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Chapter 14: Q76P (page 680)

Identify the compound with a molecular formula C6H10O that gives the following DEPT 13C NMR spectrum:

Short Answer

Expert verified

The compound can be:

Step by step solution

01

DEPT spectrum

It is defined as Distortionless Enhancement by Polarization Transfer in which transfer of polarisation occurs from an excited nucleus to another. It is a type of double resonance program. In this, we can read the multiplicity directly by reducing CH coupling.

02

Identify compound from molecular formula

As per the given molecular formula we can find the number of carbon is 6 and hydrogen is 10 and the oxygen is present and the signal at 220 ppm shows the presence of the ketone having one methyl group and one CH group and three methylene groups.

03

Identify compound by DEPT spectra

As depicted by the DEPT the high-frequency signal is due to the methylene group and CH group showing these groups attached to carbonyl so the compound must be:

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Most popular questions from this chapter

Identify each of the following compounds from the 1H NMR data and molecular formula:

a.C4H8Br2: a 6H singlet at 1.97 ppm

a 2H singlet at 3.89 ppm

b. C8H9Br: a 3H doublet at 2.01 ppm

a 1H quartet at 5.14 ppm

a 5H broad singlet at 7.35 ppm

c. C5H10O2: a 3H triplet at 1.15 ppm

a 3H triplet at 1.25 ppm

a 2H quartet at 2.33 ppm

a 2H quartet at 4.13 ppm

How many signals are produced by each of the following compounds in its

a. 1H NMR spectrum?

b. 13C NMR spectrum?

Answer the following questions:

a. What is the relationship between chemical shift in ppm and operating frequency?

b. What is the relationship between chemical shift in hertz and operating frequency?

c. What is the relationship between coupling constant in hertz and operating frequency?

d. How does the operating frequency in NMR spectroscopy compare with the operating frequency in IR and UV/Vis spectroscopy?

Dr. N. M. Arr was called in to help analyze the 1 H NMR spectrum of a mixture of compounds known to contain only C, H, and Br. The mixture showed two singlets-one at 1.8 ppm and the other at 2.7 ppm-with relative integrals of 1: 6, respectively. Dr. Arr determined that the spectrum was that of a mixture of bromomethane and 2-Bromo-2-methylpropane. What was the ratio of bromomethane to 2-Bromo-2-methylpropane in the mixture?

Identify the compound with molecular formula C7H14O that gives the following proton-coupled 13C NMR spectrum:
See all solutions

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