Azide is the anion with the formula N3−. It is the conjugate base of hydrazoic acid. N3− is a linear anion that is isoelectronic with CO2 and N2O. Per valence bond theory, azide can be described by several resonance structures, an important one being N−=N+=N−. Azide is also a functional group in organic chemistry, RN3.
Sodium azide is found in automobile air bags; it decomposes on heating to give nitrogen gas, which is used to quickly expand the air bag. The antiviral drug zidovudine (AZT) contains an azido group. Some azides are valuable as bioorthogonal chemical reporters.
In organic chemistry, azides are commonly used as a way to introduce an amine group. They are also popular for their participation in the "click reaction", and Staudinger ligation. These two reactions are generally quite reliable, lending themselves to combinatorial chemistry. That aside, low-molecular weight azides tend to be unstable, hence the need for caution.
The principal source of the azide moiety is sodium azide. Sodium azide is made industrially by the reaction of nitrous oxide, N2O with sodium amide, NaNH2, in liquid ammonia as solvent. The overall stoichiometry is given by
This article is licensed under the Creative Commons Attribution-ShareAlike 3.0 Unported License, which means that you can copy and modify it as long as the entire work (including additions) remains under this license.
- Loading...
- 1,3-dipole
- Acetone
- Acyl chloride
- Air bag
- Alkyne
- Amine
- Amine group
- Arkivoc
- Azide
- Bromine
- Brønsted acid
- Carbon dioxide
- Carbon disulfide
- Chemical yield
- Chloroform
- Click chemistry
- Click reaction
- Conjugate addition
- Conjugate base
- Copper
- Cytochrome c oxidase
- Detonation
- Detonator
- Diazonium salt
- Dichloromethane
- Diethyl ether
- Dimethyl sulfate
- Enamine
- Explosophore
- Freeze drying
- Functional group
- Heavy metals
- High explosive
- High-valent iron
- Hydrazoic acid
- Hydrogenolysis
- Hydrolysis
- Imine
- Isocyanates
- Isoelectronic
- J. Org. Chem.
- Ketone
- Lead
- Lead azide
- Lead nitrate
- Liquid ammonia
- Median lethal dose
- Metathesis reaction
- Mitsunobu reaction
- Nitric acid
- Nitrido
- Nitrogen
- Nitrous oxide
- Norbornadiene
- Organic chemistry
- Organic reactions
- Organic Syntheses
- Pentazenium
- Phenyl azide
- Primary explosives
- Pseudohalogen
- PubMed Identifier
- Reflux
- Rotary evaporator
- Silver azide
- Sodium amide
- Sodium azide
- Sodium nitrite
- Staudinger ligation
- Staudinger reaction
- Sulfinic acid
- Tautomer
- Tetraazidomethane
- Tosyl azide
- Trans isomer
- Trimethylsilyl azide
- Triphenylphosphine
- Valence bond theory
- Zidovudine
- Playlist
- Chat
-
Lyrics list:lyrics
-
Kiss It Goodbye
-
Burning Down The House
-
Liar, Liar (Burn In Hell)
-
Kissing You Goodbye
-
It Could Be A Good Excuse
-
I caught fire (in your eyes)
-
Light With A Sharpened Edge
-
Shine
-
Now That You're Dead
-
Let It Bleed
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
Kiss It Goodbye
Your love shows many colours
Roses will show their thorns
You showed me signs of silence
Showed me my way back home
I break my back, bent over
I dance on broken glass
I hold my breath half to death
You can't forget the past
Unless you think it's not over
Let's kiss it goodbye
Is it really worth it?
Is it all just a lie?
Not like I'm giving up now, I am willing to try
Unless you think it's not over
Let's kiss it goodbye
My love shows it's horns
Could you lead us home?
Break your,
Break your back on broken glass
You can't forget the past
Unless you think it's not over
Let's kiss it goodbye
Is it really worth it?
Is it all just a lie?
Not like I'm giving up now, I am willing to try
Unless you think it's not over
Let's kiss it goodbye
My love shows many colours
Devils will show their horns
I lead you into darkness
Hoped it would lead us home
You break your back, bent over
You dance on broken glass
I know you'll always love me
You can't forget the past
Unless you think it's not over
Let's kiss it goodbye
Is it really worth it?
Is it all just a lie?
Not like I'm giving up now, I am willing to try
Unless you think it's not over
Let's kiss it good
