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Chapter 14: Q.21558-14-5P. (page 534)

How many NMR signals does each compound give?

a.

b.

c.

d.

Short Answer

Expert verified

a. 3

b. 4

c. 5

d. 3

Step by step solution

01

NMR spectroscopy

The chemical shift’s value of a proton depends on the type of atom attached to it. If it is attached to an electronegative atom, the value of the chemical shift increases.

02

 1H NMR signals in a and b

a.

The given compound has a plane of symmetry, as shown below.

Structure of a

Thus, the given compound has three types of protons, and it will give three signals.

b.

The given compound has four types of protons, and it will give four signals, as shown below.

Structure of b

03

 1H NMR signals in c and d

c.

The given compound has five types of protons, and it will give five signals, as shown below.

Structure of c

d.

The given compound has a plane of symmetry, as shown below.

Structure of d

Thus, the given compound has three types of protons, and it will give three signals.

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Most popular questions from this chapter

Question: How can you use 1H NMR spectroscopy to distinguish between CH2=C(Br)CO2CH3 and methyl (E)-3-bromopropenoate, BrCH=CHCO2CH3?

Question: Cyclohex-2-enone has two protons on its carbon-carbon double bond (labeled Ha and Hb ) and two protons on the carbon adjacent to the double bond (labeled Hc ). (a) If Jab = 11 Hz and Jbc = 4 Hz, sketch the splitting pattern observed for each proton on the hybridized carbons. (b) Despite the fact that Ha is located adjacent to an electron-withdrawing C=O, its absorption occurs up-field from the signal due to Hb(6.0 vs. 7.0 ppm). Offer an explanation.

How many peaks are observed in the 1HNMR signal for each proton shown in red in palau'amine, the complex chapter-opening molecule?

How many signals are present in the 1HNMR spectrum for each molecule? What splitting is observed in each signal?

a.

b.

c.

Which compounds give a 1H NMR spectrum with two signals in a ratio of 2:3?

a.

b.

c.

d.
See all solutions

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