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SN1 Reactions

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krabi's version from 2015-06-19 00:29

Section

Question Answer
How many steps in SN1?2 steps
What is an SN1?Has 2 steps during substitution; dependent on only 1-ONE reactant.
What is the first step in the SN1?Formation of the carbocation.
Which his the slow step & rate determinating step of Sn1?Formation of the carbocation. Slow Hello Kitty.
What is the Rate of Reaction in an Sn1?We need to think about the concentration of the substrate.
What is the substrate in the Sn1?The substrate is the molecule that is being attacked by the Nuc- or the electrophile.
What is not important in Sn1?Not the concentration of the nucleophile Nuc-
What is the leaving group?The group that is being replaced.
What is the LG in Sn1?It breaks away to leave the CC behind.
What is the second step of the Sn1?The Nuc- attacks the CC very quickly. Hello Kitty Nuc attack.
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Section

Question Answer
What is more likely to undergo Sn1?A tertiary is more likely to go Sn1 be: a CC is formed spontaneously. Bronze medal wants to always win a Gold metal.
What is the rate of reaction?How fast the reaction goes? Think about which concentration is. Three key words which describe Sn1? Substitution, Nucleophillic and Unimolecular.
How many steps are there in an Sn2?Occurs in a single step.
How is the rate of reaction determined in an Sn2?Think about the concentration of BOTH the substrate and the Nuc- (nucleophile).
What is the Nuc- attack in an Sn2?The Nuc- attacks intact substrate from behind the LG and knocks the LG free (while bonding to the substrate). It flips & inverts the shape. Sneak nuc attack with judo flip.
What hinders Sn2?Bulky nucleophiles.
What sterically hinders and Sn2?Tertiary carbon - a third carbon.
What is nucleophilicity?The strength of the nucleophile(-) - is important for Sn2 Rx.
What is not nucleophilicity?Is not the same thing as basicity.
What makes a strong nucleophile?A base is a strong Nuc-, which is stronger than the conjugate acid.
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Section

Question Answer
If nucleophile behaves as a base …. THENthere is an Elimination. To avoid use a less bulky Nuc-
What pushes up Nucleophilicity?A negative charge and polarizability.
What reduces nucleophilicity?Electronegativity kills Nucleophilicity.
What is a Polar Protic Solvent?A Polar Solvent that can Hydrogen bond
What do Polar Protic solvents do?They stabilize the nuc and CC
What slows an Sn2?A stable nuc
What increases an Sn1?A stable CC.
How do polar protic solvents interact w/sn1 & sn2?Increase Sn1 ++ & Decrease -- Sn2.
What is a polar Aprotic Solvent?Cannot Hydrogen bond. Cannot form ions. Therefore, increase Sn2 and inhibit Sn1.
What is solvolysis?When the actual solvent acts as a Nuc-.
Why are Sn1 boiled/reflux?To provide energy for the formation of the CC.
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