2 of 2 G H un acid catalyst [H+], or pyridine, is present if needed. OH HO, CHOH OH HO AA BB DD EE FF GG HH Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed J K A A A A U V Acid Chlorides: Assume AICI, or pyridine is present if needed w Other Reagents: 11 PCC in CH2C2 12 Na,Cr207, H2S04. H20 13 BH3 THF or 9-BBN, then H2O2, NaOH 14 Hg(OAc)2, H2O, then NaBH, 15 O3, then Zn, HCI or DMS 16 MCPBA or CH;CO,H 17 Br2, light or NBS, heat 1 H30* (dilute H2SO,) or H3O*, heat 2 conc. H2SO4, heat 21 Br2, FeBr3 22 Mg, Etz0 23 Cl2, AICI, 24 SOCI2, pyridine 25 HNO3, H2SO, 26 fuming H2SO4 27 Fe, HCI; then NaOH 3 NaOEt 4 t-BUOK 5 H2, Pt 6 H2, Lindlar's catalyst 7 Na, NH3 8 LAH or xs LAH, then H20 9 NABH4, CH,OH 10 NABH, 18 HBr 28 Zn(Hg). НCI 29 KCN, or KCN + HCN 30 CO2, then H3o* 19 HBr, ROOR pH 5 20 PBr3 OH (-H2O) 31 (H'). HOʻ 32 NH3 (1 or 2 equiv.) 33 CH3NH2 (1 or 2 equiv) 34 (CH3)2NH (1 or 2 equiv) 35 EINH2 (1 or 2 equiv) 36 PHCH,NH2 (1 or 2 equiv). 37 LDA, -78 °C 38 NaH, 25 °C Grignard, Wittig and Gilman Reagents: Assume "then H,0" is included if a protonation step is needed „MgBr MeMgBr EtMgBr PhMgBr G1 G2 G3 G4 CuLi Me,CuLi Et,CuLi (PHCH2),CuLi 39 LIAI(OR),H, then H,0 40 DIBAH, then H20 41 Brz. (H3O"] 42 Br2, NaOH 43 Pyridine G5 G6 G7 G8 MePh,P=CH2 PhyP=CHCH, PhyP=CHCO,Et PhyP=CHPH W1 W2 W3 W4
2 of 2 G H un acid catalyst [H+], or pyridine, is present if needed. OH HO, CHOH OH HO AA BB DD EE FF GG HH Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed J K A A A A U V Acid Chlorides: Assume AICI, or pyridine is present if needed w Other Reagents: 11 PCC in CH2C2 12 Na,Cr207, H2S04. H20 13 BH3 THF or 9-BBN, then H2O2, NaOH 14 Hg(OAc)2, H2O, then NaBH, 15 O3, then Zn, HCI or DMS 16 MCPBA or CH;CO,H 17 Br2, light or NBS, heat 1 H30* (dilute H2SO,) or H3O*, heat 2 conc. H2SO4, heat 21 Br2, FeBr3 22 Mg, Etz0 23 Cl2, AICI, 24 SOCI2, pyridine 25 HNO3, H2SO, 26 fuming H2SO4 27 Fe, HCI; then NaOH 3 NaOEt 4 t-BUOK 5 H2, Pt 6 H2, Lindlar's catalyst 7 Na, NH3 8 LAH or xs LAH, then H20 9 NABH4, CH,OH 10 NABH, 18 HBr 28 Zn(Hg). НCI 29 KCN, or KCN + HCN 30 CO2, then H3o* 19 HBr, ROOR pH 5 20 PBr3 OH (-H2O) 31 (H'). HOʻ 32 NH3 (1 or 2 equiv.) 33 CH3NH2 (1 or 2 equiv) 34 (CH3)2NH (1 or 2 equiv) 35 EINH2 (1 or 2 equiv) 36 PHCH,NH2 (1 or 2 equiv). 37 LDA, -78 °C 38 NaH, 25 °C Grignard, Wittig and Gilman Reagents: Assume "then H,0" is included if a protonation step is needed „MgBr MeMgBr EtMgBr PhMgBr G1 G2 G3 G4 CuLi Me,CuLi Et,CuLi (PHCH2),CuLi 39 LIAI(OR),H, then H,0 40 DIBAH, then H20 41 Brz. (H3O"] 42 Br2, NaOH 43 Pyridine G5 G6 G7 G8 MePh,P=CH2 PhyP=CHCH, PhyP=CHCO,Et PhyP=CHPH W1 W2 W3 W4
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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hw help 10
![Alkyl Halides (X = CI, Br or I): Assume AICI, is present if needed
2 of 2
G
un acid catalyst [H+], or pyridine, is present if needed.
он
OH
OH
CHJOH
AA
BB
DD
EE
FF
GG
HH
Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed
K.
P
R
V
Acid Chlorides: Assume AICI, or pyridine is present if needed
YY
zZ
Other Reagents:
11 PCC in CH2C2
21 Br2, FeBr3
22 Mg. Et,0
23 Cl2, AICI3
24 SOCI2, pyridine
25 HNO3, H2SO4
26 fuming H2SO4
1 H3O* (dilute H2SO4) or H3O*, heat
2 conc. H2SO4, heat
3 NaOEt
12 NazCr207, H2S04, H2O
13 BH3•THF or 9-BBN, then H2O2, NaOH
14 Hg(OAc)2, H2O, then NaBH4
15 O3, then Zn, HCI or DMS
16 MCPBA or CH;CO3H
17 Br2, light or NBS, heat
4 t-BUOK
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
27 Fe, HCI; then NaOH
28 Zn(Hg). НCI
29 KCN, or KCN + HCN
30 CO2, then H30*
18 HBr
19 HBr, ROOR
20 PB13
31 (H*]. HOʻ
32 NH3 (1 or 2 equiv.)
33 CH,NH2 (1 or 2 equiv)
34 (CH3)½NH (1 or 2 equiv)
35 EINH2 (1 or 2 equiv)
36 PHCH,NH2 (1 or 2 equiv).
37 LDA, -78 °C
(-H20)
Grignard, Wittig and Gilman Reagents:
Assume "then H,0" is included if a protonation step is needed
MgBr
MeMgBr
EtMgBr
PhMgBr
G1
G2
G3
G4
CuLi
Me,Culi Et,Culi (PHCH2),CULI
38 NaH, 25 °C
39 LIAI(OR);H, then H20
40 DIBAH, then H2O
41 Br2. [H3O*]
42 Br2, NaOH
43 Pyridine
G5
G6
G7
G8
MePh,P=CH2 PhyP=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%2F66a21c83-bbc6-40e5-9f4e-7d77e3526aad%2Fayieiod_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Alkyl Halides (X = CI, Br or I): Assume AICI, is present if needed
2 of 2
G
un acid catalyst [H+], or pyridine, is present if needed.
он
OH
OH
CHJOH
AA
BB
DD
EE
FF
GG
HH
Ketones, Aldehydes and Epoxides: Assume "then H,0" is included if a protonation step is needed
K.
P
R
V
Acid Chlorides: Assume AICI, or pyridine is present if needed
YY
zZ
Other Reagents:
11 PCC in CH2C2
21 Br2, FeBr3
22 Mg. Et,0
23 Cl2, AICI3
24 SOCI2, pyridine
25 HNO3, H2SO4
26 fuming H2SO4
1 H3O* (dilute H2SO4) or H3O*, heat
2 conc. H2SO4, heat
3 NaOEt
12 NazCr207, H2S04, H2O
13 BH3•THF or 9-BBN, then H2O2, NaOH
14 Hg(OAc)2, H2O, then NaBH4
15 O3, then Zn, HCI or DMS
16 MCPBA or CH;CO3H
17 Br2, light or NBS, heat
4 t-BUOK
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
27 Fe, HCI; then NaOH
28 Zn(Hg). НCI
29 KCN, or KCN + HCN
30 CO2, then H30*
18 HBr
19 HBr, ROOR
20 PB13
31 (H*]. HOʻ
32 NH3 (1 or 2 equiv.)
33 CH,NH2 (1 or 2 equiv)
34 (CH3)½NH (1 or 2 equiv)
35 EINH2 (1 or 2 equiv)
36 PHCH,NH2 (1 or 2 equiv).
37 LDA, -78 °C
(-H20)
Grignard, Wittig and Gilman Reagents:
Assume "then H,0" is included if a protonation step is needed
MgBr
MeMgBr
EtMgBr
PhMgBr
G1
G2
G3
G4
CuLi
Me,Culi Et,Culi (PHCH2),CULI
38 NaH, 25 °C
39 LIAI(OR);H, then H20
40 DIBAH, then H2O
41 Br2. [H3O*]
42 Br2, NaOH
43 Pyridine
G5
G6
G7
G8
MePh,P=CH2 PhyP=CHCH3 PhyP=CHCO,Et PhyP=CHPH
W1
w2
W3
W4
Transcribed Image Text:Using the reagent sheet, identify the reagents needed to accomplish the transformation below:
OH
HO
Step 1
Step 2
: Step 3
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