{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

Key exam 3 2011 - CHEMISTRY 3331 Name__ THIRD EXAM(print...

Info icon This preview shows pages 1–7. Sign up to view the full content.

View Full Document Right Arrow Icon
Image of page 1

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Image of page 2
Image of page 3

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Image of page 4
Image of page 5

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Image of page 6
Image of page 7
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: CHEMISTRY 3331 Name___._____§_;_;_§_____.__._ THIRD EXAM (print, legibly) Last; First Dr. R. Thummel 22 April, 201 1 Last 4 digits of peoplesoft # Please read all directions carefully. Write all answers legibly in the appropriate spaces and THINK about what you are doing. Give only ONE answer for each question (100 pts total). 1. (16 pts) Give a complete and acceptable name for each of the molecules shown below. Be sure to indicate stereochemistry (absolute configuration) where this is pertinent. 2. (40 pts) For each of the following reactions or series of reactions, indicate the major organic product in the box. Indicate stereochemistry where appropriate. Do not show mechanisms and put only one answer in each box. 012 <a> CQ H20 BH3 H202 M GA THF NaOH H9804 1. CHaMgBr : H c < > ( ) H2304 2. H30+ Vemcaz QMgBr H30+ (d) O COQCHQCH3 (2 equiv) Br I é—OK CHBr3 w (e) i 7 V f-BUOH KOH CHZCHB TSCl Nal (f) (i Pyridine acetone OH Me 90H H H+ 1- 03 W (9) if“ 2. Megs \’JC< . CH3003H H+ (1) H20 3. (10 pts) Using only organic compounds containing three carbons or less and any necessary inorganic reagents, devise an efficient synthesis of trans—2~hexene. 4. (14 pts) For ONE ONLY of the two transformations below, give a complete and detailed mechanism. CLEARLY show each step, all intermediates, and all charges. Indicate the flow of electrons with arrows. Do not draw transition states (dotted bonds). 5. (20 pts) Give a complete and efificient sequence of reactions which will accomplish TWO ONLY of the transformations shown below. Show each step and each intermediate. DO NOT draw mechanisms. lo 6. (Extra Creditfi pts). l,Z—dimethyl—l,2—cyclohexanediol undergoes the pinacol rearrangement (an acid catalyzed dehydration) to give two isomeric ketone products depending on which group migrates. Draw the structure of both products (Hint: working the mechanism will help). HO OH Me Me H+ +420 ...
View Full Document

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern