Chemistry 351: Introductory Organic Chemistry LaboratoryI. For the following three reactions, (a)...

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Chemistry 351: Introductory Organic Chemistry Laboratory
I. For the following three reactions, (a) what type of substituent (electron-donating substituent or electron-withdrawing substituent) will favor the reaction? (b) will this reaction have a positive or negative reaction constant ()? Explain your reasoning.
II. Under the following two conditions, which enolate will be generated as the major product? Explain why.
III. The following nucleophilic substitution reaction gives an isotope effect of kH/kD = XXXXXXXXXXExplain whether this is a primary isotope effect or it’s a secondary isotope effect (normal or inverse) and explain why this reaction shows such an isotope effect.
IV. Based on the kinetic isotope data and the observed ρ values, what can you say about the transition state of the following elimination reaction? Explain the kinetic isotope data and the observed ρ values.
H(D)
OH
HB
H(D)
B
P
h
X
P
h
N
a
O
E
t
X
k
H
k
D
B
OSO
2
C
7
H
7
+
SMe
2
+
NMe
3
7.11
5.66
5.07
2.98
2.1
2.3
2.7
3.7
+ B
2
X
B
X
N
C
H
3
X
H
3
C
C
H
3
+ H
3
CO
-
heat
N
C
H
3
X
H
3
C
+ CH
3
OCH
3
A
A
A
O
H
+ HCl
A
A
A
C
l
+ H
2
O
Ar = aryl group
H
3
CC
O
CH
2
CH
3
K
F
7
8

0
C
E
t
O
H
L
D
A
0

0
C
T
H
F

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Dr Shweta · Accepted Answer

Ans 1 
1A) For this reaction electron withdrawing substituent is favorable and the substituent here is electrophile Bromonium ion Br+. Since the substrate supports the reaction so it’s ρ is positive
1B) For this reaction electron donating substituent is favorable and the substituent here is nucleophile -OCH3 which helps in the formation of electrophile methenium ion CH3+.

Chemistry 351: Introductory Organic Chemistry Laboratory I. For the following three reactions, (a) what type of substituent (electron-donating substituent or electron-withdrawing substituent) will...

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