Starting from 1-hexene, what is the product of the following reactions?1. Br2, CCl4 2. xs NaNH2, then H2O 3. NaH 4. BrCH2CH2CH3Select answer from the options below4-nonyne1-hexyne2-bromo-2-hexane3-nonyne2-heptyneSave for LaterSubmit Answer
Question
Starting from 1-hexene, what is the product of the following reactions?1. Br2, CCl4 2. xs NaNH2, then H2O 3. NaH 4. BrCH2CH2CH3Select answer from the options below4-nonyne1-hexyne2-bromo-2-hexane3-nonyne2-heptyneSave for LaterSubmit Answer
Solution
The product of the following reactions starting from 1-hexene would be 4-nonyne. Here's the step-by-step process:
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The reaction of 1-hexene with Br2 in CCl4 will result in an anti-addition of bromine across the double bond, giving 1,2-dibromohexane.
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The excess NaNH2 will remove both bromine atoms in two separate elimination reactions, resulting in a triple bond and forming 1-hexyne.
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NaH is a strong base and will deprotonate the terminal alkyne, forming a acetylide ion.
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The acetylide ion will then perform a nucleophilic substitution on the 1-bromo-3-methylbutane (BrCH2CH2CH3), attaching the 3-methylbutyl group to the end of the hexyne and forming 4-nonyne.
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