The product of the given reaction is to be predicted. Concept introduction: Alkenes undergo electrophilic addition of hydrogen halides across the double bonded carbon atoms. The first step is the addition of proton to the least substituted carbon atom of the double bond to generate the most stable carbocation intermediate. This addition of proton takes place according to Markovnikov’s rule. In the second coordination step, electrophilic addition reactions tend to be irreversible and generally take place under kinetic control.

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Chapter 11, Problem 11.3P

Interpretation Introduction

Interpretation:

The product of the given reaction is to be predicted.

Concept introduction:

Alkenes undergo electrophilic addition of hydrogen halides across the double bonded carbon atoms. The first step is the addition of proton to the least substituted carbon atom of the double bond to generate the most stable carbocation intermediate. This addition of proton takes place according to Markovnikov’s rule. In the second coordination step, electrophilic addition reactions tend to be irreversible and generally take place under kinetic control.

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Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled**

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О δα HO- H -Br δα HO-- + + -Br [B] 8+ HO- -Br δα न