118C_MT2_Fall11-key

118C_MT2_Fall11-key - N and O OH 1) LiAlH 4 , THF 2) H 3 O...

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4. (16 Pts) Write a complete, detailed, stepwise mechanism for the following reactions. Include all steps, show the direction of arrows, write all nonzero charges, and draw the stucture of all intermediates. NH 2 HNO 2 HCl N 2 Cl NO NH 2 N N H H O N N H O H N N H O H N N N OH O + H Cl N O O + Cl H H H 2 O + N O 1pt struc. 2 Pts Cl H 2 O + N N O H H N O (any structure) Any of the two or both structures 1pt 1pt 1pt 1 pt 5. (4 Pts) Circle the compound that can undergo rearrangement to generate the cooresponding product: O O NaOH OH OH O ? 6. (16 Pts) Show how you would synthesis the following amine from the starting material(s). In addition to the starting materials you may use any other reagents that are needed for the reaction. N H O OH
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Unformatted text preview: N and O OH 1) LiAlH 4 , THF 2) H 3 O + OH O H PCC 1) C 2 H 5 MgBr, THF 2) H 3 O + 3) PCC or Jones O N H , HCl O OH SOCl 2 O Cl 1) (C 2 H 5 ) 2 CuLI, THF 2) H 3 O + O 4pt Synthesis of ketone 8 Pts 1pt 1pt 1pt 1pt 1pt 1pt 1pt 1pt 1pt NaBH 3 CN O N N 4pt OR 8. (10 Pts) Using the following spectra, draw a possible structure for C 10 H 15 NO. Answer 7. (6 Pts) Name the follwoing compounds. a) N H b) OH Cl O NH 2 5-chloro-2-ethylphenol N-ethyl-2-phenylethanamine 1 pt 1 pt 1 pt 1 pt 1 pt 1 pt PC 2pt benzene 2pt ortho 2pt -OCH 2 CH 3 2pt (sp 2 )-CH 2 CH 2-(noH split) 1pt -NH 2...
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118C_MT2_Fall11-key - N and O OH 1) LiAlH 4 , THF 2) H 3 O...

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