Chapter 22 HW

Chapter 22 HW - Chemistry 52 Chapter 22 Problem Set 1...

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Chemistry 52 Chapter 22 Problem Set 1. Predict the major organic product of each of the following reactions. If no appreciable reaction is expected, write NR. H CHO OH CH 2 OH HO H H OH O OH OH HNO 3 O OH OH H 2 SO 4 MeOH O OH O O OH OH HO 2 O H 2 H H CHO OH H 2 OH H Br 2 H 2 O a) b) c) d) e) f) 1) HCN 2) Ba(OH) 2 3) HCl, H 2 O, HCl H 2 CuC 6 H 6 O 7 Na 2 CO 3 , H 2 O
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2. Suggest reagents and conditions to selectively accomplish the following conversions. CH 2 OH O HO H H H CHO O OH OMe OMe H CHO OH H H H 2 OH O OH OH 2 OH O H H OH H CO 2 H HO 2 H H H HO H 2 H O O OMe OMe O H O HO O a) b) c) d) 3. Predict the most stable conformation of α -D-idopyranose, and draw it. OH 2 H H OH H H CHO D-idose
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4. Propose a reasonable mechanism for the following isomerization. HOCH 2 CH 2 OH H H HH O O NaOH H 2 O O OH HO HO OH β -D-fructofuranose β -D-mannopyranose 5. Devise the least expensive synthesis of the compound below from a commercially
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This note was uploaded on 03/26/2008 for the course CHEM 0052 taught by Professor D'alarco during the Spring '07 term at Tufts.

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Chapter 22 HW - Chemistry 52 Chapter 22 Problem Set 1...

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