OKAY SO THERE’S THIS WEB THAT WRITES FIC FOR YOU AND I DECIDED TO TRY IT FOR THE SHITS AND GIGGLES AND DAMN I ACUTALLY MADE SOMETHING COHERENT
https://dreamily.ai/#/
Enol walked the hallways of his home with heavy steps. Today was the day where the would all be classified into classrooms depending on their singularities. Why did he dRead this, you ask? You see, the thing is that no one knows what Enol's singularity is: none of the doctors, teachers, or classmates know what it is. He knows, though
He arrived at his room's mailbox, and opened the letter. Why the formalities? Why couldn't they just tell them what class to go to? Whatever They assigned him to a special classroom, of course. Why wouldn't they? You can't strenghten your singularity if you don't even know what it is or what to do to make it stronger. Not that he wanted to make it stronger
He wondered if there would be someone else at his class. Probably not
With a sigh, he went to the main hall that separated the wards, and skipped them, going for the small but new class. He opened the door to find a completely normal-looking class, except that it was lacking the students and teachers. Was he really going to spend the rest of his school life like this? It's not like he had a choice, anyways
All of a sudden, a door opened
"Oh! Hi Enel! I didn't expect to see you here- If I'm, I don't know where I expected you to be, since you have no singularity and all. Ah- sorry. Does that offend you?"
Bianca. That stupid little popular girl everyone seemed to love for some reason. There wasn't anyone in the facility who didn't like her (except Enol, of course) and yet, every time she opened her mouth, the urge to punch her in the face so she'd shut up became stronger. What was she even doing here? True, no one outside of the teachers and researchers knew what her singularity was, but why send her here? Surely there was a more appropriate classroom for her, right? To be honest, Bianca had always stuck out like a sore thumb in Enol's memories. Not just because of her albinism, but because of her apparent immunity to his singularity
You see, Enol could read minds, wether he wanted to or not. There's wasn't an off button, so he'd have to listen to someone talk and think at the same time, and figure out which one was which. The noise was too much, so he decided not to be with people at all. But Bianca... he had never read her thoughts. Maybe she was a robot. Maybe. He could actually see the people at the facility pulling something like that out
She sat next to him. "So? What's up?"
He gave her the same answer he had given to countless people before: silence
Still, she didn't give up. "Oh, right, you're not much of a talker, are ya?"
Silence
"Anyways, what are we even supposed to be doing here? There's no teachers, or other students. Man, these next few years are gonna be terribly boring. You think they'll let us check out the other's classes? I sure hope so!"
As promised my master post of all general organic chemistry reactions. Please credit me if needed and understand this took a very long time to complete. So respect my post and don’t be afraid to ask me any questions!
Disclaimer: Not every reaction contains practice problems or full details of the mechanism. The purpose of this master post is to help students start somewhere with synthesis reactions. Also, to have a list of the possible reactions that will be covered in organic chemistry. Some universities might cover more than what I’ve posted so message me if you need any other help or I should add anything to this master post!
Walden Inversion // “umbrella flip” that occurs with SN2 reactions
No stereospecificity in SN1 reactions
Watch out for hydride shifts and degree of carbocations
Solvolysis // solvent is the nucleophile
Electrophile // Nucleophile // Leaving Group // Solvent
Zaitsev’s Rule // non-bulky base favors more sub. alkene
Hoffmann’s Rule // bulky base removes less-hindered protons
Beta Hydrogens // anti to leaving group
*Contains information for radical halogenation, SN and E reactions
Alkene Reactions - [x]
Syn // same side
Anti // opposite side
Hydrogenation
Palladium // catalyst of platinum on carbon
Markovnikov’s Rule // regiospecific to the more sub. carbon
Acid-Catalyzed Hydration - [x]
Hydrofluoric Acid // not a strong enough acid for this reaction
Kinetic Product // Thermodynamic Product
Oxymercuration
Mercury // allows no rearrangement
Hydroboration
Ozonolysis - [x]
Alkene Practice Problems - [x] [x]
Alkene Roadmap
Alkyne Reactions - [x]
Hydrogenation
Lindlar’s Catalyst // alkyne to alkene only!
Hydration
Alkylation of Acetylides - [x]
Double Dehydrohalogenation
Alkyne Practice Problems - [x] [x] [x]
Alkyne Roadmap
Alcohol Reactions - [x]
Primary // Seondary // Tertiary
Sodium Borohydride // doesn’t work with esters
Lithium Alummunum Hydride // more reactive and does work with esters
Alcohol Practice Problems - [x] [x] [x]*
*Also contains epoxide practice problems!
