/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} PROBLEM 7.48 Question: Rank the species in ea... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 7: PROBLEM 7.48 (page 291)

Question: Rank the species in each group in order of increasing leaving group ability.

a. Br-,Cl-,I-

b. NH3,H2S,H2O

Short Answer

Expert verified

Answer

a. Cl-< Br-<I-

b. NH3 < H2O <H2S

Step by step solution

01

Leaving group ability

When the size of the leaving group atom increases, it attains stable and independent existence.

Another measure to identify the better leaving group is its pKavalue.

Lesser the value of pKa , the greater the ability it has to act as a leaving group.

02

The given molecules

a. In this set of ions, the size of I-is the largest and next Br-is larger than Cl-.

Thus, the leaving group ability is as shown below:

Cl-< Br-< I-

b. The values of the given compounds are as follows:

NH3 35

H2O 15.7

H2S 7

The best leaving group is the one that has less pKa (acid dissociation constant) value, The order is shown below:

NH3< H2O < H2S

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with 91影视!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Question: Consider the following SN1 reaction.

  1. Draw a mechanism for this reaction using curved arrows.
  2. Draw an energy diagram. Label the axes, starting material, product Eaand 鈭�H掳. Assume that the starting material and product are equal in energy.
  3. Draw the structure of any transition states.
  4. What is the rate equation for this reaction?
  5. What happens to the reaction rate in each of the following instances? [1] The leaving group is changed from I- to Cl-;[2] The solvent is changed from H2O to DMF; [3] The alkyl halide is changed from (CH3)2 C(I) CH2CH3 to (CH3) CHCH(I)CH3 ; [4] The concentration of H2O is increased by a factor of five; and [5] The concentrations of both the alkyl halide and H2O are increased by factor of five.

Question: Give the structure corresponding to each name.

a. 3-chloro-2-methylhexane

b. 4-ethyl-5-iodo-2,2-dimethyloctane

c. cis-1,3-dichlorocyclopentane

d. 1,1,3-tribromocyclohexane

e. sec-butyl bromide

f. 6-ethyl-3-iodo-3,5-dimethylnonane

Question: Draw the eight constitutional isomers having the molecular formula C5H11Cl .

  1. Give the IUPAC name for each compound (ignoring R and S designations).
  2. Classify each alkyl halide as 1掳,2掳or3掳.
  3. Label any stereogenic centers.
  4. For each constitutional isomer that contains a stereogenic center, draw all possible stereoisomers, and label each stereogenic center as R or S.

Question: Muscalure, the sex pheromone of the common housefly, can be prepared by a reaction sequence that uses two nucleophilic substitutions. Identify compounds A鈥揇 in the following synthesis of muscalure.

Question: Which compound in each pair undergoes a faster SN2 reaction?

a.

and

b.

and

See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Reactions

Read Explanation

Kinetics

Read Explanation

Organic Chemistry

Read Explanation

Chemistry Branches

Read Explanation

Inorganic Chemistry

Read Explanation

Physical Chemistry

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.