Aniline is a toxic organic compound with the formula C6H5NH2. Consisting of a phenyl group attached to an amino group, aniline is the prototypical aromatic amine. Its main use is in the manufacture of precursors to polyurethane and other industrial chemicals. Like most volatile amines, it possesses the odor of rotten fish. It ignites readily, burning with a smoky flame characteristic of aromatic compounds.
Industrial aniline production involves two steps. First, benzene is nitrated with a concentrated mixture of nitric acid and sulfuric acid at 50 to 60 °C to yield nitrobenzene. The nitrobenzene is then hydrogenated (typically at 200–300 °C) in the presence of metal catalysts.
The reduction of nitrobenzene to aniline was first performed by Nikolay Zinin in 1842 using inorganic sulfide as a reductant (Zinin reaction).
Aniline can alternatively be prepared from ammonia and phenol derived from the cumene process.
In commerce, three brands of aniline are distinguished: aniline oil for blue, which is pure aniline; aniline oil for red, a mixture of equimolecular quantities of aniline and ortho- and para-toluidines; and aniline oil for safranine, which contains aniline and ortho-toluidine, and is obtained from the distillate (échappés) of the fuchsine fusion.
Aniline may refer to:
There also exists a protein called Anillin.
This page provides supplementary chemical data on aniline.
The handling of this chemical may incur notable safety precautions. It is highly recommend that you seek the Material Safety Datasheet (MSDS) for this chemical from a reliable source and follow its directions.
Table data obtained from CRC Handbook of Chemistry and Physics 44th ed.
See also:
Aniline is a benzenoid compound. The NH2 group attached to the benzene ring means that there is a lone pair of electrons that can enter into conjugation with the benzene ring resulting in delocalization in the aniline.
Aniline absorbs in the K (220 - 250 nm) and the B (250 - 290 nm) bands exhibited by benzenoid compounds. The K and B bands arise from π to π* transitions as a result of the a group containing multiple bond being attached to the benzene ring. When dissolved in ethanol, λmax for aniline is 230 nm, but in dilute aqueous acid λmax is 203 nm. In the latter case the anilinium cation is formed and the lone pair is no longer available for conjugation with the benzene ring. Consequently, the absorption of the molecule shifts to the lower λmax value and behaves like benzene.
From the very first time I rest my eyes on you, boy
My heart said follow through
But I know now that I'm way down on your line
But the waiting feeling's fine
So don't treat me like a puppet on a string
Because I know how to do my thing
Don't talk to me as if you think I'm dumb
I wanna know when you're gotta come, you see
I don't wanna wait in vain for your love
I don't wanna wait in vain for your love
I don't wanna wait in vain for your love
'Cause summer is here - and I'm still waiting there
Winter is here - and I'm still waiting there
Like I said -
It's been three years since I'm knocking on your door
And still I can knock some more
Ooh boy, ooh boy - is it crazy look, I wanna know now
For I to knock some more
You see
In life I know that there is lots of grief
But your love is my relief
Tears in my eyes burn
Tears in my eyes burn
While I'm waitin'
While I'm waitin' for my turn
You see
I don't wanna wait in vain for your love
I don't wanna wait in vain for your love
I don't wanna wait in vain for your love
I don't wanna wait in vain for your love
'Cause summer is here - and I'm still waiting there
Winter is here - and I'm still waiting there
Like I said -
I don't wanna, I don't wanna
I don't wanna, I don't wanna
I don't wanna wait in vain
I don't wanna, I don't wanna
I don't wanna, I don't wanna
I don't wanna wait in vain
It's been three years since I'm knocking on your door
And still I can knock some more
Ooh boy, ooh boy - is it crazy look, I wanna know now
Like I said -
Tears in my eyes burn
Tears in my eyes burn
While I'm waiting
While I'm waiting for my turn
You see
Ooh boy, ooh boy - is it crazy look, I wanna know now
For I to knock some more
In life I know there is lots of grief
But your love is my relief