1. The reaction shown below can theoretically proceed through two different pathways, each pathway with two intermediates affording two different products. H₂O/H3O+ H₂O/H3O+ Intermediate #1 Intermediate #2 Product A B C E F Pathway 1 Pathway 2 a. Draw the structure of each intermediate and product in the blanks provided b. Draw the energy diagram, label each axis and put the letter of each intermediate or product in its proper place in the diagram c. Which pathway will yield the major product?_ 2 xs HX 1 X 1) xs NaNH2 2) H₂O R R 3 4 5 -CH3 R R H HgSO4 H2SO4, H₂O 1) R₂BH HX X2 (one equiv.) 2) H2O2, NaOH X R CCl4 6 R X X 1 1) xs NaNH2 XS X2 X X X R 2) H₂O 1) NaNH2 2) RX 1) O3 2) H₂O CCl4 X R 7 9 8 H2 12 R R R R Lindlar's cat. + R OH O=C=0 H₂ Na R R 10 11 R Pt NH3 (1) R

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 2E
Question

Help me with my study guide

1. The reaction shown below can theoretically proceed through two different pathways, each pathway
with two intermediates affording two different products.
H₂O/H3O+
H₂O/H3O+
Intermediate #1
Intermediate #2
Product
A
B
C
E
F
Pathway 1
Pathway 2
a. Draw the structure of each intermediate and product in the blanks provided
b. Draw the energy diagram, label each axis and put the letter of each intermediate or product in
its proper place in the diagram
c. Which pathway will yield the major product?_
Transcribed Image Text:1. The reaction shown below can theoretically proceed through two different pathways, each pathway with two intermediates affording two different products. H₂O/H3O+ H₂O/H3O+ Intermediate #1 Intermediate #2 Product A B C E F Pathway 1 Pathway 2 a. Draw the structure of each intermediate and product in the blanks provided b. Draw the energy diagram, label each axis and put the letter of each intermediate or product in its proper place in the diagram c. Which pathway will yield the major product?_
2
xs HX
1
X
1) xs NaNH2
2) H₂O
R
R
3
4
5
-CH3
R
R
H
HgSO4
H2SO4, H₂O
1) R₂BH
HX
X2 (one equiv.)
2) H2O2, NaOH
X
R
CCl4
6
R
X
X
1
1) xs NaNH2
XS X2
X
X X
R
2) H₂O
1) NaNH2
2) RX
1) O3
2) H₂O
CCl4
X
R
7
9
8
H2
12
R
R
R
R
Lindlar's cat.
+
R
OH
O=C=0
H₂
Na
R
R
10
11 R
Pt
NH3 (1)
R
Transcribed Image Text:2 xs HX 1 X 1) xs NaNH2 2) H₂O R R 3 4 5 -CH3 R R H HgSO4 H2SO4, H₂O 1) R₂BH HX X2 (one equiv.) 2) H2O2, NaOH X R CCl4 6 R X X 1 1) xs NaNH2 XS X2 X X X R 2) H₂O 1) NaNH2 2) RX 1) O3 2) H₂O CCl4 X R 7 9 8 H2 12 R R R R Lindlar's cat. + R OH O=C=0 H₂ Na R R 10 11 R Pt NH3 (1) R
Expert Solution
steps

Step by step

Solved in 2 steps

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Chemistry by OpenStax (2015-05-04)
Chemistry by OpenStax (2015-05-04)
Chemistry
ISBN:
9781938168390
Author:
Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Publisher:
OpenStax