Talk:Mod:jm3109
Appearance
Overall, your analysis is rather lacking, and causes most of the lost marks.
Q1
- "The dimer returns to a polymer upon heating." I don't think so.
- Mixed up Jmols of 1 and 2.
- Correct energies for all compounds.
- You didn't give any analysis on the torsion energies of 1 and 2, other than mentioning the 1,4-strain.
- So which one, 3 or 4, is the major product of hydrogenation of 2?
Q2
- I would have liked to see the Jmol of the optimised structures for 9 and 10 here.
- "due to s(C-H) orbital overlapping with p*(C=O) orbital when the carbonyl group is "down" providing stability" you need to show this on the molecule.
- "Hyperstable alkenes": too brief! and "positioning of the double bond which gives a more cage like structure and decreasing the reactivity" isn't the reason for the stability. You need to analyse the hydrogenated product.
Q3
- How was the structure optimised?
- Your frequencies for hydrogenated 12 are correct.
- No bond length analysis!
Q4
- Correct choice of Me group
- You didn't specify which method you think is the better choice for the job.
- A/C and B/D are actually identical species, if you look at the structures.
- Your A' structure is wrong in both MM2 and PM6. The OAc group is nowhere near the oxonium.
- How does all these link to the diastereoselectivity?
Mini project
- You should cross-compare the experimental and calculated spectra to test the real ability of the technique to differentiate these isomers.
- Correct identification of C7-8 and C1-2 in the two structures as the key carbons.
- Were the IR frequencies corrected?