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1. How many dichlorinated products, including stereoisomers, can be isolated whe

ID: 977497 • Letter: 1

Question

1. How many dichlorinated products, including stereoisomers, can be isolated when (S)-2-chlorobutane reacts with Cl2/h??

1 2 3 4 5

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2.

2

4

5

6

8

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3.

Only I is formed.

Only II is formed.

Both I and II are formed in equal amounts.

Both I and II are formed in unequal amounts.

Both I and II could never form under these conditions.

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4. Which of the following is the most stable radical?

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5. What is the major organic product of the following aldol addition?

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6. Which of the following compounds does not have an alpha hydrogen?

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7. The compound shown below can form a hemiacetal by reacting with itself in solution.

What is the structure of this hemiacetal?

2

4

5

6

8

Explanation / Answer

Question 1.

Since this is an alkane, there are no possible re-arrangements, the only possible pathways for Cl- halogenation is

Substitution of H via Cl

Therefore, there is only 1 product left:

2,2-dichlorobutane