Chemical representation of naphthenic acids: select the most appropriate general formula for cycloaliphatic (naphthenic) monocarboxylic acids commonly found in certain crude oils.

Difficulty: Medium

Correct Answer: CnH2n-2O2

Explanation:


Introduction / Context:
Naphthenic acids are naturally occurring cycloaliphatic carboxylic acids in some crude oils that can cause corrosion and refining challenges. Understanding their general formula helps distinguish them from straight-chain fatty acids and from aromatic acids.


Given Data / Assumptions:

  • Naphthenes are saturated cyclic hydrocarbons.
  • We consider monocarboxylic acid derivatives of these rings.
  • Formulae are given in generalized C/H/O forms with O2 indicating a single -COOH group.


Concept / Approach:
For aliphatic (acyclic) monocarboxylic acids, a common general formula is CnH2nO2, reflecting one ring-equivalent compared with alkanes (CnH2n+2). Cycloaliphatic acids (naphthenic acids) incorporate the ring deficiency of the cycloalkane core and the carboxyl group, often represented in petroleum texts by the generalized form CnH2n-2O2. This captures the hydrogen deficiency from ring formation relative to the acyclic series.


Step-by-Step Solution:

1) Start from cycloalkane baseline: CnH2n.2) Incorporate a carboxyl substituent and ring hydrogen deficiency: generalized petroleum shorthand often expressed as CnH2n-2O2.3) Select the formula option matching this conventional representation.


Verification / Alternative check:
Petroleum chemistry references frequently use the CnH2n-2O2 shorthand for naphthenic acids, distinguishing them from normal fatty acids (CnH2nO2) and from alkanes (CnH2n+2).


Why Other Options Are Wrong:

CnH2n+2O2 (with or without n ≥ 6): corresponds to saturated acyclic acids, not cycloaliphatic naphthenic acids.CnH2n+6O2 (n ≤ 6): not a recognized general series for these petroleum acids.


Common Pitfalls:
Confusing straight-chain fatty acids with naphthenic acids; ring formation changes hydrogen count relative to acyclic analogs.


Final Answer:
CnH2n-2O2

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