Nucleophiles and solvents Flashcards

1
Q

OH-

A

strong nucleophile and base

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2
Q

R-O- (not bulky)

A

strong nucleophile and base

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3
Q

R2N- (not bulky)

A

strong nucleophile and base

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4
Q

KOt-Bu

A

weak nuc, strong base

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5
Q

LDA

A

weak nuc, strong base

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6
Q

R-NH2 (amines)

A

strong nuc, weak base

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7
Q

R-S-

A

strong nuc, weak base

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8
Q

CN-

A

strong nuc, weak base

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9
Q

N3-

A

strong nuc, weak base

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10
Q

I-

A

strong nuc, weak base

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11
Q

H2S

A

strong nuc, weak base

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12
Q

R-SH

A

strong nuc, weak base

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13
Q

H2O

A

weak/weak

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14
Q

R-OH (alcohols)

A

weak/weak

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15
Q

Common polar aprotic solvents

A

Acetone, DMF (dimethylfluoride), acetonitrile, DMSO (dimethylsulfoxide), ethyl acetate, THF, crown ethers, HMF

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16
Q

Cl-, Br-, I-

A

Nucleophiles

17
Q

HS

A

strong nucleophile, weak base

18
Q

H2S

A

strong nucleophile, weak base

19
Q

H-

A

base only