Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 27.6, Problem 11P
Explain why, when propylene oxide undergoes anionic
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Commercial polyisobutylene (PIB or butyl rubber) is synthesized via cationic polymerization. Explain why it cannot be made through free radical or anionic polymerization
In the presence of H3O+, 2-methylpropene oxide undergoes chain-growth polymerization such that nucleophilic attack occurs at the more substituted end of the epoxide. Draw a stepwise mechanism for this process, and explain this regioselectivity.
Draw a structure of the polymer formed in the following reaction
Chapter 27 Solutions
Organic Chemistry (8th Edition)
Ch. 27.3 - Prob. 1PCh. 27.3 - Prob. 2PCh. 27.3 - Prob. 3PCh. 27.3 - Prob. 4PCh. 27.3 - Prob. 5PCh. 27.3 - Prob. 6PCh. 27.4 - Prob. 7PCh. 27.5 - Rank the following groups of monomers from most...Ch. 27.5 - Why does methyl methacrylate not undergo cationic...Ch. 27.6 - Prob. 10P
Ch. 27.6 - Explain why, when propylene oxide undergoes...Ch. 27.6 - Which monomer and which type of initiator can you...Ch. 27.6 - Prob. 13PCh. 27.8 - Draw a short segment of gutta-percha.Ch. 27.8 - Prob. 15PCh. 27.11 - Prob. 16PCh. 27.11 - Write an equation that explains what happens if a...Ch. 27.11 - What happens to polyester slacks if aqueous NaOH...Ch. 27.11 - a. Propose a mechanism for the formation of the...Ch. 27.11 - Explain why, when a small amount of glycerol is...Ch. 27.12 - Propose a mechanism for the formation of melmac.Ch. 27.12 - Prob. 22PCh. 27.13 - Prob. 23PCh. 27 - Draw short segments of the polymers obtained from...Ch. 27 - Prob. 25PCh. 27 - Prob. 26PCh. 27 - Draw the structure of the monomer or monomers used...Ch. 27 - Prob. 28PCh. 27 - Draw short segments of the polymers obtained from...Ch. 27 - Quiana is a synthetic fabric that feels very much...Ch. 27 - Prob. 31PCh. 27 - Prob. 32PCh. 27 - Prob. 33PCh. 27 - Poly(vinyl alcohol) is a polymer used to make...Ch. 27 - Five different repeating units are found in the...Ch. 27 - Prob. 37PCh. 27 - A particularly strong and rigid polyester used for...Ch. 27 - Prob. 39PCh. 27 - Which Monomer gives a greater yield of polymer,...Ch. 27 - Prob. 41PCh. 27 - Prob. 42PCh. 27 - Why do vinyl raincoats become brittle as they get...Ch. 27 - The polymer shown below is synthesized by...Ch. 27 - Prob. 45PCh. 27 - How can head-to-head poly(vinyl bromide) be...Ch. 27 - Delrin (polyoxymethylene) is a tough...
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
- (please answer within 20-30min)arrow_forwardDraw the mechanism for ziegler-natta-catalyzed polymerization of a subdtitude ethylene.arrow_forwarda) Draw the structure of the prepolymer A formed from 1,4 dihydroxybenzene and excess epichlorohydrin. (b) Draw the structure of the cross-linked polymer B formed when A is treated with H2NCH2CH2CH2NH2 as the hardening agent.arrow_forward
- (a) Which monomer is most likely to undergo anionic polymerization? Justify your choice. ( b)Which one ismost likely to undergo cationic polymerization? Justify your choice.arrow_forwardExplain the mechanism of metathesis polymerization.arrow_forwardOne common type of cation exchange resin is prepared by polymerization of a mixture containing styrene and 1,4-divinylbenzene . The polymer is then treated with concentrated sulfuric acid to sulfonate a majority of the aromatic rings in the polymer. Q.) Show the product of sulfonation of each benzene ring.arrow_forward
- Chain branching occurs in cationic polymerization much as it does in free-radical polymerization. Propose a mechanism to show how branching occurs in the cationic polymerization of styrene. Suggest why isobutylene might be a better monomer for cationic polymerization than styrene.arrow_forwardMethyl acrylate undergoes anionic polymerization using a variety of anionic initiators. Consider the reaction of methyl acrylate with a trace amount of tert-butyllithium. polymer Draw the curved arrow mechanism to show the initiation step, in which the tert-butanide anion acts as the initiator. Draw the curved arrow mechanism for the initiation step in the anionic polymerization of methyl acrylate. H C N 0 S F Clarrow_forward(a) Explain why poly(vinyl alcohol) cannot be prepared by the radical polymerization of vinyl alcohol (CH2=CHOH). (b) Devise a stepwise synthesis of poly(vinyl alcohol) from vinyl acetate (CH2=CHOCOCH3). (c) How can poly(vinyl alcohol) be converted to poly(vinyl butyral), a polymer used in windshield safety glass?arrow_forward
- Determine the mechanism of nucleophilic substitution for attached reaction anddraw the products, including stereochemistry.arrow_forward(a) Show how poly(propylene oxide) can be synthesized via anionic ring-opening polymerization. (b) Draw the mechanism for the initiation and first two propagation steps.arrow_forwardDraw the curved arrow mechanism for the first step in the formation of one repeat unit of this polymer.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Chemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub Co
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
CBSE Class 12 Chemistry || Polymers || Full Chapter || By Shiksha House; Author: Best for NEET;https://www.youtube.com/watch?v=OxdJlS0xZ0Y;License: Standard YouTube License, CC-BY