
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Question
Chapter 25, Problem 36DSP
Interpretation Introduction
Interpretation:
The most reasonable structure of naringenin chalcone is to be determined on the basis of the given hypothesis.
Concept Introduction:
In intramolecular Claisen condensation, a new five or six membered ring is formed.
An enolate acts as a nucleophile and a new carbon-carbon bond is formed between a carbonyl carbon and the enolate.
Other carbonyl groups, if present, remain intact.
They are converted to enol form if the enol form is more stable compared to the keto form.
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Predict the major product of the following reaction and then draw a curved arrow mechanism for its formation.
Part: 0/2
Part 1 of 2
H₂SO
heat
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Draw the structure of the major product.
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structure.
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Draw a curved arrow mechanism for the reaction, adding steps as necessary. Be sure to include all electrons that are necessary to the mechanism and all
nonzero formal charges.
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Draw a curved arrow mechanism for its formation. You may need to re-draw structures to show certain bonds. Ensure that HSO is used as the base to
deprotonate the ẞ carbon when necessary.
C
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HO: OH
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drawing a structure.
Chapter 25 Solutions
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
Ch. 25.2 - What fatty acids are produced on hydrolysis of...Ch. 25.3 - Give the structure of the keto acyl-ACP formed...Ch. 25.4 - Prob. 3PCh. 25.4 - Prob. 4PCh. 25.5 - Prob. 5PCh. 25.6 - Write the structural formula and give the IUPAC...Ch. 25.6 - Prob. 7PCh. 25.7 - Locate the isoprene units in each of the...Ch. 25.7 - Prob. 9PCh. 25.9 - Prob. 10P
Ch. 25.9 - Prob. 11PCh. 25.10 - Prob. 12PCh. 25.11 - Prob. 13PCh. 25.11 - Prob. 14PCh. 25.12 - Prob. 15PCh. 25.16 - Prob. 16PCh. 25 - Prob. 17PCh. 25 - Prob. 18PCh. 25 - Prob. 19PCh. 25 - Pyrethrins are a group of naturally occurring...Ch. 25 - Prob. 21PCh. 25 - Prob. 22PCh. 25 - Prob. 23PCh. 25 - Prob. 24PCh. 25 - Prob. 25PCh. 25 - Prob. 26PCh. 25 - Prob. 27PCh. 25 - Prob. 28PCh. 25 - A synthesis of triacylglycerols has been described...Ch. 25 - Prob. 30PCh. 25 - Prob. 31PCh. 25 - Prob. 32PCh. 25 - Prob. 33DSPCh. 25 - Prob. 34DSPCh. 25 - Prob. 35DSPCh. 25 - Prob. 36DSPCh. 25 - Prob. 37DSPCh. 25 - Prob. 38DSP
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