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Chapter 9: Q69P (page 451)

Which member in each pair in Problem 68 is a better leaving group?

Short Answer

Expert verified
  1. H2O
  2. H2O
  3. H2S
  4. HS-
  5. I-
  6. Br-

Step by step solution

01

Definition of leaving group-

The IUPAC defines a leaving group as an atom or group of atoms that separates from a substrate's major or remaining portion during a reaction or fundamental step of a reaction. However, the word is frequently restricted in everyday speech to a fragment that leaves a heterolytic bond cleavage with a pair of electrons.

02

 Final Answer

The weaker base is a better leaving group. The member in each pair which is a better leaving group is-

  1. H2O
  2. H2O
  3. H2S
  4. HS-
  5. I-
  6. Br-

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Most popular questions from this chapter

a. Identify the substitution products that form when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.

b. Explain why the same products are obtained when 2-chloro-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.

cis-1-Bromo-4-tert-butylcyclohexane and trans-1-bromo-4-tert-butylcyclohexane both react with sodium ethoxide in ethanol to form 4-tert-butylcyclohexene. Explain why the cis isomer reacts much more rapidly than the trans isomer.

a. Which reacts faster in an E2 reaction: 3-bromocyclohexene or Bromo cyclohexane?

b. Which reacts faster in an E1 reaction?

Which reaction in each of the following pairs takes place more rapidly?

For each of the following reactions, draw the major elimination product; if the product can exist as stereoisomers, indicate which stereoisomer is obtained in greater yield.

a. (R)-2-bromohexane + high concentration of CH3O-

b. (R)-3-bromo-3-methylhexane + CH3OH

c. trans-1-chloro-2-methylcyclohexane + high concentration of CH3O-

d. trans-1-chloro-3-methylcyclohexane + high concentration of CH3O-

e. 3-bromo-3-methylpentane + high concentration of CH3CH2O-

f. 3-bromo-3-methylpentane + CH3CH2OH
See all solutions

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