Question

Provide 5 good nucleophiles for SN2 ____, ____, ____, ____, ____ Provide 5 nudeophiles for SN1 _____, _____, ____, ___, _____ Provide 3 solvents for SN2____, ____, ____ Provide 3 solvents for SN 1 ____, ____, ____ Provide 3 bases for E2 _____, _____, ______ Provide 2 bases/solvents for E1 ___, ___ State Zaitsev's rule. Predict how it would predict the product distribution below. Provide transition states for all three products.

Answer 1

PROVIDE 5 good nucleophile for SN2

Strong Nucleophiles –

· Usually anions with a full negative charge

· Participate in SN2-sort substitutions

EXAMPLES:

:

NaOCH3 (any NaOR),

LiCH3 (any RLi),

NaOH or KOH,

NaCN or KCN,

NaCCR (acetylide anion),

NaNH2,

NaNHR,

NaNR2,

NaI, LiBr, KI, NaN3

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PROVIDE 5 good nucleophile for SN1

WeakBases –

· Typically nonpartisan atoms

· Participate in E1-sort substitutions

· Can happen simultaneously with SN1 responses since both happen under comparable conditions (sort of halide, carbocation halfway, impartial nucleophile/base)

EXAMPLES:

H2O, ROH, H2S, RSH

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PROVIDE 3 SOLVENTS for SN2

For a SN2 response, the impact of dissolvable extremity is typically significantly less, however the capacity (or truly need there of) of the dissolvable to solvate the nucleophile is the essential criteria

Solvent	Dipole moment, m
CH3OH	2.87
H2O	1.84
DMSO	3.96
DMF	3.82
CH3CN	3.92

PROVIDE 3 SOLVENTS for SN1

SN1 response, the extremity and capacity of the dissolvable to balance out the transitional carbocation is of fundamental significance

Solvent	Dipole moment, m
CH3CO2H	1.68
CH3OH	2.87
H2O	1.84