The Cope Rearrangement Transition Structure Is Not Diradicaloid, but Is It Aromatic?
✍ Scribed by Dipl.-Chem. Haijun Jiao; Prof. Dr. Paul von Ragué Schleyer
- Publisher
- John Wiley and Sons
- Year
- 1995
- Tongue
- English
- Weight
- 529 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0044-8249
No coin nor oath required. For personal study only.
✦ Synopsis
oily liquid, later identified as 1. was collected ;it 80-85 'C at 1.3 kPa pressure in a detachable U-trap held at 0 C (1.02 g, 2.96 mmol. 37%). After further heating of the gray residue at 110-120 C in vdcuo. a colorless transparent crystalline solid, identified as 2. sublimed out of the reaction flask and was collected in a second detachable U-trap at 0 C (the side arms of both the reaction flask and the U-trap were maintained at about 100-C with heating tape during the sublimation). The yield of highly air-and moisture-sensitive 2 was 13% (0.308 g. 0.536 mmol). Compound 2 (m.p. 48 -49'C) is soluble in both polar and nonpolar organic solvents. The gray residue that remained in the flask after the second sublimation was found to be insoluble in polar and nonpolar organic solvents and was discarded.