(a) Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center. Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p -toluenesulfonyl chloride ( TsCl ) in the presence of pyridine. The overall reaction converts − OH (a poor leaving group) into − OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

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Answer 1

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Chapter 9.13, Problem 23P

Interpretation Introduction

(a)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Interpretation Introduction

(b)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

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1. Calculate the accurate monoisotopic mass (using all 1H, 12C, 14N, 160 and 35CI) for your product using the table in your lab manual. Don't include the Cl, since you should only have [M+H]*. Compare this to the value you see on the LC-MS printout. How much different are they? 2. There are four isotopic peaks for the [M+H]* ion at m/z 240, 241, 242 and 243. For one point of extra credit, explain what each of these is and why they are present. 3. There is a fragment ion at m/z 184. For one point of extra credit, identify this fragment and confirm by calculating the accurate monoisotopic mass. 4. The UV spectrum is also at the bottom of your printout. For one point of extra credit, look up the UV spectrum of bupropion on Google Images and compare to your spectrum. Do they match? Cite your source. 5. For most of you, there will be a second chromatographic peak whose m/z is 74 (to a round number). For one point of extra credit, see if you can identify this molecule as well and confirm by…

Please draw, not just describe!

can you draw each step on a piece of a paper please this is very confusing to me

Answer 2

Question

Chapter 9.13, Problem 23P

Interpretation Introduction

(a)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Interpretation Introduction

(b)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

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Answer 3

Question

Chapter 9.13, Problem 23P

Interpretation Introduction

(a)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Interpretation Introduction

(b)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

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Answer 4

Question

Chapter 9.13, Problem 23P

Interpretation Introduction

(a)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Interpretation Introduction

(b)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

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Answer 5

Chapter 9.13, Problem 23P

Interpretation Introduction

(a)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Interpretation Introduction

(b)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Answer 6

Chapter 9.13, Problem 23P

Interpretation Introduction

(a)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Answer 7

Chapter 9.13, Problem 23P

Interpretation Introduction

(a)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Answer 8

Interpretation Introduction

(b)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Answer 9

Interpretation Introduction

(b)

Interpretation: The products of the given reaction are to be drawn by indicating the stereochemistry at any stereogenic center.

Concept introduction: Alcohols are converted into alkyl tosylates by treatment with p-toluenesulfonyl chloride (TsCl) in the presence of pyridine. The overall reaction converts −OH (a poor leaving group) into −OTs (a good leaving group). The stereochemistry of the reaction is retention of configuration.

Answer 10

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Answer 13

Ch. 9.1 - Problem 9.1 Label each ether and alcohol in...Ch. 9.3 - Give the IUPAC name for each compound.Ch. 9.3 - Problem 9.3 Give the structure corresponding to...Ch. 9.3 - Name each of the following ethers.Ch. 9.3 - Name each epoxide. a. (two ways) b. c. (two...Ch. 9.6 - Problem 9.8 Draw the organic product of each...Ch. 9.6 - Prob. 9P Ch. 9.6 - Problem 9.10 Draw the products of each reaction. ...Ch. 9.8 - Problem 9.11 Draw the products formed when each...Ch. 9.8 - Prob. 12P

Solution Summary: The author explains that the products of the given reaction are drawn by indicating the stereochemistry at any stereogenic center.

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