Consider the Reaction
CH₃(CH₂)₄CH₂CH(Br)CH₃ + NaOH $\rarr$ CH₃(CH₂)₄CH₂CH(OH)CH₃
(Optically Pure Enantiomer)
If 2-Bromooctane Rotates the Plane of Enantiomer)

question 172

Multiple Choice

Consider the reaction
CH₃(CH₂) ₄CH₂CH(Br) CH₃ + NaOH $\rarr$ CH₃(CH₂) ₄CH₂CH(OH) CH₃
(optically pure enantiomer)
If 2-bromooctane rotates the plane of polarized light to the right while the product rotates the plane of polarized light to the left,
Which of the following statements is true?

• A) This is an example of an elimination reaction.
• B) The reaction occurs by an S_N2 mechanism.
• C) The reaction occurs by an S_N1 mechanism.
• D) This is an example of an addition reaction.
• E) This is an example of an electrophilic substitution.

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