A Level Chemistry – Further Kinetics (Part 2)
• If reaction takes place via a single step, it is called an
elementary reaction.
However, most reactions would take place via a reaction
mechanism, made up of various steps.
• 𝐒𝐍 𝟏 Mechanisms:
For the alkaline hydrolysis of 2-chlormethylpropane (tertiary
halogenoalkane), the following chemical equation and rate
equation apply:
(CH3 )3 CCl + OH− → (CH3 )3 COH + Cl−
𝑅𝑎𝑡𝑒 = 𝑘[(CH3 )3 CCl]
1st order with respect to the halogenoalkane while 0 order with
respect to the hydroxide.
This means the RDS only contains the halogenoalkane.
, The RDS is the slow ionisation of the halogenoalkane. This is
followed by a fast attack by the hydroxide:
Step 1: (CH3 )3 CCl → (CH3 )3 C + + Cl− SLOW
Step 2: (CH3 )3 C + + OH− → (CH3 )3 COH FAST
This type of reaction is called an 𝐒𝐍 𝟏 reaction:
S = Substitution
N = Nucleophilic
1 = Unimolecular (Only one molecule present in the RDS with
the formation of a carbocation intermediate in step 1)
• 𝐒𝐍 𝟐 Mechanisms:
For the alkaline hydrolysis of 1-chlorobutane (primary
halogenoalkane), the following chemical equation and rate
equation apply:
CH3 CH2 CH2 CH2 Cl + OH− → CH3 CH2 CH2 CH2 OH + Cl−
𝑅𝑎𝑡𝑒 = 𝑘[CH3 CH2 CH2 CH2 Cl][OH− ]
It is first order with respect to both the primary halogenoalkane
and the hydroxide, meaning the RDS contains the
halogenoalkane and the nucleophile (OH− ).
This type of reaction is called an 𝐒𝐍 𝟐 reaction:
• If reaction takes place via a single step, it is called an
elementary reaction.
However, most reactions would take place via a reaction
mechanism, made up of various steps.
• 𝐒𝐍 𝟏 Mechanisms:
For the alkaline hydrolysis of 2-chlormethylpropane (tertiary
halogenoalkane), the following chemical equation and rate
equation apply:
(CH3 )3 CCl + OH− → (CH3 )3 COH + Cl−
𝑅𝑎𝑡𝑒 = 𝑘[(CH3 )3 CCl]
1st order with respect to the halogenoalkane while 0 order with
respect to the hydroxide.
This means the RDS only contains the halogenoalkane.
, The RDS is the slow ionisation of the halogenoalkane. This is
followed by a fast attack by the hydroxide:
Step 1: (CH3 )3 CCl → (CH3 )3 C + + Cl− SLOW
Step 2: (CH3 )3 C + + OH− → (CH3 )3 COH FAST
This type of reaction is called an 𝐒𝐍 𝟏 reaction:
S = Substitution
N = Nucleophilic
1 = Unimolecular (Only one molecule present in the RDS with
the formation of a carbocation intermediate in step 1)
• 𝐒𝐍 𝟐 Mechanisms:
For the alkaline hydrolysis of 1-chlorobutane (primary
halogenoalkane), the following chemical equation and rate
equation apply:
CH3 CH2 CH2 CH2 Cl + OH− → CH3 CH2 CH2 CH2 OH + Cl−
𝑅𝑎𝑡𝑒 = 𝑘[CH3 CH2 CH2 CH2 Cl][OH− ]
It is first order with respect to both the primary halogenoalkane
and the hydroxide, meaning the RDS contains the
halogenoalkane and the nucleophile (OH− ).
This type of reaction is called an 𝐒𝐍 𝟐 reaction: