Question: Name the following carboxylic acids (when possible, give both a common name and a systematic name).

(a)

(b)

(c)

(d)

(e)

(f)

Short Answer

Expert verified

(a) The IUPAC name is 2-iodo-3-methylpentanoic acid, and the common name is α-iodo-β-methylvalericacid.

(b) The IUPAC name is (Z)-3,4-dimethylhex-3-enoic acid, and there is no common name.

(c) The IUPAC name is 2,3-dinitrobenzoic acid, and there is no common name.

(d) The IUPAC name is trans-cyclohexane-1,2-dicarboxylic acid, and the common name is trans-hexahydrophthalic acid.

(e) The IUPAC name is 2-chlorobenzene-1,4-dicarboxylic acid, and the common name is 2-chloroterephthalic acid.

(f) The IUPAC name is 3-methylhexanedioic acid, and the common name isβ-methyladipic

Step by step solution

01

Nomenclature of carboxylic acids

Carboxylic acids are compounds that end with –oic acid, and if two carboxyl groups are present, the name ends with –dioic acid.The IUPAC name for HCOOH is methanoic acid, and the common name is formic acid.

02

Naming of carboxylic acids

(a) The IUPAC name is 2-iodo-3-methylpentanoic acid because the iodine group is present at the 2ndposition, and the methyl groups are present at the third position. The total number of carbons in a chain is5. The common name is α-iodo-β-methylvalericacid.




(b) The IUPAC name is (Z)-3,4-dimethylhex-3-enoic acid:Z is for cis alkene, and the methyl groups are present at the 3rd and 4th positions. There is no common name.


(c) The IUPAC name is 2,3-dinitrobenzoic acid, and the nitro groups are present at the 2nd and 3rd positions in the benzene ring. There is no common name.



03

Naming of carboxylic acids

(d) The IUPAC name is trans-cyclohexane-1,2-dicarboxylic acid. One COOH group is above the plane, and one COOH group is below the plane.The common name is trans-hexahydrophthalic acid.



(e) The IUPAC name is 2-chlorobenzene-1,4-dicarboxylic acid;the chloro group is present at the 2nd position, and the two COOH groups are present at the 1st and 4th positions.The common name is 2-chloroterephthalic acid.

(f) The IUPAC name is 3-methylhexanedioic acid,and one methyl group is present at the 3rd position.The common name is β-methyladipic.




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Most popular questions from this chapter

Question: Predict the products (if any) of the following acid-base reactions.

  1. formic acid + ammonia
  2. terphthalic acid + excess NaOH
  3. p-toluic acid + sodium trifluoroacetate
  4. α-chloropropionic acid + sodium propionate
  5. benzoic acid + potassium phenoxide

Question:

  1. The Key Mechanism for Fischer esterification omitted some important resonance forms of the intermediates shown in brackets. Complete the mechanism by drawing all the resonance forms of these two intermediates.
  2. Propose a mechanism for the acid-catalyzed reaction of acetic acid with ethanol to give ethyl acetate.
  3. The Principle of Microscopic Reversibility states that a forward reaction and a reverse reaction taking place under the same conditions (as in equilibrium) must follow the same reaction pathway in microscopic detail. The reverse of the Fischer esterification is the acid-catalyzed hydrolysis of an ester. Propose a mechanism for the acid-catalyzed hydrolysis of ethyl benzoate, PhCOOCH2CH3.

For each compound,

  1. Classify the nitrogen containing functional groups.
  2. Provide acceptable name

(a)

(b)

(c)

(d)

(e)

(f)

(g)

(h)

Question: Give both IUPAC names and common names for the following compounds.

(a) phCH2COOH

(b) phCO2Na

(c) (CH3)2 CHCHCICOOH

(d) HOOC (CH2)4CO2H

(e) (CH3)2 CHCH2COOK

(f) CH3 CH(NH2) COOH

(g)

(h)

(i)

Question. Cellosolve® is the trade name for 2-ethoxyethanol, a common industrial solvent. This compound is produced in chemical plants that use ethylene as their only organic feedstock. Show how you would accomplish this industrial process.

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