Second practice midterm key

Second practice midterm key - ? HBr Br Na NaNH 2 Br NaNH 2...

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Practice Exam Solving this exam should take 1 hour max. Good luck ! 1. What will be the major product of the following reactions? Pay careful attention to the stereochemistry of the product. HNO 3 /H 2 SO 4 H 2 O, H 2 SO 4 HgSO 4 KOH, heat NO 2 O heat H H OMe OMe O O COOMe COOMe 1. NaNH 2 2. CH 3 CH 2 Br Br Br
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2. Complete the following reactions. Pay careful attention to the stereochemistry of the product. Na/NH 3 + O + O O heat + OMe OMe OMe Br Br Br 2 FeBr 3 3. Provide a detailed mechanism for the following reaction using a curved arrow notation. HBr Br H Br Br 4. How would you complete the following synthesis? You may use acetylene, additional alkyl halide (up to 2 carbons units) and any necessary reagents.
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Unformatted text preview: ? HBr Br Na NaNH 2 Br NaNH 2 Na I Na/NH 3 this step can also lead to elimination product! 5. a. Draw the structure of the active electrophile in the nitration of benzene b. Draw the most important resonance contributor that explain why the amino group is an ortho director c. Draw the thermodynamic product of addition of HBr to 1,3 butadiene. d. Draw a schematic representation of the HOMO in 1,3-butadiene. O N O NH 2 E Br 6. Label each of the following compounds as being aromatic or non-aromatic. H O not aromatic not aromatic not aromatic not aromatic aromatic aromatic...
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This note was uploaded on 04/08/2009 for the course CHEM 140BH taught by Professor Weizman during the Winter '09 term at UCSD.

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Second practice midterm key - ? HBr Br Na NaNH 2 Br NaNH 2...

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