MT2_Wi02 - NU, Winter 2002 Midterm 2 2 1. (25 pts) Complete...

Info iconThis preview shows pages 1–4. Sign up to view the full content.

View Full Document Right Arrow Icon
NU, Winter 2002 2 1. (25 pts) Complete the following reactions, be careful to give all the major carbon-containing products, starting materials, or reagents. Clearly indicate the stereochemistry when relevant. If there is no reaction, say so. a) OH + EtOH H 2 SO 4 b) OH 2) EtI 3) HBr, ROOR 4) NaCCH 5) KMnO 4 1) NaH c) O d) O e) Br Br Br Br O O O O OH OH HO HO f) OMe OMe Br
Background image of page 1

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

View Full DocumentRight Arrow Icon
NU, Winter 2002 3 2. (20 pts) Draw the π molecular orbitals of 1,3-butadiene and 1,3,5-hexatriene and order them on the energy scales below. Fill the electron into the molecular orbital levels and show the HOMO and the LUMO of both of these molecules. Use this information and any necessary diagram to determine if the thermal [6 + 4] reaction between cis , cis -1,3,5-hexatriene and cis -1,3-butadiene can occur. What about the thermal [6 + 2] reaction between cis , cis -1,3,5-hexatriene and ethylene? (You can buy the structures of any (or all) of these molecules from the instructor for 1 pt each if you don’t know what they are.) 1,3,5-hexatriene 1,3-butadiene E E
Background image of page 2
NU, Winter 2002 4 3) (20 pts) Propose a curved arrow mechanism for the following mechanisms. Show all the proton transfer steps.
Background image of page 3

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

View Full DocumentRight Arrow Icon
Image of page 4
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 6

MT2_Wi02 - NU, Winter 2002 Midterm 2 2 1. (25 pts) Complete...

This preview shows document pages 1 - 4. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online