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...
Related questions
Question
hw 4 help

Transcribed Image Text:Propose an efficient synthesis for the transformation below.
Step 1
Step 2
![Reactant/reagent List
Enter code (# or letter) in the appropriate boxes.
Alkyl Halides (X = CI, Br or I): Assume AICI, is present if needed
CH,X
X,
B
A
D
E
F
G
H
H2
Alcohols: Assume an acid catalyst [H+], or pyridine, is present if needed.
он
HO.
OH
CH,OH
HO
HO,
он
AA
BB
DD
EE
FF
GG
HH
HH2
Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed
Ph
J
K
M
Ph.
Ph
Ph
Ph
Ph
T
U
V
w
Acid Chlorides: Assume AICI, or pyridine is present if needed
Ph
TT
U
UV
ww
XX
YY
Reactant/reagent List
Enter code (# or letter) in the appropriate boxes.
Other Reagents:
21 Br2, FeBr3
22 Mg. Et,0
23 Cl2, AICI3
24 SOCI2, pyridine
43 NANO2, HCI
1 H30* (dilute H2SO4)
or H30*, heat
2 conc. H,SO4, heat
11 PCC in CH,Cl2
12 Na,Cr2O7, H2SO4, H2O
13 BH THF or 9-BBN,
then H2O2, NaOH
14 Hg(OAc)2, H2O, then NaBH, 25 HNO3, H2SO4
15 O3, then Zn, HCI or DMS
16 MCPBA or CH;CO3H
17 Br2, light or NBS, heat
44 CuBr
45 CuCl
3 NaOEt
46 Cul
4 t-BUOK
47 CUCN
26 fuming H,SO4
27 Fe, HCI; then NaOH
48 HBF.
49 H2O, heat
50 H3PO2
5 H2, Pt
6 H2, Lindlar's catalyst
7 Na, NH3
8 LAH or xs LAH, then H20
9 NABH4, CH3OH
10 NaBH,CN, pH 5
28 Zn(Hg), HCI
29 KCN, or KCN + HCN
18 HBr
19 HBr, ROOR
30 CO2, then H30*
20 PBr3
31 (H*].
HO
он
(-H2O)
Grignard, Wittig and Gilman Reagents:
Assume "then H,0" is included if a protonation step is
needed
32 NH, (1 or 2 equiv.)
33 CH;NH2 (1 or 2 equiv)
34 (CH3)½NH (1 or 2 equiv)
35 EINH, (1 or 2 equiv)
36 PHCH,NH2 (1 or 2 equiv).
37 LDA, -78 °C
38 NaH, 25 °C
51
„MgBr
MeMgBr
EtMgBr PhMgBr PHCH;MgBr
G1
G2
G3
G4
G5
NH2
52
CuLi
Me;Culi Et,Culi
Ph,Culi (PHCH2)hCuli
2
39 LIAI(OR);H, then H20
40 DIBAH, then H20
41 Brz. [H3O*]
42 Br2, NaOH
G6
G7
G8
G9
G10
Ph;P=CH2 Ph3P=CHCH3 PhyP=CHCO¿Et PhyP=CHPH
W1
w2
W3
W4](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fbc96294a-6867-4c53-8945-7b1c26d22cf9%2F447ca4c4-6341-40a2-b461-7a22049d6dfe%2F2f3ukbv_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Reactant/reagent List
Enter code (# or letter) in the appropriate boxes.
Alkyl Halides (X = CI, Br or I): Assume AICI, is present if needed
CH,X
X,
B
A
D
E
F
G
H
H2
Alcohols: Assume an acid catalyst [H+], or pyridine, is present if needed.
он
HO.
OH
CH,OH
HO
HO,
он
AA
BB
DD
EE
FF
GG
HH
HH2
Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed
Ph
J
K
M
Ph.
Ph
Ph
Ph
Ph
T
U
V
w
Acid Chlorides: Assume AICI, or pyridine is present if needed
Ph
TT
U
UV
ww
XX
YY
Reactant/reagent List
Enter code (# or letter) in the appropriate boxes.
Other Reagents:
21 Br2, FeBr3
22 Mg. Et,0
23 Cl2, AICI3
24 SOCI2, pyridine
43 NANO2, HCI
1 H30* (dilute H2SO4)
or H30*, heat
2 conc. H,SO4, heat
11 PCC in CH,Cl2
12 Na,Cr2O7, H2SO4, H2O
13 BH THF or 9-BBN,
then H2O2, NaOH
14 Hg(OAc)2, H2O, then NaBH, 25 HNO3, H2SO4
15 O3, then Zn, HCI or DMS
16 MCPBA or CH;CO3H
17 Br2, light or NBS, heat
44 CuBr
45 CuCl
3 NaOEt
46 Cul
4 t-BUOK
47 CUCN
26 fuming H,SO4
27 Fe, HCI; then NaOH
48 HBF.
49 H2O, heat
50 H3PO2
5 H2, Pt
6 H2, Lindlar's catalyst
7 Na, NH3
8 LAH or xs LAH, then H20
9 NABH4, CH3OH
10 NaBH,CN, pH 5
28 Zn(Hg), HCI
29 KCN, or KCN + HCN
18 HBr
19 HBr, ROOR
30 CO2, then H30*
20 PBr3
31 (H*].
HO
он
(-H2O)
Grignard, Wittig and Gilman Reagents:
Assume "then H,0" is included if a protonation step is
needed
32 NH, (1 or 2 equiv.)
33 CH;NH2 (1 or 2 equiv)
34 (CH3)½NH (1 or 2 equiv)
35 EINH, (1 or 2 equiv)
36 PHCH,NH2 (1 or 2 equiv).
37 LDA, -78 °C
38 NaH, 25 °C
51
„MgBr
MeMgBr
EtMgBr PhMgBr PHCH;MgBr
G1
G2
G3
G4
G5
NH2
52
CuLi
Me;Culi Et,Culi
Ph,Culi (PHCH2)hCuli
2
39 LIAI(OR);H, then H20
40 DIBAH, then H20
41 Brz. [H3O*]
42 Br2, NaOH
G6
G7
G8
G9
G10
Ph;P=CH2 Ph3P=CHCH3 PhyP=CHCO¿Et PhyP=CHPH
W1
w2
W3
W4
Expert Solution

This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
Step by step
Solved in 3 steps with 2 images

Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Recommended textbooks for you

Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning

Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning

Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning

Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education

Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning

Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education

Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning

Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY