It is to be determined, if the product which is not capable of cis-trans isomerism, was obtained from dianion A or B shown in the reaction. Concept Introduction: Dianion can be prepared from alpha halogenated carboxylic acids by double deprotonation using strong bases such as LDA or KNH 2 in ammonia. However, the dianion formed has carbanionic character and it can potentially act as a nucleophile to create a new carbon-carbon single bond. A new carbon-carbon single bond in these reactions is formed between the carbon atom bearing the halogen atom in the given alkyl halide and the carbanion in the dianion of the given carboxylic acid . Two substituents attached on the ring can be oriented above the ring or below the ring and thus, they will exhibit cis-trans isomerism.

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Answer 1

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 21, Problem 63DSP

Interpretation Introduction

Interpretation:

It is to be determined, if the product which is not capable of cis-trans isomerism, was obtained from dianion A or B shown in the reaction.

Concept Introduction:

Dianion can be prepared from alpha halogenated carboxylic acids by double deprotonation using strong bases such as LDA or KNH2 in ammonia.

However, the dianion formed has carbanionic character and it can potentially act as a nucleophile to create a new carbon-carbon single bond.

A new carbon-carbon single bond in these reactions is formed between the carbon atom bearing the halogen atom in the given alkyl halide and the carbanion in the dianion of the given carboxylic acid.

Two substituents attached on the ring can be oriented above the ring or below the ring and thus, they will exhibit cis-trans isomerism.

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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

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 21, Problem 63DSP

Interpretation Introduction

Interpretation:

It is to be determined, if the product which is not capable of cis-trans isomerism, was obtained from dianion A or B shown in the reaction.

Concept Introduction:

Dianion can be prepared from alpha halogenated carboxylic acids by double deprotonation using strong bases such as LDA or KNH2 in ammonia.

However, the dianion formed has carbanionic character and it can potentially act as a nucleophile to create a new carbon-carbon single bond.

A new carbon-carbon single bond in these reactions is formed between the carbon atom bearing the halogen atom in the given alkyl halide and the carbanion in the dianion of the given carboxylic acid.

Two substituents attached on the ring can be oriented above the ring or below the ring and thus, they will exhibit cis-trans isomerism.

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Check out a sample textbook solution

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 21, Problem 63DSP

Interpretation Introduction

Interpretation:

It is to be determined, if the product which is not capable of cis-trans isomerism, was obtained from dianion A or B shown in the reaction.

Concept Introduction:

Dianion can be prepared from alpha halogenated carboxylic acids by double deprotonation using strong bases such as LDA or KNH2 in ammonia.

However, the dianion formed has carbanionic character and it can potentially act as a nucleophile to create a new carbon-carbon single bond.

A new carbon-carbon single bond in these reactions is formed between the carbon atom bearing the halogen atom in the given alkyl halide and the carbanion in the dianion of the given carboxylic acid.

Two substituents attached on the ring can be oriented above the ring or below the ring and thus, they will exhibit cis-trans isomerism.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 21, Problem 63DSP

Interpretation Introduction