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Organic Chemistry Flashcards

7 cards from real MCAT practice questions. Tap to flip, then mark Knew It or Still Learning — missed cards come back until you master them.

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  1. Which of the following reactions proceeds via a carbocation intermediate?

    Answer: SN1 solvolysis of tert-butyl chloride in water

    SN1 reactions proceed by unimolecular ionization to form a carbocation intermediate, favored by tertiary substrates in polar protic solvents.

  2. What is the IUPAC name for CH3CH(OH)CH2CH3?

    Answer: 2-butanol

    The hydroxyl group is on C2 of the four-carbon chain, giving 2-butanol by IUPAC nomenclature.

  3. In the Fischer projection of D-glucose, which carbon bears the reference hydroxyl group that defines the D-configuration?

    Answer: C5

    In D-glucose, the highest-numbered chiral center (C5) has its –OH on the right in the Fischer projection, defining D-configuration by analogy to D-glyceraldehyde.

  4. Which reagent would best convert a carboxylic acid to a primary amine via a Curtius-type rearrangement?

    Answer: DPPA (diphenylphosphoryl azide) followed by heat and hydrolysis

    DPPA converts carboxylic acids to acyl azides, which rearrange on heating (Curtius rearrangement) to isocyanates; hydrolysis then gives primary amines.

  5. Which of the following correctly describes a nucleophilic addition reaction to a carbonyl compound?

    Answer: The nucleophile attacks the electrophilic carbonyl carbon

    Nucleophilic addition to carbonyls occurs because the carbonyl carbon is electrophilic due to the electronegative oxygen withdrawing electron density.

  6. A student runs a reaction of 1-bromopropane with NaCN in DMSO. What is the major product?

    Answer: Propanenitrile (butanenitrile)

    CN⁻ is a strong nucleophile that attacks the primary alkyl bromide via SN2, forming butanenitrile (one carbon longer than the substrate).

  7. What characterizes an aromatic compound according to Hückel's rule?

    Answer: It must be planar, cyclic, fully conjugated, and have 4n+2 π electrons

    Hückel's rule states that aromatic compounds are cyclic, planar, fully conjugated, and contain 4n+2 π electrons (where n is a non-negative integer).