IMPORTANT NOTE FOR THE 3RD EXAM:
WE HAVE EXPLICITLY CONSIDERED, IN CLASS,THE DETAILED MECHANISM
FOR THE ACID-CATALYZED HYDRATION OF ALKENES SUCH AS ISOBUTENE (THE PRODUCT
IS AN ALCOHOL, IN THIS CASE, TERT-BUTYL ALCOHOL). YOU SHOULD BE ABLE TO WRITE
THE ANALOGOUS MECHANISM FOR THE ADDITION OF AN ALCOHOL SUCH AS METHANOL TO
ISOBUTENE. THE MECHANISM IS THE SAME, EXCEPT THAT (1)THE INTERMEDIATE CARBOCATION
REACTS WITH METHANOL INSTEAD OF WATER (ROH INSTEAD OF HOH) TO GIVE THE CONJUGATE
ACID OF THE PRODUCT, WHICH IS AN ETHER (2)THE ACID CATALYST IN METHANOL SOLUTION
IS THE CONJUGATE ACID OF METHANOL INSTEAD OF HYDRONIUM ION. PRACTICE WRITING
OUT THIS MECHANISM.
THERE ARE TWO ROOMS FOR THE THIRD EXAM: A-F GO TO WELCH
3.502; G-Z GO TO UTC 2.112A.
Notice (!!!): The
evening review session for the second exam has been cancelled
and re-scheduled for class time on that same
day, Tuesday, October 28, 2003.
Please be reminded that no exam which is
written in pencil will be regraded. The same applies to any exam written in
ink which has any white-out present.
Also, please give attention to writing your
name LEGIBLY on your exam cover sheet. We had substantial issues with this
on the first exam.
Second Exam
The second exam will cover all of Stereochemistry (CH 3),
Acids and Bases (CH 4),Alkenes I (CH 5), and the material in Alkenes II (CH
6) which is on the first web page of Alkenes II. This includes carbocations
and the Hammond Principle, but not acid catalyzed hydration.
Third Exam
The third exam will cover the second part of alkenes II
(Chapter 6), beginning with acid catalyzed hydration of alkenes and all of
Chapter 7 on alkyl halides. In addition, there are several supplements which
were presented in the lecture which are described under Additional Information
and Emphasis Topics on the class web page.These are items numbered 7-11. Be
sure you are prepared for the section on radical chain additions of HBr to
alkenes and also Grignard reagents and their preparation.