Ch 17-18 - Reaction of epoxide with Grignard Reagents: Cl 2...

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Review questions on Chapter 17 & 18 (Alcohol & Ether ): Give the structure (or reagent) in the box: H 3 CH 2 C CH 3 H OH TsCl, pyridine NaCN (S N 2) H 3 CH 2 CC H OH CHCH 3 CH 3 H 2 SO 4 one major pdt possible minor pdt (dehydration) + 1. 2. 3. 4. OH 5. 6. OC H 2 CH 3 + 7. OC H 2 CH 3 HBr (excess) 8. O HI (excess) 9. H 3 CH 2 C CH 3 H OH SOCl 2 OH Br CN H 3 CH 2 CC H OH CHCH 3 CH 3 PCC
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Epoxide Formation: Ring opening of epoxide under acidic conditions: Ring opening of epoxide under alkaline conditions:
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Unformatted text preview: Reaction of epoxide with Grignard Reagents: Cl 2 , H 2 O HO Cl NaOH O H 3 CH 2 C H + CH 3 OH O H 3 CH 2 C CH 3 ONa CH 3 OH H 3 O + 1) 2) O H 3 CH 2 C CH 3 MgBr H 3 O + 1) 2) O CH 3 CH 2 MgCl H 3 O + 1) 2) Design a synthesis O OH from to give OH (A) (B) (C) OH (D) OH Design a synthesis from HO CH=O to HO O...
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This note was uploaded on 03/29/2008 for the course CEM 252 taught by Professor Rathke during the Spring '08 term at Michigan State University.

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Ch 17-18 - Reaction of epoxide with Grignard Reagents: Cl 2...

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