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Chapter 13: Q.12P (page 671)

Draw a splitting tree, similar to Figures 13-32 and 13-33, for proton Hc in styrene. What is the chemical shift of proton Hc?

Short Answer

Expert verified

Answer

The splitting tree is:

The signal Hc is split ( Jac =11HZ) by coupling with Haand further split( Jbc =2HZ) by coupling with Hb .

Step by step solution

01

Styrene

The phenomenon of splitting of a single peak into various peaks is known as slitting of signals. Non-equivalent protons on adjacent carbon atoms give rise to splitting of signals. The chemical formula of styrene is C8H8 and its structure is shown below.

Structure of styrene

02

Explanation

The chemical shift (未) of proton Hc in styrene is 3.2ppm and the splitting tree for proton is shown below.

Splitting tree

The signal Hc is split ( Jac =11HZ) by coupling with Haand further split( Jbc =2HZ) by coupling with Hb .

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Most popular questions from this chapter

A small pilot was adding bromine across the double bond of but-2-ene to make 2,3-dibromobutane. A controller malfunction allowed the reaction temperature to rise beyond safe limits. A careful distillation of the product showed that several impurities had formed, including the one having the NMR spectra that appear below. Determine its structure and assign the peaks to the protons in your structure.

Sets of spectra are given for two compounds. For each set,

(1) Look at each spectrum individually and list the structural characteristics you can determine from that spectrum.

(2) Look ar the set of spectraas a group and purpose a tentative structure.

(3) Verify that your proposed structure accounts for the major features of each spectrum. The solution for compound 1 is given after the problem but go as far as you can before looking at the solution.

The three isomers of dichlorobenzene are commonly named ortho-chlorobenzene, meta-chlorobenzene, and para-chlorobenzene. These three isomers are difficult to distinguish using proton NMR, but they are instantly identifiable using 13C NMR

(a)Describe how carbon NMR distinguishes these three isomers.
(b)Explain why they are difficult to distinguish using proton NMR.

Different types of protons and carbons in alkanes tend to absorb at similar chemical shifts, making structure determination difficult. Explain how the among the following four isomerNMR spectrum, including the DEPT technique, would allow you to distinguish.

Determine the number of different kinds of protons in each compounds

  1. 1-bromopropane (b) 2-bromopropane
  2. 2,2-dimethylpropane (d) 2,2-dimethylpentane
  3. (e) 1-chloro-4-methylbenzene (f) 1-chloro-2-methylbenzene
See all solutions

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