
Concept explainers
a)
Interpretation:
The enone product expected from the aldol condensation of cyclopentanone is to be given.
Concept introduction:
To give:
The enone product expected from the aldol condensation of cyclopentanone.
b)
Interpretation:
The enone product expected from the aldol condensation of acetophenone is to be given.
Concept introduction:
Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.
To give:
The enone product expected from the aldol condensation of acetophenone.
c)
Interpretation:
The enone product expected from the aldol condensation of 2-methylbutanal is to be given.
Concept introduction:
Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.
To give:
The enone product expected from the aldol condensation of 2-methylbutanal.

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Chapter 23 Solutions
Organic Chemistry - With Access (Custom)
- (c) (4pts) Mechanism: heat (E1) CH3OH + 1.5pts each _E1 _ (1pt) Br CH3OH (d) (4pts) Mechanism: SN1 (1pt) (e) (3pts) 1111 I H 10 Ill!! H LDA THF (solvent) Mechanism: E2 (1pt) NC (f) Bri!!!!! CH3 NaCN (3pts) acetone Mechanism: SN2 (1pt) (SN1) -OCH3 OCH3 1.5pts each 2pts for either product 1pt if incorrect stereochemistry H Br (g) “,、 (3pts) H CH3OH +21 Mechanism: SN2 (1pt) H CH3 2pts 1pt if incorrect stereochemistry H 2pts 1pt if incorrect stereochemistryarrow_forwardA mixture of butyl acrylate and 4'-chloropropiophenone has been taken for proton NMR analysis. Based on this proton NMR, determine the relative percentage of each compound in the mixturearrow_forwardQ5: Label each chiral carbon in the following molecules as R or S. Make sure the stereocenter to which each of your R/S assignments belong is perfectly clear to the grader. (8pts) R OCH 3 CI H S 2pts for each R/S HO R H !!! I OH CI HN CI R Harrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning

