OCHEM: PS Ch. 20
III
Draw the structure of N-phenyl acetamide.
I
Which of the following is a lactam?
II
Which of the following substrates cannot be used as an immediate precursor to synthesize an ester?
I, because it is more strained
Which of the following two amides will react more readily with a nucleophile? Why?
Nitrogen donates more electron density into the carbonyl.
Why is an amide less reactive to nucleophilic acyl substitution than an acid chloride?
No
Will the following reaction occur?
Yes
Will the following reaction occur?
I
What is the product formed by hydrolysis of the following lactone with acid?
EtOH, H +
What reagents are necessary to perform the following reaction?
React with thionyl chloride (SOCl2).
How can you convert a carboxylic acid into an acid chloride?
Both heat with an alcohol and catalytic acid and deprotonate with a base and react with an alkyl halide.
How can you convert a carboxylic acid into an ester?
III < II < I
Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution.
4-Fluoro-3-methylbenzoic acid
What is the IUPAC name for the following compound?
N-Methyl 3-methylbutanamide
What is the IUPAC name for the following compound?
Phenyl Propanoate
What is the IUPAC name for the following compound?
A carboxylic acid salt
What is the direct product of the base-promoted hydrolysis of an ester?
II
What is the product formed by hydrolysis of the following lactone with acid?
I
What is the product of the following reaction?
II
What is the product of the following reaction?
III
What is the product of the following reaction?
IV
What is the product of the following reaction?
II
What is the structure for 3-cyanocyclopentanone?
I
What is the structure for acetic propanoic anhydride?
IV
What is the structure for ethyl 4-chlorobenzoate?
I
What is the structure for the compound whose IUPAC name is pentyl 2-methylbutanoate?
