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NEU Organic Chem 1 Fall 2010 Warner Exam 3
These flashcards contain all questions from exam 3 which could be presented on flashcards
5
Organic Chemistry
Undergraduate 1
12/15/2010

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Term

Which of the following statements regarding pi MO theory is incorrect?

  1. pi MOs are constructed via a linear combination of a p atomic orbital on each of the atoms involved in the pi system
  2. If you have 4 input p atomic orbitals you should get 4 pi MOs
  3. MOs that have correct nodal and symmetry properties are called "canonical"
  4. A proper pi MO must be "symmetric" and not "antisymmetric"
  5. The positve combination of 2 pi MOs
Definition
D
Term

Which of the following statements about the Diels-Alder reaction is incorrect?

  1. The reaction is favorable mainly due to entropy
  2. The retro-Diels-Alder reaction becomes favorable when benzene is one of the products
  3. The reaction rate is usually comtrolled by the difference in energy between the HOMO(diene) and the LUMO(dienophile)
  4. When regioisomers are possible, the 1,3-type adduct is the minor product
  5. The reaction with an alkyne as the dienophile produces a cyclohexa-1,4-diene
Definition
A
Term

Which of the following statements is generally true for SN1 reactions?

  1. Nearly complete inversion of configuration generally occurs
  2. These are favored by nonpolar solvents
  3. Reaction rates depend only on the concentration of the organic substrate
  4. These reactiosn are greatly accelerated by dipolar aprotic solvents
  5. The mechanism is a one-step backside attack
Definition
C
Term

What is the major product which results when (2R, 3R)-2-chloro-3-methylpentane is treated with NaOMe/MeOH?

  1. Z-3-methyl-2-pentene
  2. S-3-methyl-1-pentene
  3. E-3-methyl-2-pentene
  4. R-3-methyl-1-pentene
Definition
C
Term

Which of the following statements regarding elimination and/or substitution reactions is false?

  1. Weakly basic leaving groups are good leaving groups
  2. Dipolar aprotic solvents are superior for SN2 reactions because they don't solvate anions in solution (they allow anions to be "naked")
  3. Soft (polarizable) bases are better for effecting eliminations while hard bases are better for substitutions
  4. E2 reactions of acrylic substrates proceed predominantly in a trans-coplanar fashion
  5. E1 and SN1 reactions of the same substrate proceed at the same rate
Definition
C
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