Reducing Agents Flashcards Preview

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Flashcards in Reducing Agents Deck (11):
1

LiAlH4

Reduces to alcohol:
Acid Chloride
Carboxylic Acid
Aldehyde
Ester
Ketone

EXCEPT
Amide (NH2 after Double bonded O) to amine NH2 w/out O

2

Ester to Aldehyde

DIBAL

3

DIBAL

Ester to Aldehyde

4

Acid Chloride to Aldehyde

(LiAlH(Ot-Bu)3)

5

(LiAlH(Ot-But)3)

Acid Chloride to Aldehyde

6

NaBH4 reduces what?

Ketone and Aldehydes to Alcohol

7

Ketone to alcohol
Aldehyde to alcohol

NaBH4

8

Protecting group

TBDMSCL

TBSCL

9

To deprotect

TBAF (NH4Cl)

10

What effect does an electron donating group have on a conjugate base?

Destabilizing

By donating e density onto a negatively charged carboxylate anion. Will have a higher pKa and be less acidic

(E comes from non carboxylic group) end with minus near O minus

11

What effect does an electron withdrawing group have on a conjugate base?

Stabilizing.

Removes e density from carboxylate anion.

E goes to non carboxylic group. End up with a plus charge near the O-