Chapter 20: Q17E (page 653)
Give IUPAC names for the following carboxylic acids (reddish brown = Br);
Short Answer
The IUPAC names of the given compounds can be found.
Chapter 20: Q17E (page 653)
Give IUPAC names for the following carboxylic acids (reddish brown = Br);
The IUPAC names of the given compounds can be found.
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Get started for freeCyclopentanecarboxylic acid and 4-hydroxycyclohexanone have the
same formula
you distinguish between them using IR spectroscopy?
Naturally occurring compounds called cyanogenic glycosides, such as lotaustralin, release hydrogen cyanide, HCN, when treated with aqueous acid. The reaction occurs by hydrolysis of the acetal linkage to form a cyanohydrin, which then expels HCN and gives a carbonyl compound
a. Show the mechanism of the acetal hydrolysis and the structure of the cyanohydrins that results
b. Propose a mechanism for the loss of HCN, and show the structure of the carbonyl compound that forms
Nitriles can be converted directly to esters by the Pinner reaction, which first produces an iminoester salt that is isolated and then treated with water to give the final product. Propose a mechanism for the Pinner reaction using curved arrows to show the flow of electrons at each step.
Draw structures corresponding to the following IUPAC names:
Hepatanedioic acid
2-Hexen-4-ynoic acid
4-Ethyl-2-propyloctanoic acid
3-chlorophthalic acid
Triphenylacetic acid
2-Cyclobutenecarbonitrile
m-Benzoyl benzonitrile
Some pKa data for simple dibasic acids are shown. How can you account for the fact that the difference between the first and second ionization constants decreases with increasing distance between the carboxyl groups?
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