To draw: The reactions that took place and the product formed. Interpretation: The reactions that took place are to be drawn and the product formed is to be shown. Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives information about the molecular formula. Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.

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Answer 1

Question

Chapter 12, Problem 12.26SP

(a)

Interpretation Introduction

To draw: The reactions that took place and the product formed.

Interpretation: The reactions that took place are to be drawn and the product formed is to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives information about the molecular formula.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.

(b)

Interpretation Introduction

To determine: Whether the molecular ion is or is not visible in the mass spectrum and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101.

Interpretation: Whether the molecular ion is or is not visible in the mass spectrum is to be explained and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101 are to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives us the information about the molecular formula as well.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak with having an even mass number corresponding to the loss of an even mass number.

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The following gas chromatogram was obtained after a dehydration reaction of 2-methylcyclohexanol. a. Write the reaction of 2-methylcyclohexanol with phosphoric acid to produce three alkenes. b. Rank the alkene products in order of increasing stability (1 = least, 3 = most). c. Using Zaitsev’s rule to interpret the GC, record the retention time of each product.

PREPARATION OF n-PROPYL PROPANOATE Q1) How can you tell, by looking at the refluxing set-up, that the reaction between n-propanol and propionic acid is over? Q2) When assembling the distillation set-up, why is it important to place the tip of the thermometer at the same height as the exit to the side arm of the round-bottom flask?

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Answer 2

Question

Chapter 12, Problem 12.26SP

(a)

Interpretation Introduction

To draw: The reactions that took place and the product formed.

Interpretation: The reactions that took place are to be drawn and the product formed is to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives information about the molecular formula.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.

(b)

Interpretation Introduction

To determine: Whether the molecular ion is or is not visible in the mass spectrum and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101.

Interpretation: Whether the molecular ion is or is not visible in the mass spectrum is to be explained and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101 are to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives us the information about the molecular formula as well.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak with having an even mass number corresponding to the loss of an even mass number.

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Answer 3

Question

Chapter 12, Problem 12.26SP

(a)

Interpretation Introduction

To draw: The reactions that took place and the product formed.

Interpretation: The reactions that took place are to be drawn and the product formed is to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives information about the molecular formula.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.

(b)

Interpretation Introduction

To determine: Whether the molecular ion is or is not visible in the mass spectrum and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101.

Interpretation: Whether the molecular ion is or is not visible in the mass spectrum is to be explained and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101 are to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives us the information about the molecular formula as well.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak with having an even mass number corresponding to the loss of an even mass number.

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Answer 4

Question

Chapter 12, Problem 12.26SP

(a)

Interpretation Introduction

To draw: The reactions that took place and the product formed.

Interpretation: The reactions that took place are to be drawn and the product formed is to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives information about the molecular formula.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.

(b)

Interpretation Introduction

To determine: Whether the molecular ion is or is not visible in the mass spectrum and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101.

Interpretation: Whether the molecular ion is or is not visible in the mass spectrum is to be explained and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101 are to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives us the information about the molecular formula as well.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak with having an even mass number corresponding to the loss of an even mass number.

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Answer 5

Chapter 12, Problem 12.26SP

(a)

Interpretation Introduction

To draw: The reactions that took place and the product formed.

Interpretation: The reactions that took place are to be drawn and the product formed is to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives information about the molecular formula.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.

(b)

Interpretation Introduction

To determine: Whether the molecular ion is or is not visible in the mass spectrum and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101.

Interpretation: Whether the molecular ion is or is not visible in the mass spectrum is to be explained and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101 are to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives us the information about the molecular formula as well.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak with having an even mass number corresponding to the loss of an even mass number.

Answer 6

Chapter 12, Problem 12.26SP

(a)

Interpretation Introduction

To draw: The reactions that took place and the product formed.

Interpretation: The reactions that took place are to be drawn and the product formed is to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives information about the molecular formula.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.

Answer 7

Chapter 12, Problem 12.26SP

(a)

Interpretation Introduction

To draw: The reactions that took place and the product formed.

Interpretation: The reactions that took place are to be drawn and the product formed is to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives information about the molecular formula.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.

Answer 8

(b)

Interpretation Introduction

To determine: Whether the molecular ion is or is not visible in the mass spectrum and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101.

Interpretation: Whether the molecular ion is or is not visible in the mass spectrum is to be explained and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101 are to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives us the information about the molecular formula as well.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak with having an even mass number corresponding to the loss of an even mass number.

Answer 9

(b)

Interpretation Introduction

To determine: Whether the molecular ion is or is not visible in the mass spectrum and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101.

Interpretation: Whether the molecular ion is or is not visible in the mass spectrum is to be explained and the ions which are likely to be responsible for the strong peaks at m/z 59 and 101 are to be shown.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives us the information about the molecular formula as well.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak with having an even mass number corresponding to the loss of an even mass number.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 12.3 - Complete the following conversion table. (cm1)...Ch. 12.5 - Which of the bonds shown in red are expected to...Ch. 12.7C - For each hydrocarbon spectrum, determine whether...Ch. 12.9A - Spectra are given for three compounds. Each...Ch. 12.10 - The infrared spectra for three compounds are...Ch. 12.12 - Prob. 12.6P Ch. 12.14B - Identify which of these four mass spectra indicate...Ch. 12.15A - Show the fragmentation that accounts for the...Ch. 12.15A - Show the fragmentations that give rise to the...Ch. 12.15B - Ethers are not easily differentiated by their...

Solution Summary: The author explains that mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives information about the molecule. Fragmentation gives resonance stabilized cations whenever possible.

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