Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 26, Problem 26.55P
Dimethyl cyclopropanes can be prepared by the reaction of an
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For the following compound:
HO
-H
Draw a mechanism for the tautomerization
process under BASIC conditions:
Mechanism A:
H-O:
H-OH
H-O
HH
H-OO
Mechanism B:
H-Q
Mechanism C:
Θ
OH
H-O:
Mechanism D:
H-O
H-
H-OO
C
H-OO
H-
H-
H-OO
HH
OH
-H
-
HON H
:OH
H-H
identify the product (or multiple products) for
each of the following reactions:
CI
1) NaNH2 (excess)
ठ
Cl
2) H₂O
Hz
H₂SO₂, H₂O
HgSO
Lindlar's catalyst
1) n-BuLi
2)
1)9-BBN
2) H₂O, NaOH
?
Br
H
A
B
C
afó gó
H
OA
B
O c
OD
E
OF
D
E
F
H
H
Na, NH
Identify the product (or multiple products) for
each of the following reactions:
?
or
CI
CI 1) NaNHz (excess)
2) H₂O
OA
OB
O C
OD
OE
OF
H₂SO₂, H₂O
Hq50.
1) n-BuLi
2)
Br
1) 9-BBN
2) H₂O₂, NaOH
A
B
H H
متته
D
E
H
H
H
H
C
H
H
F
H H
H₂
Lindlar's catalyst
Na NH
Chapter 26 Solutions
Organic Chemistry
Ch. 26 - Prob. 26.1PCh. 26 - Prob. 26.2PCh. 26 - Prob. 26.3PCh. 26 - Prob. 26.4PCh. 26 - Prob. 26.5PCh. 26 - Prob. 26.6PCh. 26 - Prob. 26.7PCh. 26 - Problem 26.8
What starting materials are needed to...Ch. 26 - Prob. 26.9PCh. 26 - Problem 26.10
What reagents are needed to convert...
Ch. 26 - Problem 26.11
What product is formed when each...Ch. 26 - Prob. 26.12PCh. 26 - Problem 26.13
Draw the products formed when each...Ch. 26 - Problem 26.14
What products are formed when ...Ch. 26 - Problem 26.15
Draw the product formed from...Ch. 26 -
What product is formed by ring-closing metathesis...Ch. 26 - Problem 26.17
What starting material is needed to...Ch. 26 - 26.18 In addition to organic halides, alkyl...Ch. 26 - 26.19 What product is formed by ring-closing...Ch. 26 - 26.20 Draw the products formed in each...Ch. 26 - What organic halide is needed to convert lithium...Ch. 26 - 26.22 How can you convert ethynylcyclohexane to...Ch. 26 - 26.23 What compound is needed to convert styrene...Ch. 26 - 26.24 What steps are needed to convert to octane...Ch. 26 - Prob. 26.25PCh. 26 - Prob. 26.26PCh. 26 - 26.27 Draw the products (including stereoisomers)...Ch. 26 - 26.28 Treatment of cyclohexene with and forms...Ch. 26 - Prob. 26.29PCh. 26 - 26.30 What starting material is needed to prepare...Ch. 26 - Prob. 26.31PCh. 26 - Prob. 26.32PCh. 26 - When certain cycloalkenes are used in metathesis...Ch. 26 - 26.34 Draw the products formed in each reaction.
...Ch. 26 - Prob. 26.35PCh. 26 - Draw a stepwise mechanism for the following...Ch. 26 - Sulfur ylides, like the phosphorus ylides of...Ch. 26 - Although diazomethane is often not a useful...Ch. 26 - Prob. 26.39PCh. 26 - Prob. 26.40PCh. 26 - Prob. 26.41PCh. 26 - Prob. 26.42PCh. 26 - 26.43 Devise a synthesis of each compound using a...Ch. 26 - 26.44 Devise a synthesis of each compound from...Ch. 26 - 26.45 Devise a synthesis of each compound from...Ch. 26 - 26.46 Devise a synthesis of each substituted...Ch. 26 - Biaryls, compounds containing two aromatic rings...Ch. 26 - Prob. 26.48PCh. 26 - 26.49 Draw the product formed from the...Ch. 26 - Prob. 26.50PCh. 26 - 26.51 Devise a synthesis of each of the following...Ch. 26 - Prob. 26.52PCh. 26 - 26.53 The following conversion, carried out in the...Ch. 26 - Prob. 26.54PCh. 26 - 26.55 Dimethyl cyclopropanes can be prepared by...Ch. 26 - Prob. 26.56P
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- Identify the product (or multiple products) for each of the following reactions: O A OB Oc OD OE OF CI CI 1) NaNH2 (excess) 2) H₂O H₂ H₂SO2, H₂O HgSO Lindlar's catalyst 1) n-BuLi 2) Br 1)9-BBN 2) H₂O₂, NaOH ? Na, NH3 C H A H H مننه مننه منن مننه H F H H E مند H D H Harrow_forwardFor the following compound: HO H Draw a mechanism for the tautomerization process under BASIC conditions: Mechanism A: + H-O: H-OH₂ H Mechanism B: H-Ö: HO-H H-OO -H H HH H H HH H-O: H-OO H-OO -H H e -H : OH Θ Mechanism C: Θ A : OH H-O: H H H-O-H 0. Mechanism D: e.. : OH :0 H H-O-H H-O: H-OO :O H -H H H сём H 0 :0 + H Θ H H H-arrow_forwardFor the following compound: H OH Draw a mechanism for the tautomerization process under ACIDIC conditions: Mechanism A: Θ :OH O O-H HO 0: Mechanism B: :O-H e.. Θ :OH Mechanism C: H HO-H :0: Θ 0: H H e.. : OH 0: "Θ HH O. :OH :OH O-H O-H Mechanism D: :OH H-OH₂ :OH HO-H 0: © O-H H HH 0: HHarrow_forward
- a. Explain Why electron withdrawing groupe tend to be meta-Directors. Your answer Should lyclude all apropriate. Resonance contributing Structures 6. Explain why -ll is an ortho -pura drccton evon though chlorine has a very High Electronegativityarrow_forwardC. Ν Harrow_forwarda. H3C. N H3C CH3 HCNarrow_forward
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