Organic Chemistry Lecture II

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  1. What E1 reaction yields synthesis of an alkene?
    • Dehydrohalogenation
    • alkylhalide + strong bulky base
    • - proton ripped and halogen drops off in ONE STEP!!!
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  2. What E2 reaction yields an alkene as a product?
    • Dehydration of an Alcohol
    • alcohol + hot strong acid
    • - hydroxyl is protonated leaves as water, carbocation forms, follows Zeitzeff Rule!!!
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  3. What is the order of carbocation stability? What confers the stability? What is the name of this rule?
    3terciary -- 2secondary -- 1primary -- methyl

    "Electron donating" methyl groups.

    Zeitzeff Rule
  4. What is the product of a "catalytically hydrogenated" alkene and what type of addition are the hydrogens added?
    • A saturated alkane with syn addition.
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  5. What reactant oxidizes an alkene and what 3 possible product(s) are yielded?
    O3 ozone

    • Carboxylic acid, Ketone, Aldehyde
    • Double bond broken to yield carbonyl group at both ends!

  6. What happens to an alkene when in the presence of a hydrogen halide?
    Alkyl halide: electrophilic addition of the least substituted carbon, possible skeletal rearrangement, addition of halide to carbocation.
  7. When does addition of a hydrogen halide proceed anti-Markomnikov?
    Radical Reaction: In the presence of Peroxides and ONLY H-Br will add anti-Markov.
  8. How is an alcohol synthesized from an alkene?
    Hydration of an alkene: Cold dilute acid will protonate the least substituted carbon and the resulting carbocation will bind to the hydroxyl group.
Card Set:
Organic Chemistry Lecture II
2010-05-07 03:49:01
Alkenes Benzene Ethers Alcohols

Continually expanding understanding of ORGO material for MCAT
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