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Addition Reactions Cheat Sheet (DRAFT) by

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

Reactants & Solvents / Catalysts

Br2 (X2)
Haloge­nation
H2 & Pd/ Pt
Hydrog­enation -> alkane
H2SO4, H2O
Acid-c­ata­lyzed hydration to form alcohol
HBr (HCl, HI)
Hydroh­alo­gen­ation -> haloalkane
Peroxides (ROOR)
Form anti-M­ark­ovnikov
BH3, H2O2, NaOH
Hydrob­ora­tio­n-o­xid­ation; anti-Mark. for specific regioc­hem­istry
Hg(OAc)2, H2O
Mark. with no rearra­ngement

Basic Reaction

1. PI electrons attack electr­ophile
2. Carboc­ation formation
3. Nucleo­philic attack

Catalytic Hydrog­enation (Reduc­tion)

 
Addition of H2 across double bond in presence of metal catalyst (ex. Pt)
syn addition
  

Acid-C­ata­lyzed hydration

- Electr­ophilic addition
- Creates an ether or alcohol (in water)

Hydrob­ora­tio­n-o­xid­ation

- Anti-M­ark­ovnikov product
- 2-step, syn addition

Oxymer­cur­ati­on-­Dem­urc­uration (Hydra­tion)

Markov. Product without rearra­nge­ment. (No carboc­ation)
- If in water, Alcohol forms
- If in methanol, ether forms
- anti - arrang­ement

Haloge­nation

- Halogens added to the carbons of double bond
anti addition