Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Question
Chapter 14.6, Problem 12P
Interpretation Introduction
Interpretation:
The mechanism of the acid catalyzed
Concept introduction:
Just like
To propose:
The mechanism of the acid catalyzed polymerization of 1, 3-butadiene.
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Provide the mechanism for the step-growth polymerization of citric acid and ethylene glycol to form poly (ethylene glycol)-citrate. Show all steps.
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a) benzoyl peroxide
b) BF3
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d) Al(CH2CH3)3, TiCl4
Chapter 14 Solutions
Organic Chemistry
Ch. 14.1 - Prob. 1PCh. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.2 - Prob. 3PCh. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.3 - Prob. 5PCh. 14.3 - Prob. 6PCh. 14.5 - Predict the product of the following Diels–Alder...Ch. 14.5 - Prob. 8PCh. 14.5 - Which of the following dienes have an s-cis...Ch. 14.5 - Predict the product of the following Diels–Alder...
Ch. 14.6 - Prob. 11PCh. 14.6 - Prob. 12PCh. 14.7 - Prob. 13PCh. 14.7 - Prob. 14PCh. 14.8 - Which of the following compounds would you expect...Ch. 14.SE - Prob. 16VCCh. 14.SE - Show the product of the Diels–Alder reaction of...Ch. 14.SE - Prob. 18VCCh. 14.SE - Prob. 19VCCh. 14.SE - Prob. 20MPCh. 14.SE - Prob. 21MPCh. 14.SE - In light of your answer to Problem 14-21 propose...Ch. 14.SE - Luminol, which is used by forensic scientists to...Ch. 14.SE - Prob. 24MPCh. 14.SE - Give IUPAC names for the following compounds:Ch. 14.SE - Prob. 26APCh. 14.SE - Prob. 27APCh. 14.SE - Electrophilic addition of Br2 to isoprene...Ch. 14.SE - Prob. 29APCh. 14.SE - Prob. 30APCh. 14.SE - Predict the products of the following...Ch. 14.SE - 2,3-Di-tert-butyl-1,3-butadiene does not undergo...Ch. 14.SE - Prob. 33APCh. 14.SE - Prob. 34APCh. 14.SE - Prob. 35APCh. 14.SE - Prob. 36APCh. 14.SE - Rank the following dienophiles in order of their...Ch. 14.SE - Prob. 38APCh. 14.SE - Prob. 39APCh. 14.SE - Prob. 40APCh. 14.SE - Although the Diels–Alder reaction generally...Ch. 14.SE - Prob. 42APCh. 14.SE - Tires whose sidewalls are made of natural rubber...Ch. 14.SE - Prob. 44APCh. 14.SE - Prob. 45APCh. 14.SE - Prob. 46APCh. 14.SE - Would you expect allene, H2C = C = CH2, to show a...Ch. 14.SE - The following ultraviolet absorption maxima have...Ch. 14.SE - Prob. 49APCh. 14.SE - -Ocimene is a pleasant-smelling hydrocarbon found...Ch. 14.SE - Draw the resonance forms that result when the...Ch. 14.SE - Prob. 52APCh. 14.SE - Treatment of 3,4-dibromohexane with strong base...Ch. 14.SE - Prob. 54APCh. 14.SE - Prob. 55APCh. 14.SE - Prob. 56APCh. 14.SE - Prob. 57APCh. 14.SE - Prob. 58APCh. 14.SE - Hydrocarbon A, C10H14, has a UV absorption at...Ch. 14.SE - Prob. 60APCh. 14.SE - Prob. 61APCh. 14.SE - Prob. 62APCh. 14.SE - Prob. 63APCh. 14.SE - Prob. 64APCh. 14.SE - The double bond of an enamine (alkene + amine) is...Ch. 14.SE - Prob. 66AP
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- Use mechanisms to show how monomers polymerize under acidic, basic, orfree-radical conditions. For chain-growth polymerization, determine whether the reactive end is more stable as a cation (acidic conditions), anion (basic conditions), or free radical (radical initiator). For step-growth polymerization, consider the mechanism of the condensation.arrow_forwardShow the chain reaction (initiation ,propagation and termination) step in a polymer known as PMMA .arrow_forwardWhich of the following is the first step in the cationic polymerization of alkenes? Select one: Attack of π-electrons to a proton H+. Reduction of the π-electrons. Elongation of the polymer chain. Attack of π-electrons to a carbocation. Which of the following is FALSE regarding terminal alkynes? Select one: O The proton in the terminal carbon is weakly acidic. They react with H₂O, H₂SO4, HgSO4 to produce an aldehyde. O The hydrohalogenation reaction yields a geminal dihalide. O Treatment with alcoholic AgNO3 produces a silver acetylide.arrow_forward
- Draw the curved arrow mechanism for the initiation step in cationic polymerization when methoxyethene reacts with BCI3 H₂O. Include unshared electrons and any nonzero formal charges. You do not need to show additional resonance forms. TA i Draw the curved arrow mechanism for the initiation step of this polymerization reaction. □ AN :CI: ‒‒‒‒‒‒‒ i 12D : CI: :CI—B :CI: + I H C N O S F P Cl Brarrow_forwardMacromolecules can also be formed from cyclic monomers such as cyclic hydrocarbons, ethers, esters, amides, siloxanes, and sulfur (eight-membered ring). Thus, ring-opening polymerization is of particular interest, since macromolecules of almost any chemical structure can be prepared. Choose two of the above type polymers to explain the mechanism and chemical reaction of polymerization process.arrow_forwardDraw the structure of the polymer that results from anionic polymerization of p-trichloromethylstyrene (CCl,CgH,CH=CH2) using ethylene oxide as the electrophile to terminate the chain.arrow_forward
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