notes_5_week_5%20Practice%20Problems%20_KEY

notes_5_week_5%20Practice%20Problems%20_KEY - 1. Assign the...

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Unformatted text preview: 1. Assign the multiplicity of the circled proton in each molecule shown below. CI CI 0 oub [e c. Single/JV 2. In order of increasing chemical shift rank the Vinylic proton (the H attached to the double bond) on the molecules shown below. (1: smallest chemical shift, least downfield, 3 = largest chemical shift, most downfield) Me Me Me 0 Me 0 C ‘< >__< O _ H Me H Me A 1 Q 2 {D T /\j: 3 (O 3. The Hl-NMR and the C13-NMR of compound Y [ C4H6C12 ] are shown. Draw the structure of Y in the box below. 4H triplet 2H pentet I PPM I | I I I I I I I I I 80 to 60 50 40 3o 20 10 PPM C I Q J Y 4. Fill in the box with the appropriate starting material(s), product(s) or reagents. For products draw only the major organic products (unless otherwise specified). Note: H30+ = dilute aqueous acid. cu/ Li 2 o i 1. /\MgBr HO H O O excess ‘ ' —---———> 2. H3O+ Q organic product 2 E g + Z1112 OD l. MeMgBr (1 equiv) —> 2. H3O+ 0% organic product 1 C939 organic product 2 ...
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notes_5_week_5%20Practice%20Problems%20_KEY - 1. Assign the...

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