Package: Organic Chemistry with Connect 2-year Access Card
5th Edition
ISBN: 9781259729959
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 30, Problem 30.4P
Draw the mechanism for the radical
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(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.
The polymerization of CH2 = CHCH = CH2 under radical conditions affords products A and B. Draw a mechanism that accounts for their formation.
Although chain branching in radical polymerizations can occur by intermolecular H abstraction as shown in Mechanism 30.2, chain branching can also occur by intramolecular H abstraction to form branched polyethylene that contains butyl groups as branches.a. Draw a stepwise mechanism that illustrates which H must be intramolecularly abstracted to form butyl substituents.b. Suggest a reason why the abstraction of this H is more facile than the abstraction of other H’s.
Chapter 30 Solutions
Package: Organic Chemistry with Connect 2-year Access Card
Ch. 30 - Prob. 30.1PCh. 30 - Prob. 30.2PCh. 30 - Prob. 30.3PCh. 30 - Draw the mechanism for the radical polymerization...Ch. 30 - Prob. 30.5PCh. 30 - Prob. 30.6PCh. 30 - Prob. 30.7PCh. 30 - Prob. 30.8PCh. 30 - Prob. 30.9PCh. 30 - Prob. 30.10P
Ch. 30 - Prob. 30.11PCh. 30 - Problem 30.12
What polymer is formed by anionic...Ch. 30 - Prob. 30.13PCh. 30 - Prob. 30.14PCh. 30 - Problem 30.15
What polyamide is formed from each...Ch. 30 - Prob. 30.16PCh. 30 - Prob. 30.17PCh. 30 - Prob. 30.18PCh. 30 - Prob. 30.19PCh. 30 - Prob. 30.20PCh. 30 - Prob. 30.21PCh. 30 - Prob. 30.22PCh. 30 - Prob. 30.23PCh. 30 - Prob. 30.24PCh. 30 - Prob. 30.25PCh. 30 - 30.26 Draw the structure of the polymer formed by...Ch. 30 - Prob. 30.27PCh. 30 - Prob. 30.28PCh. 30 - Prob. 30.29PCh. 30 - 30.30 Draw each polymer in Problem 30.29 using the...Ch. 30 - Prob. 30.31PCh. 30 - Prob. 30.32PCh. 30 - Prob. 30.33PCh. 30 - Prob. 30.34PCh. 30 - Prob. 30.35PCh. 30 - Prob. 30.36PCh. 30 - Prob. 30.37PCh. 30 - Prob. 30.38PCh. 30 - 30.39 Draw a stepwise mechanism for the...Ch. 30 - 30.40 Cationic polymerization of 3-phenylpropene ...Ch. 30 - Prob. 30.41PCh. 30 - Prob. 30.42PCh. 30 - 30.43 Although styrene undergoes both cationic and...Ch. 30 - 30.44 Rank the following compounds in order of...Ch. 30 - Prob. 30.45PCh. 30 - Prob. 30.46PCh. 30 - 30.47 Draw a stepwise mechanism for the following...Ch. 30 - 30.48 Draw a stepwise mechanism for the reaction...Ch. 30 - 30.49 Draw the products of each reaction.
a. e....Ch. 30 - Prob. 30.50PCh. 30 - Prob. 30.51PCh. 30 - 30.52 (a) Explain why poly (vinyl alcohol) cannot...Ch. 30 - 30.53 Devise a synthesis of terephthalic acid and...Ch. 30 - Prob. 30.54PCh. 30 - Prob. 30.55PCh. 30 - 30.56 Compound A is a novel poly (ester amide)...Ch. 30 - 30.57 Researchers at Rutgers University have...Ch. 30 - 30.58 Melmac, a thermosetting polymer formed from...Ch. 30 - 30.59 Although chain branching in radical...Ch. 30 - Prob. 30.60P
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- Although chain branching in radical polymerizations can occur by intermolecular H abstraction as shown in Mechanism 28.2, chain branching can also occur by intramolecular H abstraction to form branched polyethylene that contains butyl groups as branches.a. Draw a stepwise mechanism that illustrates which H must be intramolecularly abstracted to form butyl substituents. b. Suggest a reason why the abstraction of this H is more facile than the abstraction of other H's.arrow_forwardWhat small molecule is generated during the polymerization in the above molecule?arrow_forwardII B. 1 for the chain propagating steps refer to the first imagearrow_forward
- Lactams (cyclic amides) can undergo anionic ring-opening polymerization when treated with a small amount of a strong base such as NaH, as shown here. Draw the mechanism for the initiation and first two propagationsteps for this polymerization, and draw the repeating unit of the resulting polymer.arrow_forwardHow would you draw this curved arrow mechanism for this propagation step in the synthesis of a superabsorbent polymer?arrow_forwardPropylene does not undergo free radical polymerization readily because there are two competing steps after initiation: propagation and hydrogen atom abstraction.(a) Using a generic radical R• as a reactant with propylene, draw the mechanism and products for the two competing steps.(b) Which step produces the more stable product?(c) How do your results explain propylene’s poor reactivity in free radical polymerization?arrow_forward
- Methyl alpha cyanoacrylate (Super Glue) is easily polymerized, even by weak bases. Draw a mechanism for its base-catalyzed polymerization, and explain why this polymerization goes so quickly and easily.arrow_forwardDraw a detailed stepwise mechanim showing the linkage that would be formed of the polymerization reactions below.arrow_forwardDraw the curved arrow mechanism for the first step in the formation of one repeat unit of this polymer.arrow_forward
- Draw mechanism (with electron pairs, flow of electrons, charges, and steps, where applicable) of radical polymerization of styrene initiated by nitrile type initiator (RN=NR) that consists of initiation (two steps), propagation, and two termination steps (when two chains undergo combination and disproportionation reactions) Im stuck on how to show the mechanism for the two termination stepsarrow_forwardDraw Anionic polymerization mechanism for the next reaction, poly (methyl methacrylate) (PMMA) Prepared with anionic catalyst (Florinetium or Greniard reagents *The picture is for reference only*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_forward
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