HW6_N_Key - each of the stages. AlCl 3 Cl CH 3 CH 3 Show...

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Last Name: UTEID: First Name: SCORE: KEY Deadline for CH310N HW 6, Due: Oct 31 3:00 PM Cl 2 ;FeCl 3 NH 2 CH 3 H 2 CrO 4 or KMnO 4 COOH Cl NO 2 Cl Cl 2 FeCl 3 Reactions: Each of the following compounds can be synthesized by two-step reactions. Indicate the reagents required for the reactions, the intermediate compound. Your pathway must address any regiochemistry in the products. Assume o, p isomers are separated CH 3 Cl NO 2 H 3 C CH 3 HNO 3 H 2 SO 4 CH 3 Assume o, p isomers are separated ClCOCH 3 NR 3 HN O HN O O ClCOCH 3 AlCl 3
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Mechanism: Provide the stepwise mechanism for the following Friedel-Crafts alkylation. Show all important flows of electrons, charges and intermediates. Follow the instructions for
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Unformatted text preview: each of the stages. AlCl 3 Cl CH 3 CH 3 Show the generation of the electrophile: H 3 C H 2 C C H 2 Cl AlCl 3 H 3 C CH 2 AlCl 4 H H H 3 C CH 3 H Show the carbon-carbon bond formation (the rate determining step): H H 3 C CH 3 H H CH(CH 3 ) 2 H CH(CH 3 ) 2 H CH(CH 3 ) 2 H CH(CH 3 ) 2 CH(CH 3 ) 2 Draw the family of resonance structures: AlCl 3 Show the last step-the loss of the proton: must show the rearrangement Cl...
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This note was uploaded on 01/19/2012 for the course CH 101 taught by Professor Sutcliffe during the Spring '08 term at University of Texas at Austin.

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HW6_N_Key - each of the stages. AlCl 3 Cl CH 3 CH 3 Show...

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