Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Question
Chapter 21.6, Problem 19P
Interpretation Introduction
Interpretation:
The product of each of the given reaction sequence is to be determined.
Concept introduction:
A molecule that consists of a ketonic group on the
These
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19.60 Draw the major organic products for each of the following reactions.
(a)
(b)
OEt
LOCH3
Pd(PPH3)4, NaOH
EtO
Pd(PPh)4, NaOH
-?
THE
THE
(c)
(d)
Pd(OAc)2
Pd(OAc)2.
?
PPH3,EtgN
?
PPH3,EtgN
Br
Devise a stepwise mechanism for the following reaction, a key step in the synthesis of the antibiotic abyssomicin C. Abyssomicin C was isolated from sediment collected from almost 1000 ft below the surface in the Sea of Japan.
Practice Problem 19.54
Z Your answer is partially correct. Try again.
Predict the major product(s) (A - K) from the treatment of acetone with the following compounds (a-c):
NH2
HO
Eto
OEt
A:
B:
C:
D:
E:
F:
OH
OH
но
CN
G:
H:
I:
J:
(a) [H*], excess EtOH, (-H20)
Major Product(s):
(ь) NaBH4, Meон
B
Major Product(s):
(c) LAH followed by H20
Major Product(s):
SHOW HINT
Chapter 21 Solutions
Organic Chemistry - Standalone book
Ch. 21.1 - Prob. 1PCh. 21.1 - Prob. 2PCh. 21.1 - Prob. 3PCh. 21.1 - Prob. 4PCh. 21.1 - Prob. 5PCh. 21.2 - Prob. 6PCh. 21.2 - Prob. 7PCh. 21.2 - Prob. 8PCh. 21.3 - Prob. 9PCh. 21.3 - Prob. 10P
Ch. 21.3 - Prob. 11PCh. 21.4 - Prob. 12PCh. 21.4 - Prob. 13PCh. 21.5 - Prob. 14PCh. 21.5 - Problem 21.15 Write the structure of the Dieckmann...Ch. 21.5 - Prob. 16PCh. 21.5 - Prob. 17PCh. 21.6 - Prob. 18PCh. 21.6 - Prob. 19PCh. 21.6 - Prob. 20PCh. 21.6 - Prob. 21PCh. 21.6 - Prob. 22PCh. 21.7 - Prob. 23PCh. 21.8 - Problem 21.24 Mesityl oxide is an industrial...Ch. 21.8 - Prob. 25PCh. 21.8 - Prob. 26PCh. 21.8 - Prob. 27PCh. 21.8 - Prob. 28PCh. 21 - Prob. 29PCh. 21 - Terreic acid, a naturally occurring antibiotic...Ch. 21 - Prob. 31PCh. 21 - Prob. 32PCh. 21 - Prob. 33PCh. 21 - Prob. 34PCh. 21 - Give the structure of the expected organic product...Ch. 21 - Prob. 36PCh. 21 - Prob. 37PCh. 21 - Prob. 38PCh. 21 - Prob. 39PCh. 21 - Give the structure of the principal organic...Ch. 21 - Prob. 41PCh. 21 - Prob. 42PCh. 21 - Prob. 43PCh. 21 - Prob. 44PCh. 21 - Prob. 45PCh. 21 - Prob. 46PCh. 21 - Prob. 47PCh. 21 - The use of epoxides as alkylating agents for...Ch. 21 - Prob. 49PCh. 21 - Show how you could prepare each of the following...Ch. 21 - Prob. 51PCh. 21 - Prob. 52PCh. 21 - Prob. 53PCh. 21 - Prob. 54PCh. 21 - The - methylene ketone sarkomycin has an...Ch. 21 - - Lactone can be prepared in good yield from...Ch. 21 - Prob. 57PCh. 21 - Prob. 58DSPCh. 21 - The Enolate Chemistry of Dianionss The synthetic...Ch. 21 - Prob. 60DSPCh. 21 - Prob. 61DSPCh. 21 - Prob. 62DSPCh. 21 - Prob. 63DSP
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- Problem 19.22 Show how ethyl bromide can be used as a starting material in the preparation of each of the following compounds. (Hint: How are Grignard reagents prepared?) HO `CH;CH3 (a) OH (b) OH (c) 1-butanol (d) PHCHCH,CH; (CH;CH;),CCH3arrow_forward18.26 Synthesize each of the following compounds from diethyl malonate or ethyl acetoacetate and any other organic and inorganic reagents. (a) (c) (e) OH (b) OH (d) (f)arrow_forwardSafrole, which is isolated from sassafras (Problem 21.33), can be converted to the illegal stimulant MDMA (3,4- methylenedioxymethamphetamine, “Ecstasy”) by a variety of methods. (a) Devise a synthesis that begins with safrole and uses a nucleophilic substitution reaction to introduce the amine. (b) Devise a synthesis that begins with safrole and uses reductive amination to introduce the amine.arrow_forward
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- 23.20 Draw the complete, detailed mechanism and the major product for each of the following reactions. (a) (b) H₂N- NO₂ H₂O ? NH H₂O® ? Barrow_forwardPropose a reagent for the conversion of (B) to (C).arrow_forwardPractice Problem 18.39 Rank the following compounds in order of increasing reactivity toward electrophilic aromatic substitution. Br A B Br Br E Increasing reactivity toward electrophilic aromatic substitutionarrow_forward
- Deduce the structure of compound C.arrow_forward8.30 Outline an efficient synthesis of each of the following compounds from the indicated starting material and any necessary organic or inorganic reagents: (j) (S)-CH3CH2CHCH3 from (R)-sec-butyl alcoholarrow_forwardHN 21.10 Suggest reagents. HNarrow_forward
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