Chapter 14: 32E (page 447)
Di-tert-butyl-1,3-butadiene does not undergo Diels-Alder reactions. Explain.
Short Answer
Due to steric hinderance.
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Chapter 14: 32E (page 447)
Di-tert-butyl-1,3-butadiene does not undergo Diels-Alder reactions. Explain.
Due to steric hinderance.
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Which of the following dienes have an s-cis conformation, and which have an s-trans conformation? Of the s-trans dienes, which can readily rotate to s-cis?

Adiponitrile, a starting material used in the manufacture of nylon, can be prepared in three steps from 1,3-butadiene. How would you carry out this synthesis?

Show the mechanism of the acid-catalyzed polymerization of 1,3-butadiene.
Answer the questions below for 1,3,5-cycloheptatriene.
(a)How many patomic orbitals are in the conjugated system?
(b)How many molecular orbitals describe the conjugated system?
(c)How many molecular orbitals are bonding molecular orbitals?
(d)How many molecular orbitals are anti-bonding molecular orbitals?
(e)Which molecular orbitals are filled with electrons?
(f)If this molecule were to absorb a photon of UV light an electron would move between which two molecular orbitals (be specific)?
Draw a segment of the polymer that might be prepared from 2-phenyl-1,3-butadiene.
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