Chapter 14: Q14-12 P (page 438)
Show the mechanism of the acid-catalyzed polymerization of 1,3-butadiene.
Chapter 14: Q14-12 P (page 438)
Show the mechanism of the acid-catalyzed polymerization of 1,3-butadiene.
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Get started for freeElectrophilic addition of to isoprene (2-methyl-1,3-butadiene) yields the following product mixture:
Of the 1,2-addition products, explain why 3,4-dibromo-3-methyl-1-butene (21%) predominates over 3,4-dibromo-2-methyl-1-butene (3%).
Treatment of 3,4-dibromohexane with strong base leads to loss of2 equivalents of HBr and formation of a product with formula C6H10.Three products are possible. Name each of the three, and tell how youwould use 1H and 13C NMR spectroscopy to help identify them. Howwould you use UV spectroscopy?
Give IUPAC names for the following compounds:
Luminol, which is used by forensic scientists to find blood, fluoresces as a result of Diels-Alder like process. The dianion of luminal reacts with to form an unstable peroxide intermediate that then loses nitrogen to form a dicarboxylate and emit light. The process is similar to that in 14-21 and 14-22. Propose a mechanism for this process.
Tires whose sidewalls are made of natural rubber tend to crack and
weather rapidly in areas around cities where high levels of ozone and
other industrial pollutants are found. Explain.
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