
Concept explainers
a)
Interpretation:
The most acidic hydrogen in molecule CH3CH2CHO is to be given.
Concept introduction:
Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a
To give:
To give the most acidic hydrogen in molecule of CH3CH2CHO.
b)
Interpretation:
The most acidic hydrogen in molecule (CH3)3CCOCH is to be given.
Concept introduction:
Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their –OH hydrogen’s.
To give:
To give the most acidic hydrogen in molecule of (CH3)3CCOCH.
c)
Interpretation:
The most acidic hydrogen in molecule CH3CO2H is to be given.
Concept introduction:
Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their –OH hydrogen’s.
To give:
To give the most acidic hydrogen in molecule of CH3CO2H.
d)
Interpretation:
The most acidic hydrogen in Benzamide is to be given.
Concept introduction:
Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their –OH hydrogen’s.
To give:
To give the most acidic hydrogen in Benzamide.
e)
Interpretation:
The most acidic hydrogen in a molecule CH3CH2CH2CN is to be given.
Concept introduction:
Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their –OH hydrogen’s.
To give:
To identify the most acidic hydrogen in a molecule CH3CH2CH2CN.
f)
Interpretation:
The most acidic hydrogen in a molecule CH3CON(CH3)2 is to be given.
Concept introduction:
Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their –OH hydrogen’s.
To give:
To identify the most acidic hydrogen in a molecule CH3CON(CH3)2.

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Chapter 22 Solutions
Organic Chemistry - With Access (Custom)
- Tarrow_forwardPredict the major organic product(s) of the following reactions. Indicate which of the following mechanisms is in operation: SN1, SN2, E1, or E2.arrow_forward(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_forward
- A 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_forwardCalculate the proton and carbon chemical shifts for this structurearrow_forward
