Organic Chemistry Review

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1

Polar protic solvents contain these bonds:

N-H or O-H

2

Charged nucleophiles/bases favor these reactions:

SN2 or E2

3

Neutral nucleophiles favor these reactions:

SN1 or E1

4

Primary alkyl halides favor these reactions:

SN2 or E2

5

Tertiary alkyl halides favor these reactions:

SN1 or E1

6

Polar aprotic solvents favor _______ reactions over ________ reactions.

substitution; elimination

7

Polar protic solvents favor _______ reactions over ________ reactions.

elimination; substitution

8

DMF is a polar ________ solvent.

aprotic

9

Acetone is a polar _______ solvent.

aprotic

10

Ethanol is a polar ________ solvent.

protic

11

OCCH3 is an example of a _______ base.

bulky

12

Methyl compounds can ONLY undergo _____ reactions.

SN2

13

Primary substrates always undergo SN2 reactions, unless a ________________ is present. Its primary products then undergo ______ reactions.

strong bulky base; E2

14

Strong bases favor _____ reactions.

E2

15

Inversion occurs in _____ reactions.

SN2

16

Nucleophiles attack from either side in _____ reactions.

SN1

17

Zaytsef's rule

Favors most substituted

18

Order of nucleophilic strength in polar protic solvents:

F > Cl > Br > I

19

Order of nucleophilic strength in polar aprotic solvents:

I > Br > Cl > F

20

The stronger the nucleophile, the ______ the leaving group.

worse

21

The more sterically hindered the solvent, the _____ likely elimination becomes.

more

22

Low temperatures favor ________________.

substitution

23

High temperatures favor _________________.

elimination

24

OCCH3 (tert-butoxide) ALWAYS favors ___.

E2

25

In O3 reactions, alkenes become _________.

ketones

26

In O3 reactions, alkynes become _________.

carboxyl groups

27

In addition reactions, the presence of OH indicates the product will be in ______ configuration.

trans

28

In addition reactions, the absence of OH indicates the product will be in _______ configuration.

cis

29

OTs is a ______ leaving group.

great

30

If a reaction has quinoline, odds are it is _______________.

Lindlair's Catalyst

31

Lindlair's catalyst reactions form _____ _________.

cis alkenes

32

Na, NH3 reactions form products in the ______ configuration.

trans

33

If Pd is present, the product will have ______ configuration.

cis

34

Tautomerization forms either ________ or _________.

aldehyes or ketones

35

In tautomerization, enols must react to form _________.

ketones

36

The rearrangement of bonds in a compound usually by moving a H and forming a double bond.

Tautomerization

37

R-OH-PBr2 is a ______ leaving group.

good