reactions Flashcards by Queenie Hsu | Brainscape

Q

Does substitution reactions prefer hot or cold

A

cold

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Q

EtOH + Cold

A

SN1

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Q

HBr

A

SN1

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Q

AgNO3

A

SN1

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Q

KBr

A

SN2

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Q

excess NH3

A

SN2

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Q

DMF

A

SN2 + POLAR APROTIC

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Q

DMSO

A

SN2 + POLAR APROTIC

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Q

Acetone

A

SN2 + POLAR APROTIC

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Q

PBr3

A

SN2

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Q

PCl3

A

SN2

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Q

NaCN

A

SN2

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Q

H2SO4/pTsOH

A

E1 (favours zaitsev)

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Q

EtOH + Hot

A

E1

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Q

H+/Heat on 2°/3° Carbon

A

E1

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Q

NaOEt

A

E2 (Zaitsev)

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Q

KOH

A

E2 (Zaitzev)

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Q

kOtBu

A

E2

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Q

NaOH

A

E2

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Q

what does TsCl do

A

improves LG ability

commonly used with pyridine

maintains stereochem

Q

What does SOCl2 do

A

converts alcohol to alkyl chloride

commonly used with Et3N

Q

what does NaCN do

A

replaced LG with CN

Q

what does excess NH3 do

A

replaces LG with NH2

Q

does potassium tert butoxide prefer zaitsev or anti-zaitsev

A

anti

Q

what is constitutional isomer

A

atoms (w/same molecular formula) connected differently

may get diff functional group

Q

what is conformational isomers

A

atoms connected the same but one is just rotated

Q

what are enatiomers

A

mirror

Q

what is geometric

A

whether its cis or trans

Q

what Nu does SN1/E1 prefer

A

netural

Q

what Nu does SN2/E2 prefer

A

Usually charged

Q

what does SN1/E1 prefer: protic or aprotic

A

polar protic (can donate H)

Q

what does SN2/E2 prefer: protic or aprotic

A

polar aprotic (Cannot donate H)

Q

LDA

A

E2

Q

Stepwise

A

SN1 and E1

Q

concerted

A

SN2 and E2

Q

maintains stereochem

A

SN1

Q

does not maintain stereochem

A

SN2

Q

OH

A

weak LG
Strong base

Q

hydronium

A

strong acid

turned into water = good LG/Weak base

Q

NaSH

A

SN2

Q

rank carbocations from least to most stable

A

Vinyl < Methyl < primary < secondary = allylic ≈ benzyl < tertiary

Q

alcohol/HX

A

SN1

Q

alcohol/SOCl2 or PX3

A

SN2

Q

alhyl halide/NaI/acetone

A

SN2

Q

alkyl halide/water

A

E1

Q

Alcohol/H2SO4/heat

A

E1

Q

alkyl halide/KOH/heat

A

E2

Q

what are alkyl halides

A

structures bonded to F, Cl, Br, and I

Q

A