a) Interpretation: The ranking of the substituent is to done from the following sets of 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

5. Compressibility (6 points total). The isothermal compressibility is a measure of how hard/easy it is to compress an object (how squishy is it?) at constant temperature. It is др defined as Br=-()=-(200²)T' (a) You might wonder why there is a negative sign in this formula. What does it mean when this quantity is positive and what does it mean when this quantity is negative? (b) Derive the formula for the isothermal compressibility of an ideal gas (it is very simple!) (c) Explain under what conditions for the ideal gas the compressibility is higher or lower, and why that makes sense.

Answer 1

Question

Chapter 5.SE, Problem 42AP

Interpretation Introduction

a)

Interpretation:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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

d)

Interpretation:

The ranking of the substituent is to done from the following sets of 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 2

Question

Chapter 5.SE, Problem 42AP

Interpretation Introduction

a)

Interpretation:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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

d)

Interpretation:

The ranking of the substituent is to done from the following sets of 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 42AP

Interpretation Introduction

a)

Interpretation:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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

d)

Interpretation:

The ranking of the substituent is to done from the following sets of 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 42AP

Interpretation Introduction

a)

Interpretation:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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

d)

Interpretation:

The ranking of the substituent is to done from the following sets of 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 42AP

Interpretation Introduction

a)

Interpretation:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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

d)

Interpretation:

The ranking of the substituent is to done from the following sets of 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 42AP

Interpretation Introduction

a)

Interpretation:

The ranking of the substituent is to done from the following sets of 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 42AP

Interpretation Introduction

a)

Interpretation:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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:

The ranking of the substituent is to done from the following sets of 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

Interpretation Introduction

d)

Interpretation:

The ranking of the substituent is to done from the following sets of 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 13

Interpretation Introduction

d)

Interpretation:

The ranking of the substituent is to done from the following sets of 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 14

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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 the Cahn-Ingold rules for assigning R and S configuration to the following molecules.

Chapter 5 Solutions