CH CH3 CH3 (I) „CH3 (II) „CH3 (III) CH, (IV) (V) IOH CH HO Step I

Chemistry
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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
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QUESTION 1
Identify the reagent(s) from Table I required for individual steps of the multistep synthetic sequence below. Then place the number(s) (A1, A2
C1, C2 ...) that represents the reagent(s) in the given box right next to the corresponding step number (I, II, II...). You will be graded based on the number(s) in
each box. If two sets of reagents are required sequentially for the same step, place both numbers in the same box in the proper order separated by a comma
without any additional space (e.g., A1,A2). Do not fill in any single box with more than two numbers. The same reagents can be used in multiple steps if
B1, B2..., or
...
Table I
Number
Reagent
Number
Reagent
Number
Reagent
A1
K
B1
Mg, ether
C1
CH2O
A2
NaOH
B2
NaBHa, CH3ОH
C2
CH3CHO
АЗ
CH;ONa, CH3OH
B3
1. LIAIH4; 2. H3O*
C3
A4
t-BUOK
B4
H2, Raney Ni
C4
CH3OH
needed.
A5
H2SO4
B5
РСС
C5
CH;COOCH3
A6
HBr
B6
Na2Cr207, H2SO4
C6
CH;CH2I
A7
H3O*
B7
PBR3
C7
1. CН:ОН,
1. H20, Hg(OAc)2;
2. NaBH4
1. BH3-THF;
2. H2O2, NAOH
OsO4, H2O2
A8
B8
C8
Hg(OAc)2; 2. NaBH4
A9
B9
Br2. H20
C9
A10
B10
МСРВА
C10
A11
1. O3; 2. (CH3)2S
B11
NBS (hv)
C1
Transcribed Image Text:QUESTION 1 Identify the reagent(s) from Table I required for individual steps of the multistep synthetic sequence below. Then place the number(s) (A1, A2 C1, C2 ...) that represents the reagent(s) in the given box right next to the corresponding step number (I, II, II...). You will be graded based on the number(s) in each box. If two sets of reagents are required sequentially for the same step, place both numbers in the same box in the proper order separated by a comma without any additional space (e.g., A1,A2). Do not fill in any single box with more than two numbers. The same reagents can be used in multiple steps if B1, B2..., or ... Table I Number Reagent Number Reagent Number Reagent A1 K B1 Mg, ether C1 CH2O A2 NaOH B2 NaBHa, CH3ОH C2 CH3CHO АЗ CH;ONa, CH3OH B3 1. LIAIH4; 2. H3O* C3 A4 t-BUOK B4 H2, Raney Ni C4 CH3OH needed. A5 H2SO4 B5 РСС C5 CH;COOCH3 A6 HBr B6 Na2Cr207, H2SO4 C6 CH;CH2I A7 H3O* B7 PBR3 C7 1. CН:ОН, 1. H20, Hg(OAc)2; 2. NaBH4 1. BH3-THF; 2. H2O2, NAOH OsO4, H2O2 A8 B8 C8 Hg(OAc)2; 2. NaBH4 A9 B9 Br2. H20 C9 A10 B10 МСРВА C10 A11 1. O3; 2. (CH3)2S B11 NBS (hv) C1
CH
CH3
„CH3 (II)
„CH (IV)
(V)
CH3
(I)
„CH3
(II)
CH3
Step I
Step II
Step III
Step IV
Step V
Transcribed Image Text:CH CH3 „CH3 (II) „CH (IV) (V) CH3 (I) „CH3 (II) CH3 Step I Step II Step III Step IV Step V
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