W03 problems2b

W03 problems2b - 3 H 2 , Pd/CaCO 3 OH O Ph O H O O H TA:...

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Br H H Ph I OTos Li + Problem Set 2 (Chapter 10 Alkynes) TA: Danny Ng 1/20/2003 A . N o m e n c l a t u r e s o f A l k y n e s 1. Provide the structures for the following compounds. Pay attention to stereochemistry if applicable. B . S y n t h e s i s o f A l k y n e s 2. Provide the r e a g e n t s or p r o d u c t s for the following reactions. Pay attention to stereochemistry if applicable. 6,6-Dimethyl-2 S -hydroxy-4-heptyne Propyl- tert -butyl acetylene Oct-1-ene-4,7-diyne trans -1,3-diethynyl-cyclobutane 1. LDA 2. 1-Iodohexane 1. Br 2 2. NaNH 2 (2 equiv.) 1. CH 3 CH 2 CH 2 CH 2 (1 equiv.) 2. 3. NaNH 2 (1 equiv.) 4.
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I Na, NH
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Unformatted text preview: 3 H 2 , Pd/CaCO 3 OH O Ph O H O O H TA: Danny Ng 1/20/2003 C . R e a c t i o n s o f A l k y n e s 3. Provide the missing reagents or products for the following reactions. Pay attention to stereochemistry if applicable. 1. NaNH 2 2. (Lindlars catalyst) 1. BH 3 2. 1. BH 3 2. H 2 O 2 , NaOH Br 2 (excess!!) HgSO 4 H 2 SO 4 , H 2 O TA: Danny Ng 1/20/2003 4. Explain the following results with reaction mechanisms. Br HBr Br Br...
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W03 problems2b - 3 H 2 , Pd/CaCO 3 OH O Ph O H O O H TA:...

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