ShortNotes-6. Aldehyde and Ketone - 22128886

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CARBDNYL COM POUN DS

R-coOH CACOH) R--R


A

Dy distillation of Carboxylie acid


BaCoH), r Cad or Ba0 c n also be used.
This n can be used to increase no. of carbons in a compound
3ame product is obtained when calcium or barium sa ts of
aTboxylic aid ae heated.
e Calcium acetote c-e
f 2 different acids are taken hen mulhple producs a e
Possible.

R--oR DI8ALH R-H R-o-H


Ceste) CAldehyde)
Di-Isobuty! Alumino Hy dhriche

Generally Carboay lic aud derivahves are reduced to Alcohols.


Hence thts n s important as it stops he reducHon at
A1dehyde

#l04 R-CEN SnCl


HC
R-H
Cnttrile) aldehyde)
Stephen reduchon
Reduchon S stopped at Aldehyde.

#I05. --ca H
Pd-BasD4
R-H

Rosenmund Reducion
HPd-Baso s knouon as Lindlarls Catalyst
NaTO4

Lemie Teagent
rick OzonolysiS

oH
Me-CH. CH-Et HLO @, Me--H + Et-2-H
PCOAc)
Hzo =
Per- Todic Aci d oxidat"
PbCO Ac) = Lead Tetra- Acetate

Only for vic-diols re. two OH groups must be present on


djacent position.

H08 Z-Hg
HCA

Clem menson reduction


0ny for Aldehyde & Ketone
This n takes place în Acidic Medium.
Acid sensitive goups
R-DH, R-OR, epoxide, C=c, cEc

NH-NHa2
KOH/A

wolf-Kishner reducHon
ony for Aldehyde & ketone
Ran takes place în Basic medium
Base sensiHve groups
R-X & cyclic ether
oH
Mg-Hg me
me
Me Et Et Et
CPinaco1
Pinacol format *n
Free-adical mechanism

Et

Me Me Me
A
Et
CPin acol) CPin acolone)

Pinacol- Pinacoloneearrangement
C formaion. Mence Rearrangement can take place.
MigTatory aptitude
HPh3°> 2' >1° > Me

2
HCNHON
(yanohydvin)
Atack on carbonyl cavbon is possible from doth sides
Hence, Racemic micture s obtained in case of chiral centre.
N - Z

13.
NH,-2
CH Et
cn Et

Addition of Ammonia devivative on Carbonyl compounds


Nucieophilic - addiHon followed by elimina tion.
Geometric al isomeriSm is
possible.
Name of Reagent Name of product

R-NH - R (schiff's Base)


(1-Omine)
NH-OH =N-oH Coxime)
(Hdroyl amine)
NH-NH2 N - NH CHydrazone)
(Hydrazine)
NH-NH-Ph N-NH- Ph CPhenyl hydrqzone)
CPhenyl hydrazine)
+NH-NH-l-NH =N-NH--NH
Csemi-Cabazide) Csemi -Carba zon e)

tNH-NH- NO N-NHoNG
NO NO
( 2,4- DNP or Brady's) C 2,4-Dinihrophenyl
Cagent hydrazone

2,4-DN.P. s used to detect presence ef Aldehyde & Ketone.


NR

R R
C2-amine) Enamine)

Ony fov 2-amin e


MOTe stable alkene is he Mgor pct*

9LsH,
H d y HC
2 H, Ni

Mozingo reduction

#116. Shrorg base


R R
L/Ni

Mozingo step-up ran. No of carbons can be Increased


uging ths ran
A t least one H must be presernt Hence hts n can only
be used for Aldehydes.

H17. dit: OH
Ph A Ph ph
Aldol condensation
Any aldehyde or Ketore having -H ydrogen gives Aldol.
gives Cannizz avo & NOT Aldol.

Carbanion (C) at - pasition 1s the intemediate.


CHO
#19. dil. oH
A

TntramoleculaY Aldol
Only 5 or 6 membered fng can be formed.

#19. Carbonyl? OH /A
Retro Aldol
Trick: Half-ozonolysis

120
h--H conco0H Ph +Ph-cH-oH
A

Cannizzaro x n
Only for carbonyl compounds having No d-hydrogen
Disproportionati on an.
one mole cule ts Reduced to Alcohol
one molecule is Oxidizedd +o Acd

OH

#ni OH
dry HC -R
Aldehyde or ketone can be protected using this meth od
Hcohols can also be protected using Carbony) Compounds
Aldehydes are More reacHve than Ketone.

OH
*
R

Carbonyl compounds ave vecovered using Hydrolysis.

KMn O
v23
A

>Oxidaton of ketones usi ng Popov's ule.


Ocidative ozonolySts of More stable enol

OH

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