O Chem 2 Reactions Flashcards Preview

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Flashcards in O Chem 2 Reactions Deck (28)
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1

Br2 and hv (light)

Adds Br to more sub or allylic carbon

"Radical Bromination"

2

Cl2 and hv

Adds Cl to more sub or allylic carbon

3

NBS and hv

Adds Br to more sub or allylic carbon

*Best way to add Br

4

Conjugated DB: HBr @ -78 degrees

Adds Br to allylic C+ intermediates

5

Conjugated DB: HBr @ 40 degrees

Adds Br to allylic C+ intermediates after resonance that is the most sub

6

Benzene Ring: Br2, FeBr3

Adds Br

7

Benzene Ring: Cl2, FeBr3

Adds Cl

8

Benzene Ring: HNO3, H2SO4

Adds NO2

9

Sn, HCl

Turns NO2 into NH2

10

Benzene Ring: SO3, H2SO4

Adds SO3H

11

Benzene Ring: R-C, AlCl3

Adds R

* Not preferred, Hydride shifts

12

Benzene Ring: R-acid chloride, AlCl3

Adds R-ketone (Cl forms bond with benzene)

*Does NOT work with EWG on benzene

13

NH2NH2, KOH

Removes carbonyl

14

Benzene Ring: KMnO4

Turns any R group on ring into Carboxylic acid as long as there's a H on R

15

TBDMS

Turns OH into OTBDMS

*Protecting group

16

TBAF

Turns protecting group into OH

17

Carbonyls: LAH, H2O

Turns carbonly into OH

18

Carbonyls: NaBH4, CH3OH

Turns carbonyl into OH

19

Carbonyls: R-MgBr, H2O

Turns carbonly into OH and adds R at same carbon

20

Esters and Acid Chlorides: R-MgBr, H2O

Turns carbonyl into OH and R adds twice!

21

Carbonyls: H2O

Carbonly leaves and 2 OH's add

"Acetal reaction"

22

Carbonyls: R-NH2

N-R replaces O but keeps the double bond

"Amine reaction"

23

Carbonyls: R2-NH

NR2 replaces O but DB is one carbon away

24

Carbonyls: Ph3P=R2

Turns carbonyl into >=R2

25

LDA, -78 degrees, R-Br

Adds R to less hindered carbon adjacent to carbonyl

26

NaOET, RT, R-Br

Adds R to most hindered carbon adjacent to carbonyl

27

Carboxylic acid: SOCl2

Turns carboxylic acid into an acid chloride

*SOCl2 turns OH into Cl

28

R-NH2

Turns OH into N-R