CHEM 767: Chem Info Retrieval

Nick Paparoidamis
September 24th, 2009:
Intro to class/syllabus:

Set up Wiki
Second Life
ChemSpider
Wikipedia
Sigma Aldrich
Web of Science

Potential Paper Topics:

Synthesis of Nitrate Esters
[3,3] Sigmatropic Rearrangements
Free Radical Cyclizations & Backbites

This is what my current research project is on, and this will also be the topic of my literature review.

Synthesis of Nitrate Esters:

Nitronium Ion (Conc HNO3 / Conc H2SO4)
Acetic Anhydride (CH3COOCOCH3) / Fuming Nitric Acid (>95% HNO3)
Trifluoroacetic Anhydride (CF3COOCOCF3) / LiNO3
- Trifluoroacetic Anhydride/LiNO3
Phosgene (COCl2) / AgNO3
- COCl2/AgNO3
Nitryl Fluoride
- Nitryl Fluoride
Silver Nitrate (AgNO3)
- AgNO3
Dinitrogen Pentoxide
- N2O5
Decomposition of Nitrate Esters
Equilibrium Constant and Thermal Stabilities of nitrates
- Equilibrium/Stability

Applications of Nitrate Esters:

[3,3] Sigmatropic Rearrangements (Cope Rearrangement)

Basic conditions for [3,3] sigmatropic rearrangements
Bullvalene [This could make for very interesting chemistry JCB]
- Constanly undergoes rearrangement
- No C-C bond is permanent

Free Radical Cyclizations

Backbites
Tandem Cyclizations
Cylcizations of Baldwin Disfavoured Systems

Homework Final Paper