5) Based on the structures of lycopene and ẞ-carotene, which are two chemicals found in another common vegetable, the tomato, answer the following questions: a) Are they stereoisomers, constitutional isomers or not even isomers? b) Do you expect them to be relatively polar or nonpolar substances? Why? c) How many double bonds are in lycopene? How many in ẞ-carotene? d) As lycopene is transformed into ẞ -carotene, how many pi electrons from the double bonds are transformed into single bonds? How many new single bonds are being formed in ẞ-carotene? e) The first step of a possible mechanism for the ring closure in the transformation is outlined below (only part of the structure is shown for simplicity). Draw the product that results from this arrow pushing mechanism. Be sure to include any formal charges that arise from the carbon atoms.
5) Based on the structures of lycopene and ẞ-carotene, which are two chemicals found in another common vegetable, the tomato, answer the following questions: a) Are they stereoisomers, constitutional isomers or not even isomers? b) Do you expect them to be relatively polar or nonpolar substances? Why? c) How many double bonds are in lycopene? How many in ẞ-carotene? d) As lycopene is transformed into ẞ -carotene, how many pi electrons from the double bonds are transformed into single bonds? How many new single bonds are being formed in ẞ-carotene? e) The first step of a possible mechanism for the ring closure in the transformation is outlined below (only part of the structure is shown for simplicity). Draw the product that results from this arrow pushing mechanism. Be sure to include any formal charges that arise from the carbon atoms.
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.2: Cis–trans Isomerism In Cycloalkanes
Problem 6P: Prostaglandin F2α, a hormone that causes uterine contraction during childbirth, has the following...
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Transcribed Image Text:5) Based on the structures of lycopene and ẞ-carotene, which are two chemicals found in
another common vegetable, the tomato, answer the following questions:
a) Are they stereoisomers, constitutional isomers or not even isomers?
b) Do you expect them to be relatively polar or nonpolar substances? Why?
c) How many double bonds are in lycopene? How many in ẞ-carotene?
d) As lycopene is transformed into ẞ -carotene, how many pi electrons from the double
bonds are transformed into single bonds? How many new single bonds are being
formed in ẞ-carotene?
e) The first step of a possible mechanism for the ring closure in the transformation is
outlined below (only part of the structure is shown for simplicity). Draw the product
that results from this arrow pushing mechanism. Be sure to include any formal
charges that arise from the carbon atoms.
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