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Resistant to Base!

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Uploaded on May 20, 2006

An organic chemistry-themed music video parodying Robert Palmer's 1985 "Addicted to Love."

Shot on Canon XL-1s (MiniDV) w/ Canon XL 5.5-88mm IS II 16X lens. Edited on Sony Vegas HD 6.

***LYRICS***
Your lights are on, but you're not home
You're in the lab, working alone.
Your synthesis is nearly done
Just add a chain to that carbon.

You can't wait to alkylate
But first you must deprotonate
You add a mole of LDA
To overcome that pKa

Whoa, you like to think it will react with the stuff, oh yeah
It's closer to the truth to say you can't add enough
You know you're gonna have to face it, it's resistant to base.

You check pH, it's past fourteen
Your stirring bar is dissolving
The TLC shows no products
Another mole and then reflux!

With LDA, it won't react
Butyllithium just might abstract
That hydrogen that won't obey
Le Chatelier's communiqué

Whoa, you like to think it will react with the stuff, oh yeah
It's closer to the truth to say you can't add enough
You know you're gonna have to face it, it's resistant to base.

REFRAIN
Might as well face it, it's resistant to base. (x5)

Your potassium t-butoxide
And ammonium hydroxide
Your KOH and hydrazine
Push the pH beyond eighteen

REFRAIN

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