(a) Interpretation: The compound A ( C 9 H 13 NO ) is to be identified by the use of given spectroscopy data. Concept introduction: NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

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Answer 1

Question

Chapter 23, Problem 23.71AP

Interpretation Introduction

(a)

Interpretation:

The compound A (C9H13NO) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(b)

Interpretation:

The compound B (C6H16N2) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(c)

Interpretation:

The compound C (C6H13N) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

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Compound C has the molecular formula C5H8O. The IR, 1H, 13C, and DEPT NMR spectra of this compound are shown below. (a) Calculate the double bond equivalent of compound C and briefly explain what the values obtains represents. Interpret the IR spectrum. (b) Based on the information provided, determine the structure of compound D.

Compounds A and B are isomers having the molecular formula C4H8O3. Identify A and B on the basis of their 1H NMR spectra.Compound A: δ 1.3 (3H, triplet); 3.6 (2H, quartet); 4.1 (2H, singlet); 11.1 (1H, broad singlet)Compound B: δ 2.6 (2H, triplet); 3.4 (3H, singlet); 3.7 (2H triplet); 11.3 (1H, broad singlet)

Treatment of 1,3,6-cyclononatriene (Compound 1), or its dimethyl derivative (Compound 2), with potassium amide (KNH₂) in liquid ammonia results in the formation of anion 1a or 2a, respectively (J. Am. Chem. Soc. 1973, 95, 3437-3438): 9 15.85a 2 6 3 4 5 Compound 1 (R=H) Compound 2 (R=CH3) * You answer is incorrect. KNH₂ KNH₂ 1a (anion) 2a (anion) Of the following, which is NOT one of the four resonance structures of 1a?

Answer 2

Question

Chapter 23, Problem 23.71AP

Interpretation Introduction

(a)

Interpretation:

The compound A (C9H13NO) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(b)

Interpretation:

The compound B (C6H16N2) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(c)

Interpretation:

The compound C (C6H13N) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

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Answer 3

Question

Chapter 23, Problem 23.71AP

Interpretation Introduction

(a)

Interpretation:

The compound A (C9H13NO) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(b)

Interpretation:

The compound B (C6H16N2) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(c)

Interpretation:

The compound C (C6H13N) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

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Answer 4

Question

Chapter 23, Problem 23.71AP

Interpretation Introduction

(a)

Interpretation:

The compound A (C9H13NO) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(b)

Interpretation:

The compound B (C6H16N2) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(c)

Interpretation:

The compound C (C6H13N) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

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Answer 5

Chapter 23, Problem 23.71AP

Interpretation Introduction

(a)

Interpretation:

The compound A (C9H13NO) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(b)

Interpretation:

The compound B (C6H16N2) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Interpretation Introduction

(c)

Interpretation:

The compound C (C6H13N) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Answer 6

Chapter 23, Problem 23.71AP

Interpretation Introduction

(a)

Interpretation:

The compound A (C9H13NO) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Answer 7

Chapter 23, Problem 23.71AP

Interpretation Introduction

(a)

Interpretation:

The compound A (C9H13NO) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The compound B (C6H16N2) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The compound B (C6H16N2) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The compound C (C6H13N) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The compound C (C6H13N) is to be identified by the use of given spectroscopy data.

Concept introduction:

NMR spectroscopy is a technique used to determine the unique structure of the compounds. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is known as a proton in the NMR spectroscopy. The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 23 - Prob. 23.1P Ch. 23 - Prob. 23.2P Ch. 23 - Prob. 23.3P Ch. 23 - Prob. 23.4P Ch. 23 - Prob. 23.5P Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - Prob. 23.8P Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

Solution Summary: The author explains that NMR spectroscopy identifies the carbon-hydrogen bonding of an organic compound.

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