Topic 50: Reactions of alkenes - electrophilic addition of HCl with and without solvent

50.1What is meant by the term electrophilic addition?
 
50.2What do syn and anti refer to in relation to electrophilic addition to alkenes?
 
50.3What is the mechanism proposed for the addition of HCl to 1-pentene? [write out its steps]
 
50.4Why is it unlikely that the reaction of HCl gas to an alkene (just those two reactants, both as gases, with no solvent) actually involves a two step process, first involving H+ and second involving chloride anion?
 
50.5Bubbling HCl gas through a liquid alkene gives an alkyl chloride. What happens if you instead use HCl dissolved in water? in ethanol?
 
50.6What is Markovnikov‘s rule? What is the modern explanation for this finding, first reported in the 1860s? [use the Hammond Postulate here, with an energy diagram]
 

6 questions
364 questions for Organic I

364 Questions for Organic I

Dearest Student. This web page is a set of questions I call Detailed Intended Learning Outcomes For Organic Chemistry (Part I). Some time ago I asked myself, "Bob, what do you think are the key questions that you hope students will be able to answer after taking Chemistry 247 at St. Olaf College?" So here you have them. Some are very simple; some require more thought. All are good questions to be thinking about as you read, discuss, and master the practical aspects of organic chemistry. They are discussion starters and review tips. There are no answers here (though there are some clues). The questions are here to help you focus on what's important (to me, at least!) and organize your learning process. The questions are grouped into topics. Bite-size chunks. Take them a few at a time. Don't feast on them all at one sitting!

(preliminary version 2021.01.15 feeback: Bob Hanson)