Chapter_17_-_Alcohols_&_Infra_Red_Spectroscopy

Chapter_17_-_Alcohols_&_Infra_Red_Spectroscopy - CHM...

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CHM 138 H Alcohols and IR Spectroscopy 1
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NOMENCLATURE STRUCTURE 2
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PHYSICAL PROPERTIES Interact by: constitutional isomers: B.p. 25 o C B.p. 78 o C 3
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CH 3 H 2 C O H CH 3 H 2 C O H H 3 C CH 2 O H CH 3 H 2 C O H CH 3 H 2 C O H H 3 C C H 2 O H H 3 C C H 2 O H CH 3 H 2 C O H HOCH 2 CH 2 OH (ethylene glycol): 4
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ACIDITY AND BASICITY OF ALCOHOLS In strong acids: R O H H X + In dilute aqueous solution: R O H H O + H ] ROH [ ] O H ][ RO [ 3 + = a K 5
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Formula pKa HCl -7 strong CH 3 CO 2 H 4.8 (CF 3 ) 3 COH 5.4 C 6 H 5 OH 9.9 CH 3 OH 15.5 H 2 O 15.7 CH 3 CH 2 OH 15.9 (CH 3 ) 2 CHOH 17 (CH 3 ) 3 COH 18 weak 6
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Phenol acidity C C C C C C O H H H H H C C C C C C H H H H H O C C C C C C H H H H H O C C C C C C H H H H H O 7
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Preparations of alcohols 1) HYDRATION OF ALKENES (Ch 7) 2) REDUCTION OF CARBONYL FUNCTIONAL GROUPS 3) REACTIONS OF CARBONYLS WITH GRIGNARD REAGENTS (Ch 10) 8
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CH 3 CH 3 OH H HgOAc CH 3 OH CH 3 CH 3 H BH 2 H CH 3 H OH H 1) HYDRATION OF ALKENES (review) 9
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Reducing agents: H M H H H M = B or Al 2) REDUCTION OF CARBONYL FUNCTIONAL GROUPS 10
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H M H H H δ− δ− δ− δ− δ+ 11
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This note was uploaded on 04/25/2010 for the course CHM CHM138H1 taught by Professor Browning during the Fall '08 term at University of Toronto.

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Chapter_17_-_Alcohols_&_Infra_Red_Spectroscopy - CHM...

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