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1. The mechanism shown is ___. In Step 2, the carbocation has ___ H’s bonded it.

ID: 902424 • Letter: 1

Question

1. The mechanism shown is ___. In Step 2, the carbocation has ___ H’s bonded it. In Step 3, you would draw a curved arrow from the ___.

SN1

SN2

0

1

2

carbocation to the Cl-

Cl- to H

Cl- to carbocation

2. 1-butanol --> 1-butene is a _____ reaction.

substitution

elimination

proton transfer

addition

3. 2-chloro-2-pentene has ____ stereoisomers and 4-chloro-1-pentene has ____ stereoisomers.

E and Z/cis and trans

no/no

E and Z/no

4. 2-chloro-2-pentene is ____ stable than 4-chloro-2-pentene.

more

less

same

5. What is not needed by a reactant to undergo an elimination reaction?

leaving group

? carbon

H bonded to a ? carbon

pi bond

nucleophile

For Question 1: Step 1 OHH-CI OH2 + CI OH2 OH2 +Cl+H2O +CI H2 to Step 3 CIH2O C H20

Explanation / Answer

The mechanism shown is SN1 because SN1 proceeds stepwise in which the leaving group first leaves after that a carbocation forms which is later attacked by the nucleophile. In step 2 the Carbocation formed has 0 H atom bonded because it is 3 degree Carbocation. In step 3 we draw a curved arrow from Cl- to Carbocation because it attacks the Carbocation.

2.

1-butanol to butene is Elimination reaction due to the elimination of OH group to form a double bond

3.

2-chloro-2-pentene has E and Z stereoisomers but 4-chloro-1-pentene has no stereoisomers

4.

2-chloro-2-pentene is less stable than 4-chloro-1-pentene because 4-chloro-1-pentene has more stereoisomers which leads to higher stability.

5.

Pi bond is not needed by a reactant to undergo an elimination reaction because the elimination reaction will lead to the formation of pi bond