3BL-Lecture3

3BL-Lecture3 - Welcome to Chemistry 3BL Lecture 3 David...

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Unformatted text preview: Welcome to Chemistry 3BL Lecture 3 David Rabuka Further Discussions on NMR and Mass Spec Opening Remarks • There will be no lab next week (9/25 - 9/29) • reports are due at the beginning of the next lab (10/2 - 10/6) •Recap of Hydrogenation/Dehydrogenation Just to Review: O (R)-Carvone Pd/C heat OH Pd/C heat + H 2 Pd/C heat OH OH Just to Review O (R)-Carvone Pd/C heat OH • At the “end” of the reaction (after 1 hour) there may be (R)-Carvone, the phenol-product and other organic impurities in the reaction mixture. • An “extraction” must be performed. Extraction - filtration OH O + + Other Organics + Pd/C + Hexanes Filter OH O + + Other Organics + Pd/C + Hexanes Wash Filter With Hexanes OH O + + Other Organics + Hexanes Pd/C Extraction - Transferring to Aqueous Phase OH O + + Other Organics + Pd/C + Hexanes 2N NaOH O Hexanes + Other Organics O Na + H 2 O O O Na + H 2 O Hexanes Separate Layers Extraction - Transferring to Aqueous Phase OH + NaOH O Na pK a ~ 16 pK a ~ 10 H 2 O + K eq ~ 10 6 Water Soluble. O Na + H 2 O OH + NaCl + H 2 O 6N HCl Diethyl Ether Ether Separate Layers OH H 2 O + NaCl H 2 O (Trace) OH Ether H 2 O + NaCl H 2 O (Trace) Extraction- Transfer Back to the Organic Phase Extraction- Dry the Organic Phase, Filter, and Evaporate OH Ether H 2 O (Trace) Na 2 SO 4 Na 2 SO 4 ·(H 2 O) x OH Ether Filter Wash Filter With Ether Na 2 SO 4 ·(H 2 O) x OH Ether Na 2 SO 4 ·(H 2 O) x OH Ether OH Evaporate Ether • Your conclusion should be brief - four sentences or less should be plenty. • For synthetic labs you should identify the product and talk about whether or not the methods used to obtain and purify the product were effective and facile. • For “puzzle” labs the answer to the puzzle should be clearly stated (i.e. the identity of your unknown, etc.)....
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This note was uploaded on 01/26/2009 for the course CHEM 3BL taught by Professor Chunmei during the Fall '08 term at Berkeley.

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3BL-Lecture3 - Welcome to Chemistry 3BL Lecture 3 David...

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