Jeopardy $100 Vocabulary Dehydration Synthesis/ Combustion Electrophilic addition - HX Hydrogenation/ Radical reactions Electrophilic addition - HOH $200 $300 $400 $500 $400 $300 $200 $100 $500 $400 $300 $200 $100 $500 $400 $300 $200 $100 $500 $400 $300 $200 $100 Final Jeopardy Final Jeopardy

1 - $100 What is the positively charged carbon called? What is the positively charged carbon called? Carbocation Carbocation

1 - $200 What is a species with a lone, unpaired electron called? What is a species with a lone, unpaired electron called? A free-radical A free-radical

1 - $300 What is a positively charged substance desired negative charge called? What is a positively charged substance desired negative charge called? An electrophile An electrophile

1 - $400 What is the type of addition that occurs when addition to an alkene occurs on the same side of the plane of atoms? What is the type of addition that occurs when addition to an alkene occurs on the same side of the plane of atoms? Syn Addition Syn Addition

1 - $500 What is the name of the rule that states that the nucleophilic part of the reagent will bind with the most stable carbon of the substrate? What is the name of the rule that states that the nucleophilic part of the reagent will bind with the most stable carbon of the substrate? Markovnikov’s rule Markovnikov’s rule

2 - $100 What is produced through the dehydration synthesis reaction between two primary alcohols? What is produced through the dehydration synthesis reaction between two primary alcohols? An ether An ether

2 - $200 What is the best acid to use to catalyze a dehydration synthesis reaction (in part due to its strong dehydrating ability)? What is the best acid to use to catalyze a dehydration synthesis reaction (in part due to its strong dehydrating ability)? H 2 SO 4 (sulfuric acid) H 2 SO 4 (sulfuric acid)

2 - $300 What ester is made when reacting butyric acid (butanoic acid) with methanol? What ester is made when reacting butyric acid (butanoic acid) with methanol? Methyl butanoate Methyl butanoate

2 - $400 What is the hydrocarbon being burned if exactly 5 moles of molecular oxygen is needed for complete combustion of this alkane? What is the hydrocarbon being burned if exactly 5 moles of molecular oxygen is needed for complete combustion of this alkane? Propane (C 3 H 8 ) Propane (C 3 H 8 )

2 - $500 What are the products of COMPLETE combustion? What are the products of COMPLETE combustion? Carbon Dioxide & Water Carbon monoxide & carbon are produced when there are insufficient amounts of oxygen.

3 - $100 What type of alkene is ethene; symmetrical or unsymmetrical? What type of alkene is ethene; symmetrical or unsymmetrical? symmetrical symmetrical

3 - $200 What is the major product for the electrophilic addition reaction between propene and H-Br? What is the major product for the electrophilic addition reaction between propene and H-Br? 2-bromopropane 2-bromopropane

3 - $300 What is the first & slowest step of any electrophilic addition reaction? What is the first & slowest step of any electrophilic addition reaction? What is the electrophile of this reaction? What is the electrophile of this reaction? The formation of the carbocation The formation of the carbocation The hydrogen (from either the H-X or The hydrogen (from either the H-X or from H-OH)

3 - $400 What are the major & minor products of the following reaction? What are the major & minor products of the following reaction?

3 - $500 What is the major product of the following: What is the major product of the following:

4 - $100 Hydrogenation reactions are catalyzed by metals that adsorb hydrogen to their surface. What is an example of a metal that would be suitable to catalyze this type of reaction? Hydrogenation reactions are catalyzed by metals that adsorb hydrogen to their surface. What is an example of a metal that would be suitable to catalyze this type of reaction? Pt, Rh, or Ni Pt, Rh, or Ni

4 - $200 What is the product for the hydrogenation reaction involving 1-butene & H 2 (g) using Pt to catalyze this reaction? What is the product for the hydrogenation reaction involving 1-butene & H 2 (g) using Pt to catalyze this reaction? butane butane

4 - $300 What are the three steps of all radical reactions? Describe each. What are the three steps of all radical reactions? Describe each. Step 1 – initiation – creation of radicals Step 1 – initiation – creation of radicals Step 2 – propagation – use of a radical to create product, but resulting in formation of another radical Step 2 – propagation – use of a radical to create product, but resulting in formation of another radical Step 3 – termination – two radicals combine to make product, removing radicals from reaction vessel Step 3 – termination – two radicals combine to make product, removing radicals from reaction vessel

4 - $400 What type of bond breakage results on the formation of radicals? What type of bond breakage results on the formation of radicals? Homolytic fission or homolytic cleavage Homolytic fission or homolytic cleavage

4 - $500 What are the products of the following halogenation reaction? What are the products of the following halogenation reaction?

5 - $100 What is produced when any alkene undergoes the acid-catalyzed addition reaction with water? What is produced when any alkene undergoes the acid-catalyzed addition reaction with water? An alcohol An alcohol

5 - $200 What is the major product for the acid catalyzed hydration of 2-methylbut-2-ene? What is the major product for the acid catalyzed hydration of 2-methylbut-2-ene? 2-methylbutan-2-ol 2-methylbutan-2-ol

5 - $300 What is the major product of the following reaction? What is the major product of the following reaction?

5 - $400 What reagent is used if an anti-Markovnikov product is desired? What reagent is used if an anti-Markovnikov product is desired? H 2 O 2 H 2 O 2

5 - $500 Identify the products of the following reaction: Identify the products of the following reaction:

Final Jeopardy Show the mechanism used to explain the formation of 2-methyl-2-bromopentane from the electrophilic addition reaction between 2- methylpent-2-ene and HBr. Make certain to include the rate determining step and use arrows correctly. Show the mechanism used to explain the formation of 2-methyl-2-bromopentane from the electrophilic addition reaction between 2- methylpent-2-ene and HBr. Make certain to include the rate determining step and use arrows correctly. See notes or see answer in class. See notes or see answer in class.