Analyzing organic reaction Flashcards
Lewis Acid
Electron acceptor , electrophile and has a vacant P orbital where electrons can be accepted
Lewis Based
Electron Donor; nucleophile, have a lone pair of electrons that can be donated
Coordinate covalent bond
Acid base form this
In this both the electrons come from one of the atoms involved
Brownsted Lowry Acid
Donates a proton
Brownsted Lowry Base
Accepts a proton
Functional groups from weak acid to strong acid
Alkane, alkene, hydrogen (H-H), amine, alkyne, ester, ketonel/aldehyde, alcohol, water, carboxylic acid, hydronium ion
Bond strength decreases down the table so how does that relate to acidity?
lower bond strength = greater acidity
Higher electronegativity = what acidity
Higher electronegativity = higher acidity
What functional groups act as acids
Alcohols, aldehydes, ketones, carboxylic acids and its derivitives
What functional groups act as bases?
Amines and amides
Nucleophile
Nucleus loving
Lone pars or pie bond that can form new bonds with electrophiles
Good bases CHON with negative sign
Nucleophilicity based on
- Charge: greater charge= better nu
- Electronegativity: greater E= lower Nu
- Steric hinderance: Larger = lower Nu
- Solvent: Protic solvent= lower Nu
Polar protic solvent
Nucleophilicity increases down the periodic table
I > Br> Cl> F
Aprotic Solvent
Nucleophilicity increases up the periodic table
F> Cl> Br> I
Strong acids
HClO4 HClO3 H2SO4 HI HBr HCl HNO3
Strong Base
LiOH NaOH KOH RbOH CsOH Ca(OH)2 Sr(OH)2 Ba(OH)2
Examples of Protic solvents
Carboxylic acid
Ammonia/amines
Water/alcohol
Aprotic solvents examples
DMF
DMSO
Acetone
In SN1 rate is dependent on
Substrate
SN1 uses what kind of nucleophile
Weak nucleophile or base and polar protic solvents
SN1 reacts with
tertiary or secondary
SN2 reacts with
Primary or secondary and strong nucleophile and polar aprotic solvent
Good leaving groups
Stabilize electrons, weak bases so conjugate bases of strong acid, resonance and induction
Oxidation
Loss of electrons
Greater number of bonds to O or hetroatom
Reduction
Gain of electrons
Greater number of bonds to H
Levels of oxidation
o: no bonds to hetroatoms: alkane
1: Alcohols, alkyl halides and amines
2: aldehydes, ketones and imines
3. Carboxylic acids, anhydrides, esters and amides
4: (4 bond to hetroatom) carbon dioxide
Pyridinium chlorochromate
Weak oxidizing agent and oxidizes an alcohol to aldehyde
Larger nucleophile
Stronger conjugate acid and stronger nuclephile
How reactive carboxylic derisive are toward nucleophiles
Anhydride > carboxylic acid and esters > amide
Derivatives of high can form lower by no vice versa