Analyze the two (2) SN2 reactions by responding to the questions. Rxn →>> Question J Draw a Lewis structure for the nucleophile used in this rxn which takes into account the spectator ion. Draw a resonance structure that shows an additional site of nucleophilicity in the nucleophile. Draw an SN2 mechanism for the given rxn. Why did the nucleophile attack from the site it did? Which rxn do you think is faster/slower than the other? Why do you think each rxn is faster/slower than the other? NaNCS :N=C N :N H3C H3 C H3C EC-S + SCN SCN + ON=C=S: H3C Na +INCS---- H 2 I CH3 --H NaNCO H H₂C CANA I H3C NCO :01 CIN: Na C= H3C NCO ₁0 10=C=N 1:0 CMN: ->>> OCN. H CH3 H

Organic Chemistry
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ISBN:9781305080485
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Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
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please answer the bottom three questions for both reactions 

Analyze the two (2) SN2 reactions by responding to the questions.
Rxn -
Question ↓
Draw a Lewis structure
for the nucleophile used
in this rxn which takes
into account the spectator
ion.
Draw a resonance
structure that shows an
additional site of
nucleophilicity in the
nucleophile.
Draw an SN2 mechanism
for the given rxn.
Why did the nucleophile
attack from the site it
did?
Which rxn do you think is
faster/slower than the
other?
Why do you think each
rxn is faster/slower than
the other?
NaNCS
H3C
:N=C—S
N=C
:N=(
H3 C
+ I
H3C
SCN
C
SCN +
+
H3C
No
~=c_~°~~=(=s: 6—(0-CEN:
$0²N=C=S:
+
2
NaNCO
H
O
:0
H₂C 1
H3C
=C=
:0=C=N
H3C NCO +
(=N! Na®
↓
CH3
NCS -----
[]
H
H
+ I
NCO
H₂C
CH3
OCN......
H
H
Transcribed Image Text:Analyze the two (2) SN2 reactions by responding to the questions. Rxn - Question ↓ Draw a Lewis structure for the nucleophile used in this rxn which takes into account the spectator ion. Draw a resonance structure that shows an additional site of nucleophilicity in the nucleophile. Draw an SN2 mechanism for the given rxn. Why did the nucleophile attack from the site it did? Which rxn do you think is faster/slower than the other? Why do you think each rxn is faster/slower than the other? NaNCS H3C :N=C—S N=C :N=( H3 C + I H3C SCN C SCN + + H3C No ~=c_~°~~=(=s: 6—(0-CEN: $0²N=C=S: + 2 NaNCO H O :0 H₂C 1 H3C =C= :0=C=N H3C NCO + (=N! Na® ↓ CH3 NCS ----- [] H H + I NCO H₂C CH3 OCN...... H H
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Please review your answers. You say the reaction on the right is slower, then in the next question it is faster? 

 

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