lec_7 - LEC SEVEN THE CHEMICAL SHIFT PART III PROTON&...

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Unformatted text preview: LEC SEVEN THE CHEMICAL SHIFT PART III PROTON & CARBON HOW MANY DISTINCT METHYL SIGNALS? 3_____ 4______ 5______ 6 ________ CHEMICAL SHIFT EQUIVALENCE 13 C & 1 H ISO PROP VS. TERT-BUTYL HOW MANY Me 13 C & 1 H RESONANCES AT ROOM TEMP? Me Me Me OH Me Me Me HO Me Me Me 1 1 1 SYMMETRY EFFECTS ASSIGN RESONANCES D S Q Q T Q 1 6 3 2 6 H 3 C OCH 3 OCH 3 OCH 3 CH 3 ASSIGN RESONANCES O O O 1 2 3 4 5 1 2 3 4 5 PPM ASSIGN RESONANCES O O O 1 2 3 4 5 CHARACTERISTIC δ ’s 1 H & 13 C MODEL COMPOUNDS: CHARTS 3.1a – 3.1i CALCULATED SHIFTS: TABLES 3.5- 3.11 SOFTWARE or WEBsites: What is your favorite? ALIPHATIC PROTONS δ 0.2 – 7.5 (CHART 3.1a) P68 BUT 2-METHYL PENTANE δ 0.8 – 1.5 FIRST ORDER “SHOOLERY’S RULES” P73 USING SHOOLERY’S RULES O 4 C4 δ exp = 2.01 δ calc : X = C=CH- ; Z = CH 2 R 1.40 + 0.88 = 2.28 C3 δ exp = 1.6 δ calc = 0.88 + 0.88 = 1.76 O 4 3 pyrostatin B C 6 H 10 N 2 O 2 J. Enzyme Inhibition 1995 , 8 , 223....
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This note was uploaded on 08/06/2008 for the course CHEM 124 taught by Professor Amagata during the Winter '08 term at UCSB.

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lec_7 - LEC SEVEN THE CHEMICAL SHIFT PART III PROTON&...

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