Addition reactions Knowledge-Based Practice

Questions

1. 1.

   What is the major organic product formed when 2-methylbut-2-ene reacts with bromine dissolved in water ($\text{Br}_2/\text{H}_2\text{O}$)?

   • A) 3-bromo-3-methylbutan-2-ol
   • B) 3-bromo-2-methylbutan-2-ol
   • C) 2,3-dibromo-2-methylbutane
   • D) 2-methylbutane-2,3-diol
2. 2.

   What is the major organic product formed when 2-methylprop-1-ene undergoes hydroboration with diborane followed by oxidation with alkaline hydrogen peroxide?

   • A) 2-methylpropan-1-ol
   • B) 2-methylpropan-2-ol
   • C) 2-methylpropanoic acid
   • D) butan-2-ol
3. 3.

   What is the final stable organic product formed when but-1-yne undergoes an acid-catalyzed addition of water in the presence of mercury(II) sulfate ($\text{HgSO}_4$)?

   • A) Butan-2-one
   • B) Butanal
   • C) But-1-en-2-ol
   • D) Butane-1,2-diol
4. 4.

   Which statement correctly describes the mechanism and stereochemical outcome when cyclohexene undergoes an addition reaction with bromine ($\text{Br}_2$) in an inert solvent?

   • A) The reaction proceeds by concerted syn-addition to yield cis-1,2-dibromocyclohexane.
   • B) The reaction proceeds via a cyclic bromonium ion intermediate to yield trans-1,2-dibromocyclohexane.
   • C) The reaction proceeds via a free-radical pathway to yield 3-bromocyclohexene.
   • D) The reaction proceeds by nucleophilic attack on a planar carbocation to yield 1,1-dibromocyclohexane.
5. 5.

   What is the major organic product formed when propene reacts with hydrogen chloride ($\text{HCl}$) in an electrophilic addition reaction?

   • A) 1-chloropropane
   • B) 2-chloropropane
   • C) 1,2-dichloropropane
   • D) 1-chloropropene

Answers and step-by-step solutions appear after you finish the test.