BuyFindarrow_forward

Chemistry & Chemical Reactivity

10th Edition
John C. Kotz + 3 others
ISBN: 9781337399074

Solutions

Chapter
Section
BuyFindarrow_forward

Chemistry & Chemical Reactivity

10th Edition
John C. Kotz + 3 others
ISBN: 9781337399074
Textbook Problem

Addition of water to alkene X gives an alcohol Y. Oxidation of Y produces 3, 3-dimethyl-2-pentanone. Identify X and Y, and write equations for the two reactions.

Interpretation Introduction

Interpretation: The alkene X and alcohol Y of the reaction has to be identified. Also write the equations for reactions involved has to be given.

Concept introduction:

An alkene undergo addition reaction when it is treated with halogen acids like HBr. The addition takes place according to Markoni-Kov’s rule. According to which the addition of HX on asymmetrical alkenes occurs in such a way that proton adds to that carbon which already has more number of hydrogens and halogen atom adds to that carbon which has less number of hydrogen atoms.

Similarly, addition of H2O takes place on carbon carbon double bond as the addition of halogen acids occurs. The product obtained after the reaction is an alcohol.

Oxidation reaction: The reaction in which addition of oxygen takes place.

An alcohol on oxidation gives a carboxylic acid as the main product when reacts in presence of strong oxidising agents.

Explanation

The identification of the X and Y is done by using the given details. As the alcohol on oxidation gives 3,3-dimethyl-1-pentanone, a ketone which confirms the position of OH group at C-2 position of the linear chain. Therefore, a secondary alcohol obtained after the addition of water in alkene.

There are two possibilities for alkene X, one in which the carbon-carbon double dond is present between C-1 and C-2 and second in which carbon-carbon double bond is present between C-2 and C-3. But the second isomer of alkene gives a tertiary alcohol, which does not undergo oxidation reaction.

Therefore, alkene X is isomer one , structure for alkene X is drawn below

Still sussing out bartleby?

Check out a sample textbook solution.

See a sample solution

The Solution to Your Study Problems

Bartleby provides explanations to thousands of textbook problems written by our experts, many with advanced degrees!

Get Started

Chapter 23 Solutions

Show all chapter solutions add
Sect-23.5 P-1.3ACPSect-23.5 P-2.1ACPSect-23.5 P-2.2ACPSect-23.5 P-2.3ACPSect-23.5 P-3.1ACPSect-23.5 P-3.2ACPSect-23.5 P-3.3ACPSect-23.5 P-3.4ACPSect-23.5 P-3.5ACPCh-23 P-1PSCh-23 P-2PSCh-23 P-3PSCh-23 P-4PSCh-23 P-5PSCh-23 P-6PSCh-23 P-7PSCh-23 P-8PSCh-23 P-9PSCh-23 P-10PSCh-23 P-11PSCh-23 P-12PSCh-23 P-13PSCh-23 P-14PSCh-23 P-15PSCh-23 P-16PSCh-23 P-17PSCh-23 P-18PSCh-23 P-19PSCh-23 P-20PSCh-23 P-21PSCh-23 P-22PSCh-23 P-23PSCh-23 P-24PSCh-23 P-25PSCh-23 P-26PSCh-23 P-27PSCh-23 P-28PSCh-23 P-29PSCh-23 P-30PSCh-23 P-31PSCh-23 P-32PSCh-23 P-33PSCh-23 P-34PSCh-23 P-35PSCh-23 P-36PSCh-23 P-37PSCh-23 P-38PSCh-23 P-39PSCh-23 P-40PSCh-23 P-41PSCh-23 P-42PSCh-23 P-43PSCh-23 P-44PSCh-23 P-45PSCh-23 P-46PSCh-23 P-47PSCh-23 P-48PSCh-23 P-49PSCh-23 P-50PSCh-23 P-51PSCh-23 P-52PSCh-23 P-53PSCh-23 P-54PSCh-23 P-55PSCh-23 P-56PSCh-23 P-57PSCh-23 P-58PSCh-23 P-59PSCh-23 P-60PSCh-23 P-61PSCh-23 P-62PSCh-23 P-63PSCh-23 P-64PSCh-23 P-65PSCh-23 P-66PSCh-23 P-67PSCh-23 P-68PSCh-23 P-69PSCh-23 P-70PSCh-23 P-71PSCh-23 P-72PSCh-23 P-73PSCh-23 P-74PSCh-23 P-75GQCh-23 P-76GQCh-23 P-77GQCh-23 P-78GQCh-23 P-79GQCh-23 P-80GQCh-23 P-81GQCh-23 P-82GQCh-23 P-83GQCh-23 P-84GQCh-23 P-85GQCh-23 P-86GQCh-23 P-87GQCh-23 P-88GQCh-23 P-89GQCh-23 P-90GQCh-23 P-91GQCh-23 P-92GQCh-23 P-93GQCh-23 P-94GQCh-23 P-95GQCh-23 P-96GQCh-23 P-97GQCh-23 P-98GQCh-23 P-99GQCh-23 P-100GQCh-23 P-101GQCh-23 P-102GQCh-23 P-103ILCh-23 P-104ILCh-23 P-105ILCh-23 P-106ILCh-23 P-107ILCh-23 P-108ILCh-23 P-109ILCh-23 P-110ILCh-23 P-111ILCh-23 P-112ILCh-23 P-113ILCh-23 P-114ILCh-23 P-115SCQCh-23 P-116SCQCh-23 P-117SCQCh-23 P-118SCQCh-23 P-119SCQCh-23 P-120SCQCh-23 P-121SCQ

Additional Science Solutions

Find more solutions based on key concepts

Show solutions add

Which of the following values is found on food labels? Recommended Dietary Allowances Dietary Reference Intakes...

Nutrition: Concepts and Controversies - Standalone book (MindTap Course List)

When was the first set of laws governing the allocation of ocean resources proposed?

Oceanography: An Invitation To Marine Science, Loose-leaf Versin

A common demonstration, illustrated in Figure P10.80, consists of a ball resting at one end of a uniform board ...

Physics for Scientists and Engineers, Technology Update (No access codes included)