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Chapter 7 - Alkyl Halides and Nucleophillic Substitution

front 1

Give the IUPAC name for the following compound

back 1

6-bromo-4-ethyl-3-methyloctane

front 2

Give the IUPAC name for the following compound

back 2

(3S, 4S)-4-ethyl-3-fluoroheptane

front 3

Give the IUPAC name for the following compound

back 3

6-chloro-2-fluoro-5-isobutyl-7-methylnonane

front 4

Give the structure corresponding to the IUPAC Name giving

back 4

1-bromo-4-ethyl-5-isopropyl-2-methylcyclohexane

front 5

Draw the products of the substitution reaction. Indicate the stereochemistry where appropriate.

back 5

front 6

Draw the products of the substitution reaction. Indicate the stereochemistry where appropriate.

back 6

front 7

Determine the faster substitution reaction among the following pairs and explain why?

back 7

front 8

Draw a mechanism using curved arrows. Draw an energy diagram including the labeled axis, reactants, products, Ea, and overall enthalpy. Assume the reaction is exothermic. Draw the structure of the transition state.

back 8

front 9

Draw a mechanism using curved arrows. Draw an energy diagram including the labeled axis, reactants, products, Ea, and overall enthalpy. Assume the reaction is endothermic. Draw the structure of the transition state.

back 9

front 10

What is the rate equation for the following reaction.

A. What happens if the leaving group is changed from Br to F

B. What happens if the solvent is changed from CH3OH and DMSO

C. The concentration of Sodium Hydroxide is increased by a factor of 2

D. The concentration of the Alkyl Halide and Sodium Hydroxide is decreased by a factor of 5

back 10

Rate = [Alkyl Halide] [-OH]

A. Rate decreased

B. Rate increased

C. Rate increased by a factor of 2

D. Rate is decreased by a factor of 25

front 11

What is the rate equation for the following reaction.

A. What happens if the leaving group is changed to I to Cl

B. What happens if the solvent is changed from THF to CH3OH

C. The concentration of water is tripled

D. The concentration of water and the alkyl halide is decreased by a factor of 4

back 11

Rate = [Alkyl Halide]

A. Rate decreased

B. Rate increased

C. The rate does not change

C. Rate is decreased by a factor of 4

front 12

Determine the mechanism of nucleophilic substitution of the reaction using curved arrow notation. Draw the products, including stereochemistry if applicable.

back 12

front 13

Determine the mechanism of nucleophilic substitution of the reaction using curved arrow notation. Draw the products, including stereochemistry.

back 13