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(a) How many stereogenic double bonds are in octa-1,3,5-triene How many stereocenters

Chapter 7, Problem PROBLEM 7-9

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QUESTION:

(a) How many stereogenic double bonds are in octa-1,3,5-triene? How many stereocenters are there? Draw and name the four stereoisomers of octa-1,3,5-triene. (b) Draw the six stereoisomers of octa-2,4,6-triene. Explain why there are only six stereoisomers, rather than the eight we might expect for a compound with three stereogenic double bonds.

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QUESTION:

(a) How many stereogenic double bonds are in octa-1,3,5-triene? How many stereocenters are there? Draw and name the four stereoisomers of octa-1,3,5-triene. (b) Draw the six stereoisomers of octa-2,4,6-triene. Explain why there are only six stereoisomers, rather than the eight we might expect for a compound with three stereogenic double bonds.

ANSWER:

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Stereoisomers of a compound

Compounds having a different arrangement of atoms but the same structural formula are called stereoisomers. These compounds have stereogenic centers, and compounds having multiple stereogenic centers have many stereoisomers. The number of stereoisomers of a compound having n stereogenic double bonds is given by .

A carbon atom is considered stereogenic if the interchange of groups around the atom produces stereoisomers. All the valencies of a stereogenic center will be satisfied by different functional groups.

Therefore, these centers determine the chirality of a compound, and compounds having these chiral centers are considered optically active.

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