ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 30, Problem 30.4P
Draw the mechanism for the radical
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Rank the rate of cationic polymerization for the following molecules. Briefly explain why
H
C = CH₂
CH3
C=
CH₂
H
=
CH₂
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.
2. In free radical polymerization, the polymerization of CH,CH-CHOCOCH(allyl acetate) is very slow whereas that of
CH, =CH-CD,OCOCH, is fast. Explain the reason,
Chapter 30 Solutions
ORGANIC CHEMISTRY
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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- Explain why acrylonitrile (CH2 = CHCN) undergoes cationic polymerization more slowly than but-3-enenitrile (CH2 = CHCH2CN).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_forward3. Draw the repeat unit corresponding to radical polymerization of the following monomer. 4. Propose a cationic polymerization mechanism for the following monomer. You may use hydronium (H3O*) as your initiator and hydronium (OH') to terminate. For your propagation step(s), it is sufficient to stop at a dimer. CH3arrow_forward
- Two reactions have an error. Circle the reactions that contain mistakes. Explain why. HCI ROOR polymerization t NBS hv Br HBr NMO NaOEt OET ملاarrow_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_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
- eplease explain reaction step by step.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_forwardPlease help, with detailed explanation need . Please will provide helpful ratings for this. Thank uarrow_forward
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