/*! 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} Q16P Explain the products observed in... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 11: Q16P (page 559)

Explain the products observed in the following reaction of an alcohol with the Lucas reagent.

Short Answer

Expert verified

Lucas reagent differentiates the 鈥減rimary, secondary and tertiary鈥� alcohol present in any chemical sample.

Chemically Lucas reagent is the mixture of concentrated HCl andZnCl2.

Step by step solution

01

Step 1: Lucas Reagent

Lucas reagent differentiates the 鈥減rimary, secondary and tertiary鈥� alcohol present in any chemical sample.

Chemically Lucas reagent is the mixture of concentrated HCl andZnCl2.

02

Reaction of alcohol with the Lucas reagent

(1R,2R)-1,2-dimethyl cyclohexanol When reacted with Lucas reagent protonation of (1R,2R)-1,2-dimethyl cyclohexanol happen which convert hydroxy group to good leaving group water

Removal of water as an excellent leaving group leads to planar tertiary carbocation formation. The upcoming nucleophile (Cl- ) can approach from both top and bottom, giving cis (1R, 2R) 1-chloro-1,2-dimethylcyclohexane and trans (1S,1R)-1-chloro-1,2-dimethylcyclohexane isomers as products.

Reaction of alcohol with Lucas reagent

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

The Williamson ether synthesis involves the displacement of an alkyl halide or tosylate by an alkoxide ion. Would the synthesis shown be possible by making a tosylate and displacing it? If so, show the sequence of reactions. If not, explain why not and show an alternative synthesis that would be more likely to work.

Predict the products of the sulfuric acid-catalyzed dehydration of the following alcohols. When more than one product is expected, label the major and minor products.

(a) 2-methylbutan-2-ol (b) pentan-1-ol (c) pentan-2-ol

(d) 1-isopropylcyclohexanol (e) 2-methylcyclohexanol

Predict the major products of dehydration catalyzed by sulfuric acid.

(a) heptan-1-ol

(b) heptan-2-ol

(c) pentan-2-ol

(d) 1-methylcyclohexanol

(e) Cyclohexylmethanol

(f) 2-methylcyclohexanol

A chronic alcoholic requires a much larger dose of ethanol as an antidote to methanol poisoning than does a nonalcoholic patient. Suggest a reason why a larger dose of the competitive inhibitor is required for an alcoholic.

Propose a mechanism for the reaction of

(a) 1-methyl cyclohexanol with HBr to form 1- bromo-1-methylcyclohexane.

(b) 2- cyclohexylethanol with HBr to form 1-bromo-2-cyclohexylethane.
See all solutions

Recommended explanations on Chemistry Textbooks

The Earths Atmosphere

Read Explanation

Physical Chemistry

Read Explanation

Chemistry Branches

Read Explanation

Inorganic Chemistry

Read Explanation

Kinetics

Read Explanation

Nuclear 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.