12. List the reagents that generate a carbocation intermediate. Reagents sheet provided on exam. Some changes to the reagent sheet may occur. NANH2 (or NaH) NaNH2 (excess) 1. NaNHz (3 eq) 2. H-О H2, Pt (or Pd) H2, Lindlar Na, NH3 H9SO4, H2SO4, H;O 1. R,BH (like (sia),BH or 9-BBN) 2. H2O2, NaOH HBr (1 eq) NaOMe KОBu or KOC(CH)з 1. TsCl, pyridine 2. nucleophile HBr H2SO4 (concentrated, sometimes shown with heat or A) H2, Pt (or Pd) X2 like Br2 Br2, H2O H2SO4, H2O (or "dilute sulfuric acid," or H3O*, or H*, H2O) HBr (excess, or 2 eq) Br2 (1 eq) Br2 (excess, or 2 eq) Br2, hv HBr, ROOR HBr 1. Hg(ОАc);, НH-0 2. NaBHa 1. ВН, 1. O3 1. OsO4 2. NaHSO3, H2O mcpba (or RCO;H) 2. H2O2, NaOH 2. DMS ((CH:)2S) (or Zn/H2O)
12. List the reagents that generate a carbocation intermediate. Reagents sheet provided on exam. Some changes to the reagent sheet may occur. NANH2 (or NaH) NaNH2 (excess) 1. NaNHz (3 eq) 2. H-О H2, Pt (or Pd) H2, Lindlar Na, NH3 H9SO4, H2SO4, H;O 1. R,BH (like (sia),BH or 9-BBN) 2. H2O2, NaOH HBr (1 eq) NaOMe KОBu or KOC(CH)з 1. TsCl, pyridine 2. nucleophile HBr H2SO4 (concentrated, sometimes shown with heat or A) H2, Pt (or Pd) X2 like Br2 Br2, H2O H2SO4, H2O (or "dilute sulfuric acid," or H3O*, or H*, H2O) HBr (excess, or 2 eq) Br2 (1 eq) Br2 (excess, or 2 eq) Br2, hv HBr, ROOR HBr 1. Hg(ОАc);, НH-0 2. NaBHa 1. ВН, 1. O3 1. OsO4 2. NaHSO3, H2O mcpba (or RCO;H) 2. H2O2, NaOH 2. DMS ((CH:)2S) (or Zn/H2O)
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 2E
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![12. List the reagents that generate a carbocation intermediate.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F39a1ab15-b43b-4fd0-ade6-a00c3168b7cd%2F96d29d7f-4c6b-4dc0-a97c-e5a80f959c0e%2Fsf7bsu_processed.png&w=3840&q=75)
Transcribed Image Text:12. List the reagents that generate a carbocation intermediate.
![Reagents sheet provided on exam. Some changes to the reagent sheet may occur.
NANH2 (or NaH)
NaNH2 (excess)
1. NaNHz (3 eq) 2. H-О
H2, Pt (or Pd)
H2, Lindlar
Na, NH3
H9SO4, H2SO4, H;O
1. R,BH (like (sia),BH or 9-BBN) 2. H2O2, NaOH
HBr (1 eq)
NaOMe
KОBu or KOC(CH)з
1. TsCl, pyridine 2. nucleophile
HBr
H2SO4 (concentrated, sometimes shown with heat or A)
H2, Pt (or Pd)
X2 like Br2
Br2, H2O
H2SO4, H2O
(or "dilute sulfuric acid," or H3O*, or H*, H2O)
HBr (excess, or 2 eq)
Br2 (1 eq)
Br2 (excess, or 2 eq)
Br2, hv
HBr, ROOR
HBr
1. Hg(ОАc);, НH-0 2. NaBHa
1. ВН,
1. O3
1. OsO4 2. NaHSO3, H2O
mcpba (or RCO;H)
2. H2O2, NaOH
2. DMS ((CH:)2S) (or Zn/H2O)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F39a1ab15-b43b-4fd0-ade6-a00c3168b7cd%2F96d29d7f-4c6b-4dc0-a97c-e5a80f959c0e%2F79zxrwz_processed.png&w=3840&q=75)
Transcribed Image Text:Reagents sheet provided on exam. Some changes to the reagent sheet may occur.
NANH2 (or NaH)
NaNH2 (excess)
1. NaNHz (3 eq) 2. H-О
H2, Pt (or Pd)
H2, Lindlar
Na, NH3
H9SO4, H2SO4, H;O
1. R,BH (like (sia),BH or 9-BBN) 2. H2O2, NaOH
HBr (1 eq)
NaOMe
KОBu or KOC(CH)з
1. TsCl, pyridine 2. nucleophile
HBr
H2SO4 (concentrated, sometimes shown with heat or A)
H2, Pt (or Pd)
X2 like Br2
Br2, H2O
H2SO4, H2O
(or "dilute sulfuric acid," or H3O*, or H*, H2O)
HBr (excess, or 2 eq)
Br2 (1 eq)
Br2 (excess, or 2 eq)
Br2, hv
HBr, ROOR
HBr
1. Hg(ОАc);, НH-0 2. NaBHa
1. ВН,
1. O3
1. OsO4 2. NaHSO3, H2O
mcpba (or RCO;H)
2. H2O2, NaOH
2. DMS ((CH:)2S) (or Zn/H2O)
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