1. 3. Ph Br (1 equiv.) AIBra (catalytic) CH₂Cl₂ 25°C HNO₂ (1 equiv.) conc. H₂SO4 0°C H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C Br₂ (1 equiv.) FeBra (cat.) CH₂Cl₂ 25 °C 1. 4. 5. B HNO₂ (1 equiv.) conc. ₂0 Ph Br (1 equiv.) AlBr₂ (catalytic) CH₂Cl₂ 25 °C Br₂ (1 equiv.) FeBr, (cat.) CH₂Cl₂ 25 °C Zn(Hg) conc. HCI 50 °C H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C ? 1. 2. 3. 4. 5. Br₂ (1 equiv.) FeBra (cat.) CH₂Cl₂ 25 °C Ph Br (1 equiv.) AlBr₂ (catalytic) CH₂Cl₂ 25°C Zn(Hg) conc. HCI 50 °C HNO₂ (1 equiv.) conc. H₂SO 0°C H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C 1. Ph H₂N 3. 5. D Br 2. H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C (1 equiv.) AIBra (catalytic) CH₂Cl₂ 25 °C HNO₂ (1 equiv.) conc. H₂SO4 0°C Br₂ (1 equiv.) FeBra (cat.) CH₂Cl₂ 25 °C Zn(Hg) conc. HCI 50 °C 1. 2 4. 3. Ph 5. Br E HNO₂ (1 equiv.) conc. H₂SO4 0°C Zn(Hg) conc. HCI 50 °C Br (2 equiv.) pyridine 25 °C H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C 6 M NaOH H₂O 100 °C

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Some of the Choices (A-E) have significant regioselectivity issues in providing the product below. Select one (1) choice that would NOT provide the specific product isomer is high yield.

1.
2.
3.
4.
A
Ph 'Br
(1 equiv.)
AIBr₂
(catalytic)
CH₂Cl₂
25 °C
HNO₂
(1 equiv.)
conc. H₂SO4
0°℃
H₂ (50 psi)
Pd/C (cat.)
EtOAc
25 °C
Br₂
(1 equiv.)
FeBr₂ (cat.)
CH₂Cl₂
25°C
2.
3.
4.
5.
B
HNO₂
(1 equiv.)
conc. H₂SO4
0°C
Ph
Br
(1 equiv.)
AlBr₂
(catalytic)
CH₂Cl₂
25 °C
B1₂
(1 equiv.)
FeBr, (cat.)
CH₂Cl₂
25 °C
Zn(Hg)
conc. HCI
50 °C
H₂ (50 psi)
Pd/C (cat.)
EtOAc
25 °C
?
2. Ph
3.
4.
Br₂
(1 equiv.)
FeBra (cat.)
CH₂Cl₂
25 °C
5.
Br
(1 equiv.)
AlBr₂
(catalytic)
CH₂Cl₂
25 °C
Zn(Hg)
conc. HCI
50 °C
HNO₂
(1 equiv.)
conc. H₂SO4
0°C
H₂ (50 psi)
Pd/C (cat.)
EtOAc
25 °C
1. Ph
(1
H₂N
3.
5.
D
o=
2. H₂ (50 psi)
Pd/C (cat.)
EtOAc
25 °C
Br
equiv.)
AlBra
(catalytic)
CH₂Cl₂
25 °C
HNO3
(1 equiv.)
conc. H₂SO4
0°℃
Br₂
(1 equiv.)
FeBr₂ (cat.)
CH₂Cl₂
25 °C
Zn(Hg)
conc. HCI
50 °C
1.
2
4.
5.
Br
3. Ph
E
HNO₂
(1 equiv.)
conc. H₂SO4
0°℃
Zn(Hg)
conc. HCI
50 °C
i
Br
(2 equiv.)
pyridine
25 °C
H₂ (50 psi)
Pd/C (cat.)
EtOAc
25 °C
6 M NaOH
H₂O
100 °C
Transcribed Image Text:1. 2. 3. 4. A Ph 'Br (1 equiv.) AIBr₂ (catalytic) CH₂Cl₂ 25 °C HNO₂ (1 equiv.) conc. H₂SO4 0°℃ H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C Br₂ (1 equiv.) FeBr₂ (cat.) CH₂Cl₂ 25°C 2. 3. 4. 5. B HNO₂ (1 equiv.) conc. H₂SO4 0°C Ph Br (1 equiv.) AlBr₂ (catalytic) CH₂Cl₂ 25 °C B1₂ (1 equiv.) FeBr, (cat.) CH₂Cl₂ 25 °C Zn(Hg) conc. HCI 50 °C H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C ? 2. Ph 3. 4. Br₂ (1 equiv.) FeBra (cat.) CH₂Cl₂ 25 °C 5. Br (1 equiv.) AlBr₂ (catalytic) CH₂Cl₂ 25 °C Zn(Hg) conc. HCI 50 °C HNO₂ (1 equiv.) conc. H₂SO4 0°C H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C 1. Ph (1 H₂N 3. 5. D o= 2. H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C Br equiv.) AlBra (catalytic) CH₂Cl₂ 25 °C HNO3 (1 equiv.) conc. H₂SO4 0°℃ Br₂ (1 equiv.) FeBr₂ (cat.) CH₂Cl₂ 25 °C Zn(Hg) conc. HCI 50 °C 1. 2 4. 5. Br 3. Ph E HNO₂ (1 equiv.) conc. H₂SO4 0°℃ Zn(Hg) conc. HCI 50 °C i Br (2 equiv.) pyridine 25 °C H₂ (50 psi) Pd/C (cat.) EtOAc 25 °C 6 M NaOH H₂O 100 °C
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