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posted by  yonkerdoodle on 7/18/2008 6:14:23 AM  |  status: Live  

Synthesis help please!

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Organic Chemistry N/A N/A N/A
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Can you help me with the synthesis problem below please? It is from a chapter on reactions of aromatic compounds. Thank you!
 
Show all steps with reagents how you would synthesize propylbenzene from benzene.

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posted by RYDWAN on 7/18/2008 10:53:40 AM  |  status: Live
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yonkerdoodle's comment:
"I think this is what we're learning now at the moment so I'm not sure if it's correct for this particular question. The other answer seemed to be the right one for the situation. Thank you so much though!"
Response Details:
 
 
                                                          CH3
 + CH3-Br=                                                                 
                                          /
                                          /NBS, Allylic substitution
                                          /
                                          /               CH2-Br
                                    
                                                                                /
                                                                               /
                                                                               /
                                                                              /
                                                                               / Na-CCH, NH3
                                                                               /
                                                                              /                    CH2-C CH              
                                                                           
                                                                                 /
                                                                                 /
                                                                                 / H2, Pd/C, No posison
                                                                                 /
                                                                                 /                 CH2-CH2-CH3  
                                                                            
RDWAN
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posted by HikariOne on 7/20/2008 3:39:44 AM  |  status: Live
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yonkerdoodle's comment:
"Yes...this is the answer I am familiar with. This was confusing...thank you very much!"
Response Details:


The two-step sequence-Friedel Crafts acylation followed by reduction- generates propylbenzene.

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