T he expected product obtained for the given conversion should be determined. Concept introduction: Suzuki reaction: A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent . Heck reaction: A reaction that breaks the double bond of sa alkene and then joins the fragments . Organoborane compound: An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R ' B ( OR ) 2 . Coupling reaction: A reaction that joins two groups with a carbon-carbon bond.

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Answer 1

Question

Chapter 12, Problem 31P

(a)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(b)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(c)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Orghanoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(d)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of an alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

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2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled**

11:14 ... worksheets.beyondlabz.com 3. To check your predictions, click this link for Interpreting NMR Spectra 1. You will see a list of all the - compounds in the spectra library in alphabetical order by IUPAC name. Hovering over a name in the list will show the structure on the chalkboard. The four buttons on the top of the Spectra tab in the tray are used to select the different spectroscopic techniques for the selected compound. Make sure the NMR button has been selected. 4. Scroll through the list of names to find the names for the two compounds you have been given and click on the name to display the NMR spectrum for each. In the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated with each peak for each compound. Compare your answers to your predictions. **Not all slots must be filled** Peak Chemical Shift (d) Multiplicity 1 2 3 4 5

Answer 2

Question

Chapter 12, Problem 31P

(a)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(b)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(c)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Orghanoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(d)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of an alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

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Answer 3

Question

Chapter 12, Problem 31P

(a)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(b)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(c)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Orghanoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(d)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of an alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

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Answer 4

Question

Chapter 12, Problem 31P

(a)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(b)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(c)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Orghanoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(d)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of an alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

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Answer 5

Chapter 12, Problem 31P

(a)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(b)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(c)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Orghanoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

(d)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of an alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

Answer 6

Chapter 12, Problem 31P

(a)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

Answer 7

Chapter 12, Problem 31P

(a)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound:R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Orghanoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Orghanoboron reagent.

Heck reaction:

A reaction that breaks the double bond of sa alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

Answer 12

(d)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of an alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

Answer 13

(d)

Interpretation Introduction

Interpretation:

The expected product obtained for the given conversion should be determined.

Concept introduction:

Suzuki reaction:

A reaction that couples an aryl halide or vinyl halide with an Organoboron reagent.

Heck reaction:

A reaction that breaks the double bond of an alkene and then joins the fragments.

Organoborane compound:

An alkyl –organoboron compound, an alkenyl –Organoboron compound, or an aryl –Organoboron compound: R'B(OR)2.

Coupling reaction:

A reaction that joins two groups with a carbon-carbon bond.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 12.1 - Prob. 1P Ch. 12.2 - Which is more reactive an organolithium compound...Ch. 12.2 - Prob. 3P Ch. 12.3 - PROBLEM 6♦ Explain why tertiary alkyl halides...Ch. 12.3 - Muscalure is the sex attractant of the common...Ch. 12.3 - Prob. 8P Ch. 12.3 - Prob. 9P Ch. 12.3 - Prob. 10P Ch. 12.4 - Prob. 13P Ch. 12.4 - Prob. 14P

Solution Summary: The author explains Suzuki reaction, which couples an aryl halide with an Organoboron reagent. Heck reaction breaks the double bond of sa alkene and joins the fragments.

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Chapter 12 Solutions