Chemistry Practice Problems Orbital Overlap Practice Problems Solution: The molecule 2-butene, C4 H8, can undergo a geomet...

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Solution: The molecule 2-butene, C4 H8, can undergo a geometric change called cis-trans isomerization: As discussed in the "Chemistry and Life" box on the chemistry of vision, such transformations can be induced by light and are the key to human vision.The isomerization occurs by rotation about the central C-C bond. With reference to Figure9.32 in the textbook, explain why the pi bond between the two central carbon atoms is destroyed halfway through the rotation from cis - to trans-2-butene.

Problem

The molecule 2-butene, C4 H8, can undergo a geometric change called cis-trans isomerization: The structure of cis-2-butene is two Cs double bonded together.  Each C is single bonded below, angled outward, to H, and above, angled outward, to CH3. The structure of trans-2-butene is two Cs double bonded together.  The left C is single bounded below, angled out, to H, and above, angled out, to CH3.  The right C is single bounded below, angled out, to CH3, and above, angled out, to H. As discussed in the "Chemistry and Life" box on the chemistry of vision, such transformations can be induced by light and are the key to human vision.

The isomerization occurs by rotation about the central C-C bond. With reference to Figure9.32 in the textbook, explain why the bond between the two central carbon atoms is destroyed halfway through the rotation from cis - to trans-2-butene.