Alcohol Roadmap
Epoxide Reactions - [x]
Pretty straightforward reactions
Weak Nucleophile // more sub. side
Strong Nucleophile // less hindered side
Epoxide Practice Problems - [x]
Epoxide Roadmap
Second Semester of Organic Chemistry
Ether Reactions - [x]
Reaction with HX
Breaks the bond at the oxygen connection to form two alkyl halides
Williamson Ether Synthesis - [x]
Alkoxy Mercuration Demeruration
Sulfide Reactions - [x]
Diels-Alder Reactions - [x] [x] [x]
Diene // nucleophilic with an electron donating group
Dienophile // electrophilic with an electron withdrawing group
Watch out for regiochemistry and endo product is preferred
Electrophilic Aromatic Substitution - [x] [x] [x]
Halogenation
Halogens are deactivators but ortho/para directors
Alkylation
Rearrangement // a 2+ carbon chain can undergo rearrangement for a more stable carbocation
Limitation // installing one alkyl group is difficult due to a reactive ring
Acylation
Clemmensen Reduction // removes the carbonyl and is preferred to overcome rearrangement
Limitations // 1) unable to install more than one acyl group because the ring becomes less reactive 2) no reaction if the ring has a nitro group present
Sulfonation
Can be used to make ortho position more active
Nitration
Reduction Reaction // converts the nitro group into an amine
Carboxylic Group Addition
Gatterman-Koch Reaction
The addition of an aldehyde, not a ketone!
Nucleophilic Aromatic Substitution - [x] [x]
Criteria // 1) must have strong electron withdrawing group 2) must contain an LG 3) the LG must be ortho or para to the electron withdrawing group
Addition-Elimination
Meisenheimer Complex // the intermediate where the negative charge is being shifted around the ring for stability
Reservoir // negative charge is pushed onto an atom when the ring gets attacked by a nucleophile
Halogens // F > Cl > Br > I, due to bond length and electron density
Elimination-Addition - [x]
Benzyne // funky intermediate where a triple bond is located on the ring
**Please note that I won’t go into detail about activators versus deactivators.
Aldehyde and Ketone Reactions - [x] [x] [x]
Oxygen Nucleophiles
Dean-Stark // removal of water to create the two ethers
Diol // forms a cyclic acetal
Hydration // addition of two -OH groups
Sulfur Nucleophiles
Raney Ni // neutral conditions
Thiols // react similar to diols
Clemmensen // acidic conditions
Nitrogen Nucleophiles
Preparation // jones reagent, PCC, ozonolysis
Imine // primary amine that forms a double bond between N - C
Enamine // secondary amine
Oxime // the nitrogen is bonded to an -OH group
Hydrazone // the nitrogen is bonded to another amine group
Wolff-Kishner Reduction // basic conditions
Carbon Nucleophiles
Grignard Reagent - [x] // Wittig Reagent - [x]
Addition of CN
Oxidation of Aldehydes
Tollen’s Test // works in the presence of aldehydes
Acid Chlorides
Amine Reactions - [x] [x]
Synthesis of Amines - [x] [x]
SN2 Reaction // alkylation of ammonia and doesn’t stop at mono-
Reductive Amination // formation of an amine from a carbonyl
Gabriel Synthesis
Note // only works with primary amines
Acylation of Amines
Acids
Hoffmann Rearrangement
Nitrene // Isocyanate
Hoffmann Elimination
Also, forms a terminal alkene in the process
Nitrosation - [x]
In Situ // formation that immediately react with the amine before anything happens
Sandmayer Reaction
Aromatic Diazonium Salts // CuCl, CuBr, CuCN...
Carboxylic Acid and Derivative Reactions - [x] [x] [x] [x]
Golden Rule // never expel H or C
Proton Transfer // may or may not occue
Fisher-Sterification - [x]
Amides from Carboxylic Acids
Acid Halides
Water // Alcohol // Amine // LAH // RMgX // R2CuLi
Acid Chlorides
Water // forms a carboxylic acid
Alcohol // forms an ester
Formation of Anhydrides - [x]
Ester Synthesis
Hydrolysis // acidic conditions in water
Saponification // basic conditions in water
Alcoholysis // formation of a new ester from another ester
Reaction with RM // adds R group twice
Reaction with Hydride // adds H twice
Aminolysis
Reaction of Amides
Hydrolysis // Alcoholysis // Aminolysis
Synthesis of Dicarboxylic Acids - [x]
Polycarbonates - [x]
Polyurethanes
Ring Opening Polymerization - [x]
Remember // Acid Halides > Anhydrides > Esters > Amides
Can only travel from left to right in synthesis
Enol and Enolate Reactions - [x] [x]
Aldol Condensation - [x]
Ketones // yields are small
Crossed Aldol - [x]
Note // watch out what product needs to be formed, the compound being added dropwise is important
Alpha Halogenation
Haloform Reaction
Iodoform Reaction
Hell-Volhard-Zelinsky Reaction - [x]
Claisen Condensation - [x]
Acetoacetic Ester Synthesis - [x]
Malonic Ester Synthesis - [x]
Conjugate Addition
Robinson Annulation
Kinetic Enolates
An Amazing Secondary Aid Book(s)
Organic Chemistry As a Second Language
First Semester // Second Semester