Question

Alkene Reaction Mechanisms 1. Label the following as an electrophile or a nucleophile. (HINT: Sometimes it is helpful to draw the Lewis structure.) a. I- c. BH3 e. CH3+ g. H2O b. H+ d. OH- f. CH3- 2. Identify the electrophile and nucleophile in the following reaction: BCl3 + NH3 -> Cl3BNH2 3. Draw and label each reactant as a nucleophile or an electrophile. Then draw in the 2-step reaction mechanism for each. Be sure to include all intermediate species. Name the product formed. A. Ethylene + HCl B. 3-methyl-hex-1-ene + HCl C. 2-butene + HBr 4. Complete the following two textbook problems. Problem 3.15 Reaction of HCl with 2-methylpropene yields 2-chloro-2-methylpropane. What is the structure of the carbocation formed during the reaction? Show the mecha- nism of the reaction. H3C C=CH2 + HCl -> H3C-C-Cl H3C CH3 2-Methylpropene 2-Chloro-2-methylpropane Problem 3.16 Reaction of HCl with pent-2-ene yields a mixture of two addition products. Write the reaction, and show the two products.

          Alkene Reaction Mechanisms

1. Label the following as an electrophile or a nucleophile. (HINT: Sometimes it is helpful to
draw the Lewis structure.)
a. I-
c. BH3
e. CH3+
g. H2O
b. H+
d. OH-
f. CH3-

2. Identify the electrophile and nucleophile in the following reaction:
BCl3 + NH3 -> Cl3BNH2

3. Draw and label each reactant as a nucleophile or an electrophile. Then draw in the
2-step reaction mechanism for each. Be sure to include all intermediate species.
Name the product formed.
A. Ethylene + HCl
B. 3-methyl-hex-1-ene + HCl
C. 2-butene + HBr

4. Complete the following two textbook problems.
Problem 3.15 Reaction of HCl with 2-methylpropene yields 2-chloro-2-methylpropane. What
is the structure of the carbocation formed during the reaction? Show the mecha-
nism of the reaction.
H3C C=CH2 + HCl -> H3C-C-Cl
H3C CH3
2-Methylpropene 2-Chloro-2-methylpropane
Problem 3.16 Reaction of HCl with pent-2-ene yields a mixture of two addition products.
Write the reaction, and show the two products.

Alkene Reaction Mechanisms

1. Label the following as an electrophile or a nucleophile. (HINT: Sometimes it is helpful to
draw the Lewis structure.)
a. I-
c. BH3
e. CH3+
g. H2O
b. H+
d. OH-
f. CH3-

2. Identify the electrophile and nucleophile in the following reaction:
BCl3 + NH3 -> Cl3BNH2

3. Draw and label each reactant as a nucleophile or an electrophile. Then draw in the
2-step reaction mechanism for each. Be sure to include all intermediate species.
Name the product formed.
A. Ethylene + HCl
B. 3-methyl-hex-1-ene + HCl
C. 2-butene + HBr

4. Complete the following two textbook problems.
Problem 3.15 Reaction of HCl with 2-methylpropene yields 2-chloro-2-methylpropane. What
is the structure of the carbocation formed during the reaction? Show the mecha-
nism of the reaction.
H3C C=CH2 + HCl -> H3C-C-Cl
H3C CH3
2-Methylpropene 2-Chloro-2-methylpropane
Problem 3.16 Reaction of HCl with pent-2-ene yields a mixture of two addition products.
Write the reaction, and show the two products.

Added by Courtney R.

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