Haloalkane with molecular formula, C,H,CI has four structural isomers, A, B, C and D. The structure of A, B and C are shown below. A - (CH3)3CCI B - CH3(CH2)3CI C - CH3CH(CI)CH₂CH3 Give the IUPAC names and classification for isomers A, B and C, respectively.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question

Haloalkane with molecular formula, C,H,CI has four structural isomers, A, B, C and D. The structure of A, B and C are shown below.

A - (CH3)3CCI

B - CH3(CH2)3CI

C - CH3CH(CI)CH₂CH3

Give the IUPAC names and classification for isomers A, B and C, respectively.

Arrange isomers A, B and C in ascending order of their reactivity with respect to SN1 reaction. Explain your answer.

Write the reaction equations involved for the reaction of the most reactive isomer among A, B and C, with respect to SN1 reaction with aqueous KCN, in ethanol under reflux. Show the reaction mechanism.

Draw the structure and give IUPAC name of isomer, D.

Isomer D reacts with magnesium in anhydrous ether producing an alkyl magnesium chloride E which is then hydrolyzed and produced F, C4H10. Elimination of D with ethanolic KOH under reflux produces G. The treatment of D with sodium metal in ether solvent yields a symmetry alkane H, C8H₁8, which possesses two tertiary carbons. Hydrolysis of D with aqueous sodium hydroxide solution under reflux produces alcohol I.

Draw reasonable structures of E, F, G, H, and I.

Expert Solution
steps

Step by step

Solved in 2 steps

Blurred answer
Knowledge Booster
Alkynes
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY