Pyrrole is a heterocyclic aromatic organic compound, a five-membered ring with the formula C4H4NH. It is a colorless volatile liquid that darkens readily upon exposure to air. Substituted derivatives are also called pyrroles, e.g., N-methylpyrrole, C4H4NCH3. Porphobilinogen, a trisubstituted pyrrole, is the biosynthetic precursor to many natural products such as heme.
Pyrroles are components of more complex macrocycles, including the porphyrins of heme, the chlorins, bacteriochlorins, chlorophyll, and porphyrinogens.
Pyrrole is a colorless volatile liquid that darkens readily upon exposure to air, and is usually purified by distillation immediately before use. Pyrrole is a 5-membered aromatic heterocycle, like furan and thiophene. Unlike furan and thiophene, it has a dipole in which the positive end lies on the side of the heteroatom, with a dipole moment of 1.58 D. In CDCl3, it has a chemical shifts at 6.68 (H2, H5) and 6.22 (H3, H4). Pyrrole is weakly basic, with a conjugate acid pKa of -3.8. The most thermodynamically stable pyrrolium cation is formed by protonation at the 2 position. Substitution of pyrrole with alkyl substituents provides a more basic molecule—for example, tetramethylpyrrole has a conjugate acid pKa of +3.7. Pyrrole is also weakly acidic at the N-H position, with a pKa of 17.5.
The St. Louisa school girl
Corona on her breath
Push up ammunition
Smoke some crystal meth
All she wants to do is rock the big dance floor
Sugar Fairy Princess never been before
Bald headed bouncers counting 1-2-3
She just walked right in and showed her fake I.D. and said…
Sucker, I’m only seventeen
she said…
Sucker, I’m only seventeen
The ruler infiltration
Over enemy lines
On the name of freedom
Win a real good time
4am confession in the bathroom stall
She’s under surveillance and a disco ball
She’s dancing on the speakers, call security
And she just shakes her ass and shows her fake I.D. and says…
Sucker, I’m only seventeen (yeah)
she said…
Sucker, I’m only seventeen
Well she’s a James Bond, side dong? operation Hong Kong
Her daddy’s sleepin now they’ve got the systems gone wrong
Sucker
Well all she wants to do is rock the big dance floor
All she wants to do is rock the big dance floor
All she wants to…
All she wants to…
All she wants to do is rock the big dance floor
Sucker, I’m only seventeen (yeah)
she said…
Sucker, I’m only seventeen
Well she’s a James Bond, side dong? operation Hong Kong
Her daddy’s sleepin now they’ve got the systems gone wrong
All she wants to do is rock the big dance floor
Sucker, I’m only seventeen
Sucker, I’m only seventeen
Sucker, I’m only seventeen
All she wants to do
All she wants to do
All she wants to do is rock the big dance floor