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Chemistry - Chapter 11:Organic Compound Properties Cheat Sheet (DRAFT) by

Organic Compound Properties

This is a draft cheat sheet. It is a work in progress and is not finished yet.

Organic Reactions

Substi­tution Reactions
Alkanes:
Alkane + Halogen → Haloalkane
Haloal­kanes:
Haloalkane + NaOH → Alcohol
Haloalkane + NH₃ → Amine
 
Addition Reactions
Alkenes:
Alkene + Hydrogen -Metal Catalyst→ Alkane
Alkene + H₂O -H₃PO₄ Catalyst→ Alcohol
Alkene + Hydrogen Halide → Haloalkane
Alkene + Halogen → Dihalo­alkane
 
Hydrolysis Reactions
Esters:
Ester + H₂O → Carboxylic Acid + Alcohol
 
Oxidation Reactions
Alcohols:
Primary Alcohol + Inorganic Oxidant → Aldehyde (Low Temp) or Carboxylic Acid (High Temp)
Secondary Alcohol + Inorganic Oxidant → Ketone
Tertiary alcohols can't undergo oxidation
Aldehydes:
Aldehyde + Inorganic Oxidant → Carboxylic Acid
 
Conden­sation Reactions
Carboxylic Acids:
Esteri­fic­ation: Carboxylic Acid + Alcohol → Ester + H₂O
Carboxylic Acid + NH₃ → Primary Amide + H₂O
Carboxylic Acid + Primary Amine → Secondary Amide + H₂O
 

Important Oxidants to Remember

Potassium Dichromate (K₂Cr₂O₇)
Potassium Perman­ganate (KMnO₄)

Organic Compound Physical Properties

Alkanes
Low BP due to dispersion forces & 1x bonds
Straight chains compress more closely → higher BP & dispersion forces
Non-polar → insoluble in H₂O
 
Alkenes & Alkynes
Low BP
Non-polar → insoluble in H₂O
 
Haloal­kanes
Weak dispersion forces, but allows stronger dipole­-dipole attrac­tions
Higher BP than alkanes
Low solubility due to insign­ificant dipole­-dipole intera­ctions
 
Alcohols, Carboxylic Acids, Amines & Amides
All have functional groups that form H-bonds (strongest interm­ole­cular force)
High BP due to H-bonds
Highes­t-l­owest BP for alcohol types: primary, secondary, tertiary
Soluble
 
Aldehydes, Ketones & Esters
Held by dipole­-dipole attrac­tions
Low BP due to no H-bonding with each other
Soluble in H₂O due to H-bonding
 

Physical Properties

Boiling Point → increases with size
Solubility → decreases with size
Viscosity: A fluid's resistance to flow. Increases by chain length and/or greater interm­ole­cular force
attrac­tions
Flashp­oint: The lowest temp that a substance in vapour form combus­ts/­ign­ites. Works hand-i­n-hand with BP, but is always lower than BP

Percentage Yield Formula

% Yield = (AY÷TY) x 100
 
Actual Yield (AY)
Theore­tical Yield (TY)
Actual amount made
Estimated amount made by stoich­iometry
Usually given in
question

Calcul­ating The Overall % Yield

If A→B has % yield and the following reaction is B→C with %, and ..., then overall yield = (%) x (%) x ..., x 100

Atom Economy

Atom Economy = (Mᵣ of wanted product ÷ Mᵣ of ALL reactants) x 100
 
Measure of how many atoms in reactants end up in wanted product → aim to maximise atom economy
An indication of greeness (minimised waste & more products)