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Cheatography

Alkenes Cheat Sheet (DRAFT) by

Chemical reactions involving alkenes

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

Synthesis : dehydr­ation of alcohols

(removal of -OH group and H atom)
Catalyst
conc. H₂SO₄ / H₃PO₄
Condition
heat / 170°C / 180°C
Mechanism
Elimin­ation reaction
Equation
CH₃CH₂OH → CH₂=CH₂ + H₂O
 
(every product must be shown)

follow Zaitsev rule
major product : alkene where doubly bonded carbon have greatest number of alkyl groups

Addition of hydrogen halides

Reagent
HCl / HBr / HI
Mechanism
Electr­ophilic addition
Equation
CH₃-CH=CH₂ + HBr → CH₃-CH­Br-CH₃
 
(every product must be shown)
Condition
room temper­ature

add hydrogen peroxide
anti-M­ark­ovnikov rule

follow Markov­nikov's rule
major product : halo group attach to doubly bonded carbon with least number of H atoms

Dehydr­ation of alcohols

Oxidation / Baeyer test w/ KMnO₄

Haloge­nation

Hydration

Hydration

Addition of hydrogen halides

Polyme­ris­ation

n number of monomer join to form polymer
Catalyst
Ziegler
Equation
alkene → polyalkene

Hydration

Reagent
H₂O
Condition
250°C
Catalyst
dilute H₂SO₄
Equation
CH₃CH=­CCH­₃-CH₃ + H₂O → CH₃CH₂­C(O­H)(­CH₃­)-CH₃
 
(every product must be shown)
produce electr­ophile H₃O⁺

follow Markov­­ni­kov's rule
major product : OH group attach to doubly bonded carbon with least number of H atoms
 

Synthesis : dehydr­oha­log­enation

(removal of H atom and one halo group)
Reagent
NaOH / KOH
Condition
ethanol (as solvent), reflux
Equation
CH₃CHC­l-C­H₂CH₃ + NaOH → CH₂=CH­CH₂CH₃ + H₂O
 
(every product must be shown)

follow Zaitsev rule
major product : alkene where doubly bonded carbon have greatest number of alkyl groups

Haloge­nation

Reagent
Cl₂ / Br₂
Catalyst
CCl₄ / CH₂Cl₂
Mechanism
Electr­ophilic addition
Equation
CH₂=CH₂ + Br₂ → CH₂BrCH₂Br
Observ­ation
brown colour of bromine disappears
 
green colour of chlorine disappears

Hydrog­enation

Reagent
H₂
Catalyst
Ni / Pt / Pd
Condition
heat / 200°C
Equation
CH₂=CH₂ + H₂ → CH₃CH₃

Oxidation / Baeyer test

Step 1
Reagent
O₂
Catalyst
silver
Condition
450 K
Equation
CH₂=CH₂ → C₂H₄O (epoxy­ethane)

Step 2
Equation
C₂H₄O (epoxy­ethane) → CH₂(OH­)-C­H₂(OH)
Reagent
H₂O
Catalyst
dilute H₂SO₄
Condition
60°C

Dehydr­oha­log­enation

Oxidation / Baeyer test

Reagent
KMnO₄
Condition
cold condition, basic medium
Equation
CH₂=CHCH₃ + KMnO₄ → CH₂(OH­)-C­H(O­H)CH₃
Observ­ation
purple colour of KMnO4 disappears
 
brown colour precip­itate formed

Oxidation / Baeyer test w/ silver catalyst

Polyme­ris­ation