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Resistant to Base!

scottkj scottkj·1 video
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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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Uploader Comments (scottkj)

  • bonfire5555

    haha my o-chem prof sent my class this one (class of 2012 at A&M). wonder if any other of my classmates checked this out

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  • scottkj

    I assume that's Bergbreiter?

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    in reply to bonfire5555 (Show the comment)
  • brad123451234512345

    isnt koh and hydrazine used as a reduction technique in basic media

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  • scottkj

    Yes, the Wolff-Kishner reaction.

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    in reply to brad123451234512345 (Show the comment)
  • tharock220

    I put myself through 2 semesters of orgo, and got B's and I didn't get into pharmacy school. I want to cry, but this video is awesome.

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  • scottkj

    I also got Bs both semesters.

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    in reply to tharock220 (Show the comment)

Top Comments

  • Bullsfan9820

    LOL "your stirring bar is dissolving"

    · 19

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  • Christian David Díaz

    Hahahaha... it's very good, the best is that we (the chemists) are so crazy, that only we can understand this thing... It's so natural to us the pKa, the alkylation, LDA, hydrazine, KOH, all of that... God bless Chemistry

    · 15

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All Comments (201)

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  • cedricgr

    'Another mole and then reflux' summarizes my Grad school

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  • giwrgosxxx

    ahahahahha god bless chemistr y :DDDDDDDDDD

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    in reply to Christian David Díaz (Show the comment)
  • ff8masterc

    Or at the very least a chemistry undergrad chemist like myself. Ugh column chromatography >.>

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    in reply to Han Gu Nam (Show the comment)
  • FalconX88

    Try work with sugars, you have to alkylate up to 5 OH groups:-P

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    in reply to Han Gu Nam (Show the comment)
  • Han Gu Nam

    OMG I am trying to alkylate 3 OH groups that are in one molecule... tried potassium t-butoxide KOH and so on.... and it is really hard to all OH groups... TLC shows lots of impurity and have to be columned at least twice (Even after 2 column NMR is still OFF !! )

    If you can understand that you are chem nerd

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  • celibate44

    Superb... creative, a work of genius. "...push the pH past 18" I just love it!

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  • jpdemers

    @scottkj: If it is, tell him "Bug" (Bock's undergraduate) says hello.

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    in reply to scottkj (Show the comment)
  • nateritwo

    Wow, That was so well done. I'm impressed.

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  • mehdan2

    how do you know...unless u know him personally

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    in reply to bergyblue (Show the comment)
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