Sn1 & Sn2 Flashcards
1
Q
Which type of alcohol undergoes SN1
A
Tertiary alcohols
2
Q
Which type of alcohols undergo SN2
A
Primary
3
Q
Describe the process of SN2
A
- A Nucleophile approaches from the opposite side to the C-X bond in “Antiperiplanar” attack.
- Two partial bonds to carbon are formed with he negative charge spread out.
- There is an “inversion” of the arrangement of R-groups around carbon. As the nucleophile bonds.
4
Q
What process do secondary alcohols go through
A
Either SN1 or SN2
Dont need to know why or which ones
5
Q
Which of the two types of reactions is faster and why?
A
SN2 is slower than SN1. This is because in SN2 the transition stage requires an extremely high activation energy.
6
Q
How many concentrations does SN2 depend on?
A
Both concentrations of the reactants hence 2
7
Q
How many concentrations does SN1 depend on
A
One hence SN 1
8
Q
Describe the process of SN1 mechanism
A
- First the C-X bond is broken by heterolytic fission to form a carbocation.
- The nucleophile then rapidly attacks the charged carbocation to form a new C-Nu bond.
- the bond can be formed on either side.
9
Q
How does the structure of the molecule taking part in SN1 change
A
- Original halogenoalkane has a tetrahedral shape but when the carbocation forms it is planar.
- This means there is an equal chance of the Nu attacking from either side so there are 2 products, both are enantiomers and are equal in number forming a racemic mixture.