Out of the three alkyl halides given, the one that is most reactive towards potassium iodide in acetone is to be determined and the reason is to be explained. The two isomers that differ in reactivity by a factor of two are to be determined, and the one which is more reactive out of them is to be determined. The reason for the higher reactivity of that isomer is to be explained. Concept introduction: In a S N 2 reaction, the attack of the nucleophile on the alkyl halide takes place from the side opposite to the bond by which the leaving group is attached. This attack is sterically hindered by alkyl substituents that are attached to the carbon atom that is being attacked. In general, S N 2 reactions of alkyl halides show the following dependence of rate on structure: primary > secondary > tertiary

Question

Want to see the full answer?

Answer 1

Question

Chapter 6, Problem 26P

Interpretation Introduction

Interpretation:

Out of the three alkyl halides given, the one that is most reactive towards potassium iodide in acetone is to be determined and the reason is to be explained. The two isomers that differ in reactivity by a factor of two are to be determined, and the one which is more reactive out of them is to be determined. The reason for the higher reactivity of that isomer is to be explained.

Concept introduction:

In a SN2 reaction, the attack of the nucleophile on the alkyl halide takes place from the side opposite to the bond by which the leaving group is attached. This attack is sterically hindered by alkyl substituents that are attached to the carbon atom that is being attacked.

In general, SN2 reactions of alkyl halides show the following dependence of rate on structure: primary > secondary > tertiary

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

γ-Butyrolactone (C4H6O2, GBL) is a biologically inactive compound that is converted to the biologically active recreational drug GHB (Section 19.5) by a lactonase enzyme in the body. Since γ-butyrolactone is more fat soluble than GHB, it is more readily absorbed by tissues and thus produces a faster onset of physiological symptoms. γ-Butyrolactone shows an absorption in its IR spectrum at 1770 cm−1 and the following 1H NMR spectral data: 2.28 (multiplet, 2 H), 2.48 (triplet, 2 H), and 4.35 (triplet, 2 H) ppm. What is the structure of γ-butyrolactone?

Most alkyl bromide are water-insoluble liquids. But when the following alkyl bromide Awas first isolated, its high melting point of 203oC (solid at room temperature) and its water solubility led its discoverers to comment that it behaves more like a salt (hint: like NaCl). Explain the salt-like behavior of compound A in under thirty words.

Compounds B and C are isomers with molecular formula C5H9BrO2. The 1H NMR spectrum of compounds B and C are shown below. The IR spectrum corresponding to compound B showed strong absorption bands at 1739, 1225, and 1158 cm-1, while the spectrum corresponding to compound C have strong bands at 1735, 1237, and 1182 cm-1. 1.Based on the information provided, determine the structure of compounds B and C. 2.Assign all peaks in 1H NMR spectrum of compounds B and C.