8/17/2019 Workshop%207%20NucleophilicSub_Chem%20231-2.pdf

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WORKSHOP

Nucleophilic

ubstitution

ORGANIC

HEMISTRY

1. Given he ollowingeaction:

tt )-^

NaocH.,

HOCH3

a.

Predict

he

product(s)

f the

reaction

b.

Write he

mechanism f

the

reaction(s)

c. Explain

very

step

n the mechanism

f the

reaction,

molecularity,

nergy

of

activation

tc.

d. ls the

mechanism

hat

you proposed

concerted

eaction?

e, lf the

mechanism

hat

youproposed

s concerted,

anyoudrawa

mechanism

or he

stepwise

eaction.

f lf

youget

more han

one

product,

hatconclusion

an

you

reach

rom he

mechanism

f

he reaction.

2. Given

he

ollowing

eaction:

2.

ttt)-^

-

cH3oH

,

(--)-tr

heat

g.

Predicthe

product(s)

f the

reaction

h. Write he

mechanism

f the

reaction(s)

i. Explain very

tep

n hemechanism

f

he reaction,

olecularity,

nergy

of activation tc.

j ls themechanismhatyouproposed concertedeaction?

k.

lf

the

mechanism

hat

you

proposed

s concerted,

an

you

draw

a

mechanism

or he

stepwise

eaction.

lf

you

get

more

hanone

product,

hatconclusion

an

you

reach

rom

he

mechanismf

he eaction

8/17/2019 Workshop%207%20NucleophilicSub_Chem%20231-2.pdf

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Selecr

he

member

of,

each

pair that

shorfs the faster

rate

of Sx;Z eaation

with KNe

in

acetone'

Br

, ,1) ' ,

fo '

Br

a\

I icu,

\-a

cHg

l'-