Exam 1 -- Fall 2006 -- Blank-1

Exam 1 -- Fall 2006 -- Blank-1 - Name Page 1(F.06.215E1p1...

Info icon This preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Name _______________________ Page 1 (F.06.215E1p1) I. (26 points) When Compound H is treated with dilute aqueous sodium hydroxide (NaOH/H 2 O), it is observed to give primarily Compound J . C O H 3 C H 3 C CH 2 CH 2 Cl NaOH H 2 O O C CH 2 CH 2 H 3 C CH 3 + NaCl + H 2 O Compound H Compound J (a) Provide the complete, step-wise mechanism for the formation of Compound J from Compound H under basic conditions. H O C CH 2 CH 2 H 3 C CH 3 (b) Give the IUPAC name for Compound H . (e) What is the structure of the product if Compound K is treated under the same reaction conditions? Clearly indicate the stereochemistry in your drawing. The molecular formula of the product is C 5 H 10 O. Na OH (c) How many absorption peaks would you expect to find in the hydrogen and carbon NMR spectra of Compounds H and J? Compound H Compound J number of peaks in H-NMR number of peaks in C-NMR (d) Another by-product that might be observed in this reaction is derived from an elimination reaction. What is the most likely anticipated structure of this elimination reaction by-product?
Image of page 1

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

View Full Document Right Arrow Icon
Image of page 2
This is the end of the preview. Sign up to access the rest of the 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