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Why does no2 have a positive charge

Why does no2 that is the electrophile in nitration reactions have a positive charge?
It is formed from the reaction of (h2no3)+
Shouldnt it be negative as there are more electrons than protons

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(edited 9 years ago)
Original post by Rickstahhh
Why does no2 that is the electrophile in nitration reactions have a positive charge?
It is formed from the reaction of (h2no3)+
Shouldnt it be negative as there are more electrons than protons

Posted from TSR Mobile


Electrophiles all have positive charges. NO2 has two bonds on the N and Nitrogen makes three bonds to have a full outer shell. It has one unpaired electron, therefore a positive charge. That unpaired electron can make one more bond to get rid of the positive charge (accept an electron) which was what electrophiles do.
Reply 2
Original post by castletower
Electrophiles all have positive charges. NO2 has two bonds on the N and Nitrogen makes three bonds to have a full outer shell. It has one unpaired electron, therefore a positive charge. That unpaired electron can make one more bond to get rid of the positive charge (accept an electron) which was what electrophiles do.


But in this instance the nitrogen molecule has 9 electrons around it.
Because it forms two double bonds with oxygen. I.e. o=n=o
So shouldnt it have a negative charge and not a positive one?

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Reply 3
Original post by Rickstahhh
Why does no2 that is the electrophile in nitration reactions have a positive charge?
It is formed from the reaction of (h2no3)+
Shouldnt it be negative as there are more electrons than protons

Posted from TSR Mobile


Best to think about to formation reaction you start with H2SO4 and HNO3 you then form H2NO3 by protonation of the nitrogen OH to form H2O-N(O)-O where you have a negativity charge on the O and positive on H2O. this negative charge then forms a double bond to nitrogen and neutral H2O leaves ( thing loff from a carbobyl). In order to maintain charge neutrality as H2NO3 was positive NO2 much also be positive you also have a 4 valent Nitrogen so that have 1 mire bonding e- so will be +be

See the link below for a mechanism

http://www.meritnation.com/img/shared/discuss_editlive/2353749/2012_02_08_22_13_49/image2251635835894360494_6823687164902237559.png



Posted from TSR Mobile
Original post by Rickstahhh
Why does no2 that is the electrophile in nitration reactions have a positive charge?
It is formed from the reaction of (h2no3)+
Shouldnt it be negative as there are more electrons than protons


As far as I can see sulfuric acid (H2SO4) causes a protonation when nitirc acid (HNO3) is added there. Thus nitric acid is ionised, turned into H2NO3+ and has a positive charge first. After that the nitro group (NO2) is splitt off, water emerges and the positive charge is 'transferred' to NO2 and ionised to NO2+. This electrophile is able to attack the electrons in double bond in nitration process.

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