer 7

Chapter 5.SE, Problem 41AP

Interpretation Introduction

a)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Answer 8

Interpretation Introduction

b)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Answer 9

Interpretation Introduction

b)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Answer 10

Interpretation Introduction

c)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.

Answer 11

Interpretation Introduction

c)

Interpretation:

R and S configuration is to be assigned to the molecules by re-orienting the substituent.

Concept introduction:

Rule 1:

a) Higher atomic number precedes lower.

b) An atom node duplicated closer to the root ranks higher than one duplicated further.

Rule 2: Higher atomic mass number precedes lower.

Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.

Rule 4:

a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).

b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.

c) r precedes s.

Rule 5: An atom or group with descriptor R has priority over its enantiomorph 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 that R and S configuration is assigned to the molecules by re-orienting the substituent.

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