Chemistry Songs

Project Overview

These songs were written and performed by students in Dr. Otto Phanstiel's Organic Chemistry I and II Classes, starting in 1999, and still singing.

"My name is Grignard's Reagent"

Brittany Rabbitt, Aileen Garcia, Alex Wood, Allison Daniel

Song: "My name is"

Artist: Eminem

Hi! My name is (what?), my name is (who?), my name is (scratches) Grignard's reagent.

Ahem, excuse me.
Can I have the attention of the class for one second?

Hi kids! Do you want to try this?
Mix alkyl halide and magnesium in ether since you can't buy this?
Synthesize an alcohol like this?
From an attack by a nucleophile and water besides this?
Well I can't wait. I'm trying to get my reaction straight,
But I can't figure out which reagent I want to solvate.
And Dr. Phanstiel said, 'Grignard, you a base tech[nology].'
Uh-uh. 'So why's your charge neg[ative]. Man, you a key mech[anism].'
Well since I've been found, made from organometallic compound,
I'm used around, and the first step I'm alkoxide salt bound.
With that complete, and acid or water added to me,
The alkoxide is protonated and now metal free.
Alcohol is made. Depending on what carbonyl you take,
The addition would have a different degree of 'OH.
Primary, secondary, tertiary alcohol.
With aldehyde, ketone, ester, you can make'em all.

Chorus

Perhaps I didn't explain as well as I thought.
Acid chlorides and esters should not be forgot.
In these derivatives from 'OH, the carboxylic acid [OH] is replaced
By a chlorine atom or alkoxyl to the face
Of the C with the O, the intermediate, then ketone
Second equivalent, intermediate, alkoxide, H30[+].
Tertiary alcohols from expelling the leaving group'
Come on this is easy. Ain't nothing I can't see through.
Wait, wait, wait, there's something I forgot.
Epoxides are ethers, and usually I do not [react],
But ethylene epoxides have unusually reactive ring strain.
It reacts to give a primary [alcohol], after the protonat[ion].
The nucleophilic attack opens the ring,
Forms the alkoxide intermediate, and again with the H3[O].
To summarize these concepts, just sing this review
And if that doesn't work, this is in chapter ten too.

Chorus

Hold up, wait! I'm not finished. Keep awake!
Yo kids, don't just stare there, concentrate!
G [rignard's reagent] reacts with more things, more electrophilic compounds.
In some cases they're useful reactions, some mess up what's been found.
Annoying side impurity: not wanted around.
React irreversibly with water, the alkane is found.
We just reduced the alkyl halide down
To an alkane, a reduction that replaces the halogen now.
With the new H atom stuck in its place.
Or use deuterium, a labeling name.
Or add to the double bond of a carbonyl group
But know what to attack now
There can't be other bonds to add me to.
Okay, okay, you gotta a lot in your head.
Review ten hours, and don't forget what I said.
The test's coming up,
So relax and think clearly.
You'll know what to do in a problem where you see me.

Chorus