MT3_Wi04 - NU Chem 210-2, Winter 2004 MT 3 2 1. (20 pts)...

Info iconThis preview shows pages 1–5. Sign up to view the full content.

View Full Document Right Arrow Icon
NU Chem 210-2, Winter 2004 MT 3 2 1. (20 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 H 2 SO 4 conc. b) O 1) HCl, 60 o C 2) Mg, Et 2 O 3) HC(O)H 4) H 3 O + 5) Swern’s reagent c) 1. Cl 2 , FeCl 3 2. NaNH 2 , heat 3. CH 2 =O 4. MeMgBr 5. mild acid work up d) 1. CO, HCl, CuCl, FeCl3 2. NaCN 3. H 3 O + , H 2 O excess, heat e) 1) Br 2 2) NaNH 2 excess, 3) H 3 O + work up 4) Sia 2 BH, THF 5) H 2 O 2 , NaOH
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 Chem 210-2, Winter 2004 MT 3 3 2. (20 pts) Propose a curved arrow mechanism for the following reaction. Show all the proton transfer steps. N SH OEt OEt TsOH catalyst N OEt S + EtOH
Background image of page 2
NU Chem 210-2, Winter 2004 MT 3 4 3) (20 pts) Propose a curved arrow mechanism for the following reaction. Show all the proton transfer steps. O HO O + H 2 O H 2 SO 4
Background image of page 3

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

View Full DocumentRight Arrow Icon
NU Chem 210-2, Winter 2004 MT 3 5 4. (15 pts) From benzene as a must-use starting material and any other carbon-containing starting materials with 4 carbon or less, propose a synthesis of the following molecule.
Background image of page 4
Image of page 5
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 6

MT3_Wi04 - NU Chem 210-2, Winter 2004 MT 3 2 1. (20 pts)...

This preview shows document pages 1 - 5. Sign up to view the full document.

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