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Organic Chemistry: Stereochemistry Flashcards

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

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  1. E/Z nomenclature is used instead of cis/trans when:

    Answer: Each double-bond carbon has different priority substituents

    E/Z is required when substituents differ and cis/trans becomes ambiguous, using CIP priorities.

  2. In the Z configuration, the two higher-priority groups are:

    Answer: On the same side

    Z (zusammen) means the higher-priority groups are on the same side of the double bond.

  3. An inversion of configuration at a stereocenter during SN2 produces:

    Answer: The opposite R/S designation (typically)

    SN2 proceeds with backside attack, inverting the stereocenter and usually flipping R/S.

  4. Which reaction mechanism typically gives a racemic product from a chiral starting material?

    Answer: SN1 via a planar carbocation

    SN1 forms a planar carbocation that can be attacked from either face, giving racemization.

  5. Conformational isomers differ by:

    Answer: Rotation about single bonds

    Conformers interconvert by rotation about single (sigma) bonds without breaking any bonds.

  6. The most stable conformation of cyclohexane places large substituents in the:

    Answer: Equatorial position

    Bulky groups prefer the equatorial position to minimize 1,3-diaxial strain.

  7. A carbon attached to four different groups is called a:

    Answer: Stereocenter (chiral center)

    A carbon bonded to four distinct groups is a stereocenter, the basis of chirality.