Chemistry Carboxylic Acids NUMS 2019
PMDC Verified Question 61 of 94
Reagent used to reduce a carboxylic acid to an alkane is:
A
\( \text{Ni}/\text{H}_2 \)
B
\( \text{NaBH}_4 \)
C
\( \text{P}/\text{HI} \)
D
\( \text{LiAlH}_4 \)
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option C: \( \text{P}/\text{HI} \)
Concept:

Reducing a highly oxidized functional group like a carboxylic acid all the way down to a fully saturated alkane requires a tremendously aggressive reducing environment.

Formula:

$$ \text{R-COOH} + 6\text{HI} \xrightarrow{\text{Red Phosphorus, } \Delta} \text{R-CH}_3 + 2\text{H}_2\text{O} + 3\text{I}_2 $$

Solution:

  • Hydrogen iodide (\( \text{HI} \)) in the presence of red phosphorus (\( \text{P} \)) is a powerful classical reagent system capable of completely stripping all oxygen atoms from a carboxylic acid, replacing them with hydrogens to form an alkane.


Why other options are incorrect:

\( \text{LiAlH}_4 \) stops at the primary alcohol stage. \( \text{NaBH}_4 \) is too weak to reduce carboxylic acids. Catalytic hydrogenation (\( \text{Ni}/\text{H}_2 \)) is generally ineffective against the stable carboxyl group.

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