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Organic Chemistry Flashcards

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Read the first 7 Organic Chemistry flashcards as text
  1. Which reagent is used to reduce a carboxylic acid to a primary alcohol?

    Answer: LiAlH4

    LiAlH4 is a strong enough hydride donor to reduce carboxylic acids all the way to primary alcohols; NaBH4 cannot.

  2. What is the IUPAC name of CH3CH2C(=O)CH3?

    Answer: 2-butanone

    The ketone carbonyl is at C2 of a four-carbon chain, giving 2-butanone (also called methyl ethyl ketone).

  3. Which of the following best describes the inductive effect of a fluorine atom on an adjacent carboxylic acid?

    Answer: Electron withdrawal via σ-bonds, increasing acidity

    Fluorine's high electronegativity withdraws electron density through σ-bonds, stabilizing the carboxylate anion and increasing acidity.

  4. The reaction of an aldehyde with two equivalents of an alcohol in acid gives which product?

    Answer: Acetal

    Two alcohols condense with an aldehyde under acid catalysis to form an acetal with loss of water.

  5. Which of these aromatic substituents is an ortho/para director that deactivates the ring?

    Answer: –Cl

    Halogens direct ortho/para via lone-pair resonance donation but deactivate the ring by strong inductive electron withdrawal.

  6. What distinguishes a constitutional isomer from a stereoisomer?

    Answer: Constitutional isomers have the same molecular formula but different connectivity; stereoisomers have the same connectivity but differ in spatial arrangement.

    Constitutional isomers differ in how atoms are connected, while stereoisomers share connectivity but differ in three-dimensional arrangement.

  7. Which of the following best characterizes a nucleophile?

    Answer: An electron-pair donor

    A nucleophile donates an electron pair to an electrophile, forming a new covalent bond.