nitrogen

[mindblowing]

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hybridization of nitrogen atom when forming 2 sigma and 2 pi bonds
sp
sp2
sp3
sp2d2

which one is right and why

 

[TheGreenWave]

hybridization of nitrogen atom when forming 2 sigma and 2 pi bonds
sp
sp2
sp3
sp2d2

which one is right and why

First off, as far as i know sp2d2 is not a type of hybridization. So eliminate that one.

If the nitrogen atom has 2 pi bonds, then its likely triple bonded to another atom. Atoms with two pi bonds are sp hybridized. One pi bond sp2. Just sigma bonds = sp3.

Answer sp.

 

[mindblowing]

rt answer is sp3 can someone explain why?

 

[vvvv]

rt answer is sp3 can someone explain why?

first of when they have sp3, how can they form pi bond.

 

[osimsDDS]

2 sigma and 2 pi bonds the molecule has to look something like this....

X-N---X, so triple bond at the right and a single bond at the left...

Doesnt that mean it fills its octet of 8 and there are 2 spaces so it should be sp...i have no idea why its sp3

 

[Hugh Mannity]

I would say sp because 2 pi bonds mean either 2 double bonds or one triple bond. The 2 sigma bonds just mean its attached to 2 other atoms, which would follow for the 2 double bonds, or if it has a triple, it has a single bond to another atom.

 

[TheGreenWave]

rt answer is sp3 can someone explain why?

where did you get this question from?? im fairly positive the answer is sp. the possibility exists that the answer is wrong 🙂

 

[mindblowing]

its from practice oat exam ....it cannot be wrong

 

[Hugh Mannity]

Since it is nitrogen and has at least one pi bond, it is IMPOSSIBLE for it to be sp3. To be sp3 it must ONLY have sigma bonds or lone pairs.

 

[phungy]

its from practice oat exam ....it cannot be wrong

It can be wrong and in this case its most likely wrong. sp3 component bonds is sigma only. The question has 2 sigma and 2 pi. sp has sigma and 2 pi bonds which should be the answer.

 

[Sea of ASH]

I would say sp because 2 pi bonds mean either 2 double bonds or one triple bond. The 2 sigma bonds just mean its attached to 2 other atoms, which would follow for the 2 double bonds, or if it has a triple, it has a single bond to another atom.

it cant be 2 double bonds cuz nitrogen has a lone pair, so thats one sigma, and the bond that it makes the other element makes it a total of 2 sigma bonds. therefore it has to be a triple bond, to make 2 pi and 2 sigma

 

[Sea of ASH]

i think its sp btw

 

[TheGreenWave]

i agree it will make a triple bond which means it will be sp hybridized. sorry mindblow, but sometimes even OAT practice exams can be wrong...

 

[osimsDDS]

are you sure it doesnt say 2 pi ELECTRONS???? in that case it would be 1 pi bond and 2 sigma's which would make it have 1 double bond and 1 single bond...

EVEN then the answer would most likely be sp2 haha....sp3 is literally impossible for this question so i dont know whats going on

 

[Hugh Mannity]

it cant be 2 double bonds cuz nitrogen has a lone pair, so thats one sigma, and the bond that it makes the other element makes it a total of 2 sigma bonds. therefore it has to be a triple bond, to make 2 pi and 2 sigma

Have you never heard of NO2+? Organic 2 should ring a bell as to that, especially electrophilic aromatic substitution. Nitrogen can have 2 double bonds, it just has a +1 formal charge.

 

[Sea of ASH]

http://en.wikipedia.org/wiki/Nitrogen_dioxide doesnt have a positive and it has res...... so thats 1pi and two sigma

 

[Hugh Mannity]

I wasn't talking about NO2, I was talking about NO2+, which is also a molecule. You get it upon treatment of HNO3 with H2SO4 and is the electrophile in the nitrification of benzene.

 

[Sea of ASH]

i think they woulda been a lil more specific if they were talking about a nitrogen with a positive charge.... and in nitrification of benezene the nitrogen cannot have two double bonds. it has resonance!

 

[Hugh Mannity]

The resonance structure with + on N is the major contributor (over an oxygen with a + charge) because all have octets. Plus if you look at the mechanism the electrons add to the electrophilic nitrogen atom. Besides, if a nitrogen has 2 sigma and 2 pi bonds (a triple-single or double-double), it must be positively charged, there is no other possibility for it.

 

[Sea of ASH]

ya that is the only case.... Nitronium ion. http://en.wikipedia.org/wiki/Nitronium_ion

in the case of the mechanism for nitrification of benezene the N cannot contain two double bond. it violates the octet rule! http://en.wikipedia.org/wiki/Nitrobenzene

 

[Hugh Mannity]

I was talking about the step where it is added to benzene (not once it is a substituent), then one of the pi bonds moves to the oxygen.

 

[sweetpea2]

Hey, i just took this test. THe orgo section is weird. It must be SP, but the answer key does say sp3. Anyone?? Theres another orgo question on this same exam which im unsure of. The question is which will undego an free radical bromination most rapidly. The answer was CH4 but i thought it would be (CH3)3CH. Cause it forms a tert carbocation. Can someone explain why free radical bromination is fastest with methane> Thanks

 

[sweetpea2]

Its question 85 on the optometry exam...is it a mistake too?

https://www.ada.org/oat/index.html Click test prep and materials

 

[War Eagle]

its from practice oat exam ....it cannot be wrong

If you think practice exams can't be wrong, you're in for a mindblow of your own. I have found mistakes in many prep materials and practice exams. Whenever I get a question wrong or have a difference of opinion with a prep source, I go to a textbook or other reliable source and assume I'm right until the book proves me wrong.

 

[War Eagle]

sp btw.

 

[sweetpea2]

Ok, can someone just answer this cause this oat exam has me confused. Is free radical bromination going to be faster with CH4 or (CH3)3CH. ???

And yes, it must be sp.

 

[sweetpea2]

anyone??

Is free radical bromination going to be faster with CH4 or (CH3)3CH. ??? thanks