Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 42CTQ
Related questions
Question
4
![Question 4
Using the reagent sheet, identify the reagent needed to carry out the transformation below. Enter the reagent code in the space.
(Reagent)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9eb30bbe-7a1d-412e-b9ff-795e0bb08fb1%2Fba98c2a0-d076-4c24-927c-312389cded92%2Ffta3g6_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Question 4
Using the reagent sheet, identify the reagent needed to carry out the transformation below. Enter the reagent code in the space.
(Reagent)
![Alkyl Halides (X = CI, Br or I): Assume AICI, is present if needed
CHX
A
B
D
Alcohols
CHOH
AA
BB
DD
EE
FF
G
Ketones, Aldehydes and Epoxides: Assume "then H,O" is included if a protonation step is needed
A A
J
K
L
M
N
P
R
Acid Chlorides: Assume AICI, is present if needed
Grignard and Wittig Reagents: Assume "then H,0" is included if a protonation step is needed
MeMgBr EIMgBr PhMgBr PHCH,MgBr PhyP=CH, PhyP=CHCH, PhyP=CHCO,E Ph,PCH,Ph
G1
G2
G3
G4
W1
w2
W3
W4
Other Reagents:
1H,O' (dilute H,sO)
11 PCC in CH,C
12 Na,CryOr, H,SO, H0
13 BH, THF or 9-BBN, then HO. NaOH
21 Brz. FeBr,
22 Mg. Et,0
23 Cl,. AICI,
24 SOCI, pyridine
25 HNO,, HSO.
26 fuming H,SO,
27 Fe, HCI; then NaOH
2 conc. H,SO., heat
3 NaOEt
4 -BUOK
14 Hg(OAc). H0, then NaBH,
15 O, then Zn, HCI or DMS
16 МСРВА or CH,со,н
17 Brz. light or NBS, heat
5 H. Pt
6 H. Lindlar's catalyst
7 Na, NH,
8 LAH or xs LAH, then H0
9 NaBH, CH,он
10 NaBH,CN, pH 5
18 HBr
28 Zn(Hg), HCI
29 KCN, or KCN + HCN
19 HBr, ROOR
20 PBr,
30 Co, then HO
31 (H*), Ho OH (H,0)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9eb30bbe-7a1d-412e-b9ff-795e0bb08fb1%2Fba98c2a0-d076-4c24-927c-312389cded92%2Ft02r0hg_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Alkyl Halides (X = CI, Br or I): Assume AICI, is present if needed
CHX
A
B
D
Alcohols
CHOH
AA
BB
DD
EE
FF
G
Ketones, Aldehydes and Epoxides: Assume "then H,O" is included if a protonation step is needed
A A
J
K
L
M
N
P
R
Acid Chlorides: Assume AICI, is present if needed
Grignard and Wittig Reagents: Assume "then H,0" is included if a protonation step is needed
MeMgBr EIMgBr PhMgBr PHCH,MgBr PhyP=CH, PhyP=CHCH, PhyP=CHCO,E Ph,PCH,Ph
G1
G2
G3
G4
W1
w2
W3
W4
Other Reagents:
1H,O' (dilute H,sO)
11 PCC in CH,C
12 Na,CryOr, H,SO, H0
13 BH, THF or 9-BBN, then HO. NaOH
21 Brz. FeBr,
22 Mg. Et,0
23 Cl,. AICI,
24 SOCI, pyridine
25 HNO,, HSO.
26 fuming H,SO,
27 Fe, HCI; then NaOH
2 conc. H,SO., heat
3 NaOEt
4 -BUOK
14 Hg(OAc). H0, then NaBH,
15 O, then Zn, HCI or DMS
16 МСРВА or CH,со,н
17 Brz. light or NBS, heat
5 H. Pt
6 H. Lindlar's catalyst
7 Na, NH,
8 LAH or xs LAH, then H0
9 NaBH, CH,он
10 NaBH,CN, pH 5
18 HBr
28 Zn(Hg), HCI
29 KCN, or KCN + HCN
19 HBr, ROOR
20 PBr,
30 Co, then HO
31 (H*), Ho OH (H,0)
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