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Nucleophilic Substitution Flashcards

1
Q

Two types of Substitution:

A

SN1 and SN2

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2
Q

SN1

A

3>2>1
C+ formed in RDS
Acidic, protic solvent
1st order rate= k[SM]

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3
Q

SN2

A

1>2>3
No C+
Neutral, basic, aprotic solvent
Second order rate=k[SM][Nu]

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4
Q

SN1 and Nucleophile participation to form product

A

Halide ion–> alkyl halide
Primary amine–> secondary amine
Thiol–> disulfide
Alcohol–>ether

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5
Q

SN2 reagents

A

SOCl2
PBr3
Both cause INVERSION of stereochem
Convert OH to OTs for SN2(TsCl, pyr and CH3NH2 or CH3CH2NH2)

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