ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
9th Edition
ISBN: 9780137249442
Author: Wade
Publisher: INTER PEAR
Question
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Chapter 20, Problem 20.40SP

(a)

Interpretation Introduction

Interpretation:

The structure of the compound on the basis of NMR spectrum having molecular formula C9H10O2 is to be stated.

Concept introduction:

Nuclear magnetic resonance is an analytical technique used to evaluate the chemical structure, molecular formula, arrangement of atoms in the structures and purity of the compound. It is one of the most useful techniques. It works on the principle of spins of atomic nuclei. Hydrogen atom must present in the compound for taking proton NMR spectrum because splitting of peaks occur according to the position of hydrogen atoms.

(b)

Interpretation Introduction

Interpretation:

The structure of the compound on the basis of NMR spectrum having molecular formula C4H6O2 is to be shown.

Concept introduction:

Nuclear magnetic resonance is an analytical technique used to evaluate the chemical structure, molecular formula, arrangement of atoms in the structures and purity of the compound. It is one of the most useful techniques. It works on the principle of spins of atomic nuclei. Hydrogen atom must present in the compound for taking proton NMR spectrum because splitting of peaks occur according to the position of hydrogen atoms.

(c)

Interpretation Introduction

Interpretation:

The structure of the compound on the basis of NMR spectrum having molecular formula C6H10O2 is to be shown.

Concept introduction:

Nuclear magnetic resonance is an analytical technique used to evaluate the chemical structure, molecular formula, arrangement of atoms in the structures and purity of the compound. It is one of the most useful techniques. It works on the principle of spins of atomic nuclei. Hydrogen atom must present in the compound for taking proton NMR spectrum because splitting of peaks occur according to the position of hydrogen atoms.

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Treatment of 2-methylpropanenitrile [(CH3)2CHCN] with CH3CH2CH2MgBr, followed by aqueous acid, affords compound V, which has molecular formula C7H14O. V has a strong absorption in its IR spectrum at 1713 cm−1, and gives the following 1H NMR data: 0.91 (triplet, 3 H), 1.09 (doublet, 6 H), 1.6 (multiplet, 2 H), 2.43 (triplet, 2 H), and 2.60 (septet, 1 H) ppm. What is the structure of V? We will learn about this reaction in Chapter 20.
Treatment of 2-methylpropanenitrile [(CH3)2CHCN] withCH3CH2CH2MgBr, followed by aqueous acid, affords compound V, whichhas molecular formula C7H14O. V has a strong absorption in its IRspectrum at 1713 cm−1, and gives the following 1H NMR data: 0.91(triplet, 3 H), 1.09 (doublet, 6 H), 1.6 (multiplet, 2 H), 2.43 (triplet, 2 H), and2.60 (septet, 1 H) ppm. What is the structure of V?
Compound 1 has molecular formula C7H15Cl. It shows two signals in the 1H-NMR spectrum, one at 1.08 ppm and one at 1.59 ppm. The relative integrals of these two signals are 3 and 2, respectively. Propose structures for compound 1, explaining how you reach your conclusion.

Chapter 20 Solutions

ORGANIC CHEMISTRY MASTERINGCHEM ACCESS

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