216 - Show all reagents and all molecules synthesized along...

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Practice Problem 2-16 Answer Predict the product of the following reaction. Practice Problem 2-17 Answer Show how the following compound could be prepared from any compound containing ten carbons or fewer. Synthesis : Practice Problem 2-18 Answer Show the product of the following reaction (do not concern yourself with which side of the ring is attacked). Practice Problem 2-19 Answer Complete these equations. Br Br 11 C atoms OH + CH 2 I 2 10 C atoms 1 C atom OH + CH 2 I 2 Zn(Cu) H H MgBr + CH 3 CH 3 + O O (racemic)
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Practice Problem 2-20 Answer Show how the following compound can be prepared in good yield. Practice Problem 2-21 Answer Show how spiro[2.2]pentane can be prepared in one step from organic compound containing three carbons or less and any necessary inorganic reagents or solvents. Practice Problem 2-22 Answer Show how to convert 1-bromo-3-methylbutane into 2,7-dimethyloctane. You must use 1-bromo-3-methylbutane as the source of all carbon atoms in the target molecule.
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Unformatted text preview: Show all reagents and all molecules synthesized along the way. Br Br (racemic) O + O CHCl 3 KO t Bu C C C H H H H CH 2 I 2 (excess) Zn(Cu) CuLi 2 + Br Br Retrosynthetic Analysis : Synthesis : Practice Problem 2-23 – Answer Show how to convert 1-propanol and diiodomethane into racemic trans-1-methyl-2-propylcyclopropane. You must use 1-propanol and diiodomethane as the source of all carbon atoms in the target molecule. Show all molecules synthesized along the way. CuLi 2 Br Br 2 + LiBr 2 + 4 Li 2 Li CuBr ether LiBr CuLi 2 ether + OH O BrMg Br O H Br Retrosynthetic Analysis : Synthesis : + OH PBr 3 Br Mg, THF MgBr KO t Bu in t BuOH RCO 3 H (a peracid) O O (racemic) MgBr 1) 2) H 3 O OH + OH (racemic) conc. H 2 SO 4 CH 2 I 2 Zn(Cu) + (racemic) (E2) the more stable trans diastereomer of the Zaitsev alkene predominates in the acid-catalyzed dehydration rxn...
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This note was uploaded on 10/25/2010 for the course CH 310n taught by Professor Iverson during the Summer '08 term at University of Texas.

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216 - Show all reagents and all molecules synthesized along...

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