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OAT Organic Chemistry > Reactions > Flashcards

Reactions Flashcards

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1
Q

SN1

A

Unimolecular, Hindered, Protic (needs shell), LG=WB, Nu=S/W

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1
Q

SN2

A

Bimolecular, Unhindered, Aprotic (no shell, LG=WB, Nu=SN

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2
Q

Free Radical Initiation

A

X2 -> hr -> 2 X free radicals

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3
Q

Free Radical Propagation

A

1 Free Radical X and RH

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4
Q

Free Radical Termination

A

2 Free Radicals -> X2, RX, R2

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5
Q

Location of Free Radical Substitution

A

Most substituted

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6
Q

Radical Bromination

A

Slow/Selective

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7
Q

Radical Chlorination

A

Fast/Unstable

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8
Q

Combustion Reaction

A

Alkane + Oxygen -> CO2 + H20 + heat

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9
Q

E2

A

Bimolecular, Hindrance Independent, Bulky Base, Basic, Nu=SB

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10
Q

E1

A

Unimolecular, Protic Solvent, Highly Branched, Good LG, Nu=Weak, Acidic

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11
Q

Reduction

A

Alkene -> H2/Pd/Pt -> Alkane

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12
Q

Addition HX

A

Alkene -> HBr -> Markovnikov

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13
Q

Addition X2

A

Alkene -> X2 -> Anti-Add (Bromonium Ion)

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14
Q

Addition H20

A

Alkene -> H20 -> OH Adds Mark

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15
Q

Free-Radical Bromination

A

Alkene -> Anti-Mark

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16
Q

Hydroboration

A

Alkene -> BH3,H2O2,OH -> Anti-Mark OH add (syn OH/H)

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17
Q

Oxidation

A

Alkene -> Kmno4 (dil) -> 2 OH (syn)

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18
Q

Ozonolysis (Zn)

A

Alkene -> O3/Zn -> Aldehyde/Ketone

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19
Q

Ozonolysis (NaBH4)

A

Alkene -> O3/NaBH4 -> Alcohol

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20
Q

Peroxy

A

Alkene -> mCPBA -> Epoxide

21
Q

Alkyne Synthesis

A

Dihalogen -> Heat/Base -> Alkyne

22
Q

Alkyne Addition

A

Alkyne -> n-BuLi/CH3 -> Longer Chain

23
Q

Alkyne -> Alkene (cis)

A

H2/Pd, Lindlar

24
Q

Alkyne -> Alkene (trans)

A

NaNH3

25
Q

Hydroboration (Alkyne)

A

Alkyne -> R2BH/H2O2,OH -> Aldehyde/Ketone

26
Q

Oxidation (Alkynes -> Acids)

A

Kmno4/H+

27
Q

Aromatic Rule

A

4n + 2 = # of pi electrons

28
Q

Halogenation (Aromatic)

A

FeBr3/heat -> Add X

29
Q

Sulfonation (Aromatic)

A

SO3/H2SO4/heat -> Add SO3H

30
Q

Nitration (Aromatic)

A

H2SO4/HNO3 -> Add NO2

31
Q

Friedel-Crafts (Aromatic)

A

AlCl3/CH3COCl -> Add CH3O

32
Q

Electron-Donating Groups

A

NH2 > NR2 > OH > OR > R

33
Q

Electron-Withdrawing Groups

A

F > Cl > Br > I
NO2 > SO3H > COOH

34
Q

Catalytic Reduction (Aromatic)

A

H2/Rh/C -> No pi bonds

35
Q

Carboxylic Acid Full Reduction

A

LAH/H3O+

36
Q

Ketone Reduction

A

NaBH4/H3O+

37
Q

Phenol Addition

A

Aromatic-NH2 -> HNO2/H2SO4,H3O+ -> Phenol

38
Q

Elimination (Alcohol)

A

H2SO4,heat

39
Q

Substitution (Alcohol)

A

SOCl2

40
Q

Oxidation (Alcohol -> Ketone)

A

PCC, Na2Cr2O7

41
Q

Oxidation (Alcohol -> COOH)

A

CrO3, H2SO4/acetone

42
Q

Clemmenson Redox

A

Carbonyl -> Hg(Zn)/HCl -> No Carbonyl

43
Q

Wolff-Kishner

A

Carbonyl -> H2NNH2/Base -> No Carbonyl

44
Q

Hydration (Carbonyl)

A

H2O -> Diol

45
Q

Hemiacetal

A

1 OR

46
Q

Acetal

A

2 OR

47
Q

Hydrogen Cyanide

A

Carbonyl -> CN/H+ -> Add OH/CN

48
Q

Ammonia Addition

A

Carbonyl -> NH3 -> Ammonia Add

49
Q

Wittig

A

ylide + Carbonyl -> =CH2

OAT Organic Chemistry (1 decks)

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