Organic Chemistry, Books a la Carte Edition (9th Edition)
Organic Chemistry, Books a la Carte Edition (9th Edition)
9th Edition
ISBN: 9780134160382
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
bartleby

Concept explainers

Question
Book Icon
Chapter 11.3, Problem 11.4P

(a)

Interpretation Introduction

To determine: The structures of the principal product when the given alcohol reacts with the given reagents.

Interpretation: The structures of the principal product when the given alcohol reacts with the given reagents are to be stated.

Concept introduction: Sodium dichromate with sulphuric acid is used for the conversion of primary alcohol into carboxylic acid and secondary alcohol into ketone. PCC is used for the conversion of primary alcohol into aldehyde and secondary alcohol into ketone. DMP is a mild oxidising agent, used for the conversion of primary alcohol into aldehyde, and secondary alcohol into ketone. NaOCl-TEMPO is used for the conversion of primary alcohol into carboxylic acid, and secondary alcohol into ketone. It is not used for the conversion of tertiary alcohol and thus gives no reaction.

(b)

Interpretation Introduction

To determine: The structures of the principal product when the given alcohol reacts with the given reagents.

Interpretation: The structures of the principal product when the given alcohol reacts with the given reagents are to be stated.

Concept introduction: Sodium dichromate with sulphuric acid is used for the conversion of primary alcohol into carboxylic acid, and secondary alcohol into ketone. PCC is used for the conversion of primary alcohol into aldehyde and secondary alcohol into ketone. DMP is a mild oxidising agent, used for the conversion of primary alcohol into aldehyde and secondary alcohol into ketone. NaOCl-TEMPO is used for the conversion of primary alcohol into carboxylic acid and secondary alcohol into ketone. It is not used for the conversion of tertiary alcohol and thus gives no reaction.

(c)

Interpretation Introduction

To determine: The structures of the principal product when the given alcohol reacts with the given reagents.

Interpretation: The structures of the principal product when the given alcohol reacts with the given reagents are to be stated.

Concept introduction: Sodium dichromate with sulphuric acid is used for the conversion of primary alcohol into carboxylic acid and secondary alcohol into ketone. PCC is used for the conversion of primary alcohol into aldehyde and secondary alcohol into ketone. DMP is a mild oxidising agent, used for the conversion of primary alcohol into aldehyde and secondary alcohol into ketone. NaOCl-TEMPO is used for the conversion of primary alcohol into carboxylic acid and secondary alcohol into ketone. It is not used for the conversion of tertiary alcohol and thus gives no reaction.

(d)

Interpretation Introduction

To determine: The structures of the principal product when the given alcohol reacts with the given reagents.

Interpretation: The structures of the principal product when the given alcohol reacts with the given reagents are to be stated.

Concept introduction: Sodium dichromate with sulphuric acid is used for the conversion of primary alcohol into carboxylic acid and secondary alcohol into ketone. PCC is used for the conversion of primary alcohol into aldehyde and secondary alcohol into ketone. DMP is a mild oxidising agent, used for the conversion of primary alcohol into aldehyde and secondary alcohol into ketone. NaOCl-TEMPO is used for the conversion of primary alcohol into carboxylic acid and secondary alcohol into ketone. It is not used for the conversion alcohols which is secondary but there is already a tertiary alcohol and thus gives no reaction.

Blurred answer
Students have asked these similar questions
For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE
Predicting As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as its major product: H₂N O H 1. ? 2. H3O+ If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. 0 If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. فا Explanation Check Click and drag to start drawing a structure.
Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers. OH OH OH OH OH OH

Chapter 11 Solutions

Organic Chemistry, Books a la Carte Edition (9th Edition)

Ch. 11.6 - Predict the products of the following reactions....Ch. 11.7A - Propose a mechanism for the reaction of a....Ch. 11.7B - Prob. 11.13PCh. 11.7B - Show how you would use a simple chemical test to...Ch. 11.7C - Neopentyl alcohol, (CH3)3CCH2OH, reacts with...Ch. 11.7C - Prob. 11.16PCh. 11.7C - When cis-2-methylcyclohexanol reacts with the...Ch. 11.8 - Prob. 11.18PCh. 11.9 - Prob. 11.19PCh. 11.9 - Prob. 11.20PCh. 11.9 - Prob. 11.21PCh. 11.10A - Prob. 11.22PCh. 11.10A - Some alcohols undergo rearrangement or other...Ch. 11.10B - Prob. 11.24PCh. 11.10B - Explain why the acid-catalyzed condensation is a...Ch. 11.10B - Prob. 11.26PCh. 11.10B - When the following substituted cycloheptanol...Ch. 11.11A - Prob. 11.28PCh. 11.11A - Prob. 11.29PCh. 11.11B - Predict the products formed by periodic acid...Ch. 11.12 - Prob. 11.31PCh. 11.13A - Prob. 11.32PCh. 11.14 - Prob. 11.33PCh. 11.14 - a. Show how ethanol and cyclohexanol may be used...Ch. 11.14 - Prob. 11.35PCh. 11.14 - Phenols (pKa 10) are more acidic than other...Ch. 11.14 - To practice working through the early parts of a...Ch. 11.14 - Prob. 11.38PCh. 11 - Predict the major products of the following...Ch. 11 - Show how you would convert 2-methylcyclopentanol...Ch. 11 - In each case, show how you would synthesize the...Ch. 11 - Prob. 11.42SPCh. 11 - Prob. 11.43SPCh. 11 - Prob. 11.44SPCh. 11 - Both cis- and trans-2-methylcyclohexanol undergo...Ch. 11 - Prob. 11.46SPCh. 11 - Prob. 11.47SPCh. 11 - Show how you would make each compound, beginning...Ch. 11 - Predict the major products (including...Ch. 11 - Show how you would use simple chemical tests to...Ch. 11 - The compound shown below has three different types...Ch. 11 - Prob. 11.52SPCh. 11 - Prob. 11.53SPCh. 11 - Prob. 11.54SPCh. 11 - Prob. 11.55SPCh. 11 - Show how you would synthesize the following...Ch. 11 - Show how you would synthesize the following...Ch. 11 - The following pseudo-syntheses (guaranteed not to...Ch. 11 - Two unknowns, X and Y, both having the molecular...Ch. 11 - The Williamson ether synthesis involves the...Ch. 11 - Prob. 11.61SPCh. 11 - Prob. 11.62SPCh. 11 - Alcohols combine with ketones and aldehydes to...Ch. 11 - Prob. 11.64SPCh. 11 - Prob. 11.65SPCh. 11 - Prob. 11.66SP
Knowledge Booster
Background pattern image
Chemistry
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
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning