Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 22.5B, Problem 22.13P
Predict the products of the following reactions.
- a. cyclopentylmethylketone + excessCl2 + excessNaOH
- b. 1 — cyclopentylethanol + excessI2 + excessNaOH
- c. propiophenone + excessBr2 + excessNaOH
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
(a) Illustrate the following name reactions giving suitable example in each case :(i) Clemmensen reduction (ii) Hell-Volhard-Zelinsky reaction(b) How are the following conversions carried out?(i) Ethylcyanide to ethanoic acid (ii) Butan-l-ol to butanoic acid(iii) Benzoic acid to m-bromobenzoic acid
give the reagents for parts a-p
The product of reaction between acetone and bromine (excess) with KOH excess is
A. Ch2BrCOCh3
B. ChBr3
C.ChBr2COCH3
D.CBr3COCH3
E.Ch2BrCOCHBr2
Chapter 22 Solutions
Organic Chemistry (9th Edition)
Ch. 22.2A - Prob. 22.2PCh. 22.4 - Without looking back, propose a mechanism for the...Ch. 22.4 - Prob. 22.8PCh. 22.4 - Prob. 22.9PCh. 22.5A - Prob. 22.10PCh. 22.5A - Prob. 22.11PCh. 22.5B - Prob. 22.12PCh. 22.5B - Predict the products of the following reactions....Ch. 22.5B - Which compounds will give positive iodoform tests?...Ch. 22.5C - Propose a mechanism for the acid-catalyzed...
Ch. 22.5C - Acid-catalyzed halogenation is synthetically...Ch. 22.6 - Show the products of the reactions of these...Ch. 22.7A - Prob. 22.18PCh. 22.7A - Prob. 22.19PCh. 22.7A - Prob. 22.20PCh. 22.7B - Prob. 22.21PCh. 22.8 - Prob. 22.22PCh. 22.8 - Prob. 22.24PCh. 22.9 - Prob. 22.25PCh. 22.9 - Prob. 22.26PCh. 22.9 - Prob. 22.27PCh. 22.9 - Prob. 22.28PCh. 22.9 - Prob. 22.29PCh. 22.10 - When cyclodecane-1,6-dione is treated with sodium...Ch. 22.11 - Prob. 22.32PCh. 22.11 - Prob. 22.33PCh. 22.12 - Prob. 22.34PCh. 22.12 - Prob. 22.35PCh. 22.12 - Prob. 22.36PCh. 22.12 - Prob. 22.37PCh. 22.12 - Show what esters would undergo Claisen...Ch. 22.13 - Prob. 22.39PCh. 22.13 - Prob. 22.40PCh. 22.14 - Prob. 22.41PCh. 22.14 - Prob. 22.42PCh. 22.14 - Show how crossed Claisen condensations could be...Ch. 22.14 - Prob. 22.44PCh. 22.14 - Prob. 22.45PCh. 22.15 - Prob. 22.46PCh. 22.16 - Prob. 22.47PCh. 22.16 - Prob. 22.48PCh. 22.17 - Prob. 22.49PCh. 22.17 - Prob. 22.50PCh. 22.17 - Prob. 22.51PCh. 22.18 - Prob. 22.52PCh. 22.18 - Prob. 22.53PCh. 22.18 - Prob. 22.54PCh. 22.18 - Prob. 22.55PCh. 22.18 - Prob. 22.56PCh. 22.19 - Prob. 22.57PCh. 22.19 - Prob. 22.58PCh. 22.19 - Prob. 22.59PCh. 22 - Prob. 22.60SPCh. 22 - 1. Rank the following compounds in order of...Ch. 22 - Prob. 22.62SPCh. 22 - Prob. 22.63SPCh. 22 - Prob. 22.64SPCh. 22 - Pentane-2,4-dione (acetylacetone) exists as a...Ch. 22 - a. Rank these compounds in order of increasing...Ch. 22 - Prob. 22.67SPCh. 22 - Prob. 22.68SPCh. 22 - 22-69 Predict the products of the following...Ch. 22 - Predict the products of these reaction sequences.Ch. 22 - Show how you would accomplish the following...Ch. 22 - Prob. 22.72SPCh. 22 - Prob. 22.73SPCh. 22 - Prob. 22.74SPCh. 22 - The Knoevenagel condensation is a special case of...Ch. 22 - Prob. 22.76SPCh. 22 - Propose mechanisms for the following reactions.Ch. 22 - Prob. 22.78SPCh. 22 - Show how you would accomplish the following...Ch. 22 - Prob. 22.80SPCh. 22 - Propose a mechanism for the following reaction....Ch. 22 - Prob. 22.83SPCh. 22 - Prob. 22.84SPCh. 22 - Prob. 22.85SP
Knowledge Booster
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
- The name for Reaction 1 is _____ while Reaction 2 is called _____. Choices: A. Williamson Ether synthesis, B. Hydration, C. Epoxidation, D. Acidic cleavage The reagent/s for REACTION 1 is/are ______ Choices: A. m-chloroperoxybenzoic acid, B. H2O/H3PO4, C. H3O+, D. HI The reagent/s for REACTION 2 is/are ______ Choices: A. m-chloroperoxybenzoic acid, B. water in acidic medium, C. dilute acid, D. hydroiodic acidarrow_forwardII. Alcohols in Synthesis B.) How are alcohols used to make ethers in the Williamson ether synthesis? How do you design the synthesis of ethers using both acidic and basic Williamson ether synthesis strategies?arrow_forwardA mixture of 0.10 mol benzene and 0.10 mol p-xylene was allowed to react with 0.10 mol nitronium ion until all the nitronium ion was gone. Two products were obtained: 0.002 mol of one and 0.098 mol of the other. a. What was the major product? b. Why was more of one product obtained than of the other?arrow_forward
- (a) How will you carry out the following conversions?(i) Acetylene to Acetic acid (ii) Toluene to m-nitrobenzoic acid(iii) Ethanol to Acetone(b) Give reasons :(i) Chloroacetic acid is stronger than acetic acid.(ii) pH of reaction should be carefully controlled while preparing ammonia derivatives of carbonyl compounds.arrow_forwardWhich of the following is product of A? How about B? a Cyclopentene oxide b 1,1-epoxycyclopentane c 1,2-hydroxycyclopentane d Cyclopentoxypentane What is the name of reaction 1? a hydration b hydrate formation c acid cleavage d epoxidation What is the name of reaction 2? a ring-opening reaction with Nu b hydration c Williamson ether synthesis d oxidationarrow_forwardFor butenafine, develop a synthesis that starts with napthalene and benzene. (aromatic methyl groups can be converted to alkyl bromides using Br2/light, and aldehydes by heating the alkyl bromide in DMSO, eg. ArCH3 to ArCH2Br then to ArCHO).arrow_forward
- Propose a short synthesis f or ONE of the following molecules. You can start with acetylene, and alkyl halides from 1-4 carbons in length. You can also use an reagents you wish. a) Hexan-3-one (CH3CH2COCH2CH2CH3)arrow_forwardChoose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) KMnO4, H3O+ CH3Cl, AlCl3 HNO3, H2SO4 Cl2, FeCl3 fuming sulfuric acidarrow_forwardWhat is reaction 1 and 2 called? Choices: A. Williamson ether synthesis, B. Reduction with Grignard reagent, C. Acidic ether cleavage, D. FC Alkylation What are the reagents for reaction 1 and 2? Choices: A. methanol in acidic medium, B. sodium hydride and bromomethane, C. methyl bromide and aluminum bromide, D. methanoyl bromidearrow_forward
- Explain wurtz reaction with suitable reaction.arrow_forwardWhat is the product of the reaction below? Noting that it first reacts with A and then followed by B.arrow_forwardWhich or which of the statements given below is correct. I) Maleic anhydride is a carboxylic acid derivative and its reaction with water is a reduction reaction. II) Fumaric acid and maleic acid are stereoisomers of each other III) Since fumaric acid has a more stable structure than maleic acid, its boiling point is higher. A. Solo I B. I and III C. II and III D. I, II, III E. Solo IIIarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License