curly arrows

Dess-Martin Oxidation

There’s always some reactions that scientists wish they’d had the chance to do - this is one of mine. How freakin’ awesome is that oxidising species!? How often do people get the chance to party with a hypervalent periodinane!? Exactly.
 As a sexy alternative to the Swern oxidation, this reaction also converts primary alcohols into aldehydes (alkanals) or secondary alcohols into ketones (alkanones). This approach however, means no bad smells AND a room temperature reaction :)
 That beautiful iodine complex encourages just a mild oxidation. This means no over-oxidising to make some unwanted carboxylic (alkanoic) acid. It’s also easily separated from your product mixture too -everybody wins ^_^
NB. The -Ac is just an acetyl group

so i saw this tweet and in that moment i felt that it was just so jerejean tbh. have a (lame) fic inspired by it

It can only go worse from here, Jean thought grumpily, slumping out of his classroom. Slouched over his books, he bumped into the students making their way inside for the next class. “Sorry,” he muttered, which was the exact way he felt for himself. For these students though, he really couldn’t care less. He didn’t try to sound like he was sorry either.

He had gotten off the wrong side of his bed that morning, due to the aggravatingly loud rock alarm that blared from his roommate’s side of the room. His coffeemaker had decided to make him coffee that tasted like gasoline. The gasoline coffee spilled onto his lecture notes, which he needed for the long exam in two days. Walking to his first class of the morning saw two accidents: one that involved tripping over a chipped tile and dropping all his shit, and another that involved his money being snatched up by some heartless fucker. His chair in third period English had chewed bubblegum stuck on the desk. Jean, at this point, felt that the whole world was against him.

To make matters worse, he had to resign to disgusting cafeteria food instead of being able to buy from a place near USC. Then, just as he was about to sleep through his last class, his teacher decide to call on him for recitation. And he knew absolutely nothing about the Cold War. So naturally, he had to be embarrassed by the teacher. In front of the whole class.

If his days were going to keep being this bad, Jean wasn’t sure he could make it out of his fifth year alive.

Keep reading

The Mitsunobu Reaction

What makes this reaction fun to do is getting to hold a bottle with the name of the main reagent plastered on the side of it: DEAD (diethylazodicarboxylate). The purpose of the reaction is to convert a secondary alcohol (usually) into a completely different species by removing the hydroxyl group and introducing a new nucleophile. The product however, is stereochemically changed as a result of the SN2 reaction flipping the other substituents of the atom into a “new” geometry.

 It’s also important to note that the nucleophillic species being introduced needs to be a decent nucleophile. If it’s proton isn’t acidic enough - the DEAD can’t work (*Giggles*). The reaction won’t proceed properly and you’ll end up with no product and have less time to study more science :D
 I’m assuming you guys know what SN2’s are, but if you’re curious feel free to be inquisitive ^_^

3.4.15 - 9:46 am // Day 592/635

Up early to do maths. The earlier I start, the earlier I finish, right?

Also, I just released that I’ll soon be leaving all my subjects behind. I won’t ever have to analyse a book, memorise dates of wars or integrate trigonometric functions again. But oddly enough, the only subject I’ll miss is the one I was forces to take. The one I hated for a year. I’ll miss drawing molecules, calculating moles produced from the equation of a reaction, drawing mechanisms and curly arrows and studying the effects of drugs and medicines. I’ll miss Chemistry.

The Swern Oxidation

This approach to oxidation allows primary alcohols to be turned into pretty little aldehydes (alkanals) ^_^ I could lie and say that it’s a great reaction to do, but I’d rather save you the disappointment. It smells. The sulfur compounds reek and resultantly cling to you >.< All the textbooks claim that it’s a rotting egg smell. It’s so much more than that *shudders*
 That said, it is quite a cheap and simple means of carrying out a pesky oxidation step :)
 We use a mild base to deprotonate the methyl group because strong bases would more likely attack the sulfur and force the alkoxide to act as a leaving group. This means you’re no further forward with your oxidation and smell terrible.
 In summation, a fantastically yielding reaction and quick/effective - but if you can get a clueless little newbie to do it then you should! :P