ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 28.2, Problem 4P
Draw the mechanism for the radical
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Draw the mechanism for the radical polymerization of vinyl acetate (CH2 = CHOCOCH3) using (CH3)3CO – OC(CH3)3 as the initiator
Propylene 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?
Two reactions have an error. Circle the reactions that contain mistakes. Explain why.
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t
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hv
Br
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Chapter 28 Solutions
ORGANIC CHEMISTRY (LOOSELEAF)
Ch. 28.1 - Prob. 1PCh. 28.2 - Prob. 2PCh. 28.2 - Prob. 3PCh. 28.2 - Draw the mechanism for the radical polymerization...Ch. 28.2 - Prob. 8PCh. 28.2 - Prob. 9PCh. 28.2 - Prob. 10PCh. 28.3 - Problem 30.12
What polymer is formed by anionic...Ch. 28.5 - Prob. 12PCh. 28.5 - Prob. 13P
Ch. 28.6 - Problem 30.15
What polyamide is formed from each...Ch. 28.6 - Prob. 19PCh. 28.7 - Prob. 20PCh. 28.8 - Prob. 21PCh. 28.9 - Prob. 22PCh. 28.9 - Prob. 23PCh. 28 - Prob. 24PCh. 28 - Prob. 25PCh. 28 - 30.30 Draw each polymer in Problem 30.29 using the...Ch. 28 - Prob. 44PCh. 28 - 30.49 Draw the products of each reaction.
a. e....Ch. 28 - Prob. 56PCh. 28 - 30.56 Compound A is a novel poly (ester amide)...Ch. 28 - 30.57 Researchers at Rutgers University have...Ch. 28 - 30.58 Melmac, a thermosetting polymer formed from...Ch. 28 - 30.59 Although chain branching in radical...Ch. 28 - Prob. 61P
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- Styrene derivatives such as A can be polymerized by way of cationic rather than radical intermediates. Cationic polymerization is an example of electrophilic addition to an alkene involving carbocations. a.) Draw a short segment of the polymer formed by the polymerization ofA.b.) Why does A react faster than styrene (C6H5CH=CH2) in a cationicpolymerization?arrow_forwardThe product of the polymerization of CH3 CH3 T bv) (-CH₂-CH-CH₂-CH-)n. ds) (-CH₂-CH = CH-CH₂-CH = CH-)n CH₂=CH-CH3 is: CH3 CH3 no) ( — CH= C -CH=C-) bc) (-CH=CH-CH₂-CH=CH-CH₂-)narrow_forwardWhen HBr adds to (CH3)2C = CH2 under radical conditions, two radicals are possible products in the first step of chain propagation. Draw the structure of both radicals and indicate which one is formed. Then draw the preferred product from HBr addition under radical conditions.arrow_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_forward11. Draw the repeating segment for the polymer formed from the reactions using the given monomer(s). (a) H₂C=CH₂ (b) CICH₂CH₂OCH₂CH₂CI+ (c) O=C=N- TICI4 (CH3CH₂)2AICI (d) HO- CH3 CH3 N. H -N=C=O + HOCH₂CH₂OH OH + & aminearrow_forwardQ1: Clarify the differences between the cationic and anionic polymerization in propagation step.arrow_forward
- i)State the type of reaction. (ii) What is the function of the sunlight in the reaction? (iii) Draw the structure of monosubstituted products, A and B. Label the major product. (iv) Draw the propagation steps in the mechanism for the formation of the major product.arrow_forward2) (4pts) Classify each reaction as addition, elimination, substitution, or rearrangement. A) CH;CH2B LIOH CH;CH2OH LiBr B) CH;CH2CH,Cl CH-CH-CH2 + + HCl C) CH;CH=CH2 H2 CH;CH2CH3 Verdana 10pt B IU A varrow_forwardDraw the mechanism for ziegler-natta-catalyzed polymerization of a subdtitude ethylene.arrow_forward
- A ketene acetal can undergo free radical ring-opening polymerization, as shown below. After the initial radical, R•, is produced, the catalytic cycle that adds each monomer to the growing chain consists of two steps. Draw the mechanism for those two steps and draw the repeating unit for the resulting polymer.arrow_forward3. Which of the following could be polymerized by cationic or anionic chain polymerization(or both or neither)? CN Ph он co,CH, Doarrow_forwardPOLYMER CHEMISTRY Show the mechanism of each item and their products.arrow_forward
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