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24th June 2015 @ 00:24

I'm Paul, a third year chemistry student at the University of Sydney. I have been working with Alice in the lab for some time now but so far, I have only made the simpler compounds.

Over the next few weeks, I will be working on derivatising molecules (SGS 7-1, SGS 9-1, SGS 8-1, SGS ?) that were synthesised by students from Sydney Grammar School. The purity of these molecules will checked with NMR and if necessary, will be purified.

Derivitisation of these molecules will be with an alcohol, by displacing the chlorine, with the general scheme below.

Work Up (SGS 6-2)

SGS 6-2 was fully dissolved by adding ethyl acetate (~300 mL), dichloromethane (~10 mL), methanol (~10 mL), and washed with water (~30 mL) then brine (~70 mL). The organic layer was collected and dried with sodium sulfate and the solvent was removed.

Work Up (SGS 8-1)

Ethyl acetate (~100 mL) was added, the solvents were removed, and the SGS 8-1 left under high vacuum.

Work Up (SGS 7-2)

Ethyl acetate (~100 mL) was added, the solvent was removed

NMR Data

1H NMR 300 MHz 24th June

SGS 2 DMSO

SGS 2 DMSO 200 MHz AEW and PK.pdf
SGS 2 DMSO AEW and PK.zip

SGS 2-2 CDCl3

SGS 2-2 CDCl3 AEW and PK.zip
SGS 2-2 CDCl3 300 MHz AEW and PK.pdf

SGS 5-1 DMSO

SGS 5-1 DMSO 200 MHz AEW and PK.pdf
SGS 5-1 DMSO AEW and PK.zip

SGS 7-1 CDCl3

SGS 7-1 CDCl3 300 MHz AEW and PK.pdf
SGS 7-1 CDCl3 AEW and PK.zip

SGS 7-2 CDCl3

SGS 7-2 CDCl3 300 MHz AEW and PK.pdf
SGS 7-2 CDCl3 AEW and PK.zip

SGS 8-1 CDCl3

SGS 8-1 CDCl3 300 MHz AEW and PK.pdf
SGS 8-1 CDCl3 AEW and PK.zip

9.38 (1H, s), 8.91 (1H, s), 8.84 (1H, d, 4.9 Hz), 8.05 (1H, d, 7.9 Hz), 7.93 (1H, s), 7.53 (1H, dd, 5.0, 7.8 Hz), 7.25 (1H, s).

1H NMR 300 MHz 24th June

SGS 9-1 DMSO

SGS 9-1 DMSO AEW and PK.pdf
SGS 9-1 DMSO AEW and PK.zip

 

 

Attached Files