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posted by  cezite on 10/2/2008 12:41:23 AM  |  status: Live  

reactivity of the compounds( electrophilic aromatic substitution)

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Organic Chemistry N/A N/A N/A
Question Details:
Would you expect (nitromethyl)benzene to be more reactive or less reactive than toluene toward electrophilic substitution? Explain.

                         
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posted by Nicholas(MND) on 10/2/2008 1:23:03 AM  |  status: Live
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Response Details:

(nitromethyl)benzene is less reactive than toluene towards electrophilic substitution reactions because in toluene mehyl group donates electrons inductively to the benzene ring and activates it towards electrophilic substitution but in case of nitromethyl benzene the electron donating capacity is decreased because nitro group is strongly electron withdrawing and will with draw electrondensity.

 

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posted by Ainala8055 on 10/2/2008 2:07:33 AM  |  status: Live
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(nitromethyl)benzene is less reactive than toulene because of the bulky methyl group which do not allow electrophilic substitution to substitute its substituent easily.
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