O Chem 2 Reactions Flashcards Preview

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Flashcards in O Chem 2 Reactions Deck (28)
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1
Q

Br2 and hv (light)

A

Adds Br to more sub or allylic carbon

“Radical Bromination”

2
Q

Cl2 and hv

A

Adds Cl to more sub or allylic carbon

3
Q

NBS and hv

A

Adds Br to more sub or allylic carbon

*Best way to add Br

4
Q

Conjugated DB: HBr @ -78 degrees

A

Adds Br to allylic C+ intermediates

5
Q

Conjugated DB: HBr @ 40 degrees

A

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

6
Q

Benzene Ring: Br2, FeBr3

A

Adds Br

7
Q

Benzene Ring: Cl2, FeBr3

A

Adds Cl

8
Q

Benzene Ring: HNO3, H2SO4

A

Adds NO2

9
Q

Sn, HCl

A

Turns NO2 into NH2

10
Q

Benzene Ring: SO3, H2SO4

A

Adds SO3H

11
Q

Benzene Ring: R-C, AlCl3

A

Adds R

  • Not preferred, Hydride shifts
12
Q

Benzene Ring: R-acid chloride, AlCl3

A

Adds R-ketone (Cl forms bond with benzene)

*Does NOT work with EWG on benzene

13
Q

NH2NH2, KOH

A

Removes carbonyl

14
Q

Benzene Ring: KMnO4

A

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

15
Q

TBDMS

A

Turns OH into OTBDMS

*Protecting group

16
Q

TBAF

A

Turns protecting group into OH

17
Q

Carbonyls: LAH, H2O

A

Turns carbonly into OH

18
Q

Carbonyls: NaBH4, CH3OH

A

Turns carbonyl into OH

19
Q

Carbonyls: R-MgBr, H2O

A

Turns carbonly into OH and adds R at same carbon

20
Q

Esters and Acid Chlorides: R-MgBr, H2O

A

Turns carbonyl into OH and R adds twice!

21
Q

Carbonyls: H2O

A

Carbonly leaves and 2 OH’s add

“Acetal reaction”

22
Q

Carbonyls: R-NH2

A

N-R replaces O but keeps the double bond

“Amine reaction”

23
Q

Carbonyls: R2-NH

A

NR2 replaces O but DB is one carbon away

24
Q

Carbonyls: Ph3P=R2

A

Turns carbonyl into >=R2

25
Q

LDA, -78 degrees, R-Br

A

Adds R to less hindered carbon adjacent to carbonyl

26
Q

NaOET, RT, R-Br

A

Adds R to most hindered carbon adjacent to carbonyl

27
Q

Carboxylic acid: SOCl2

A

Turns carboxylic acid into an acid chloride

*SOCl2 turns OH into Cl

28
Q

R-NH2

A

Turns OH into N-R