Aldehydes ketones and carboxylic acids Lecture 2
Structure of carbonyl group
Polarity
Nucleophilic(lewis base)
Electrophilic(lewis acid)
High polarity of the carbonyl group
General preparation of the aldehydes & ketones
1. Oxidation of alcohols
Primary alcohols $\xrightarrow{oxidation}$ aldehydes
Secondary alcohols $\xrightarrow{oxidation}$ ketones
Reagents : PCC (pyridinium chloro chromate)
$CrO_3$ in acid medium
2. Dehydrogenation of alcohols
$\Rightarrow$ Industrial method
$\Rightarrow$ Suitable for volatile alcohols
$\Rightarrow$ Alcