ho4 - o > 2 o > 3 o favored by: good leaving group...

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1. What is the maximum number of stereoisomers in the following compound? CH 3 CHOHCHOHCHOHCH 2 OH CHEM140A Handout #4 TA: Winnie Chan Section: Friday, 12:00pm-12:50pm WLH 2112 w8chan@ucsd.edu OH: Fridays 1:00pm-1:50pm @ Cafe Roma 2. Chiral or Achiral? Bond Strength of Haloalkanes: C-F 110 kcal/mol C-Cl 85 kcal/mol C-Br 70 kcal/mol C-I 57 kcal/mol You don’t need to memorize the bond length or bond strength, but understand why this is Notes: S N 2 nucleophilic displacement reaction R-X order of reactivity: 1
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Unformatted text preview: o > 2 o > 3 o favored by: good leaving group strong, basic nucleophile lack of steric hindrance polar aprotic solvents mechanistically: single step - 1 transition state backside displacement inversion of stereochemistry Cl Cl H H cis-1,3-dichlorocyclopentane?-Good leaving groups are weak bases. Weak bases spread out charge. I > Br > Cl >>F-Strong nucleophiles are strongly basic, highly localized charge and not sterically hindered...
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This note was uploaded on 01/25/2010 for the course CHEM chem 140A taught by Professor Dr.yang during the Spring '07 term at UCSD.

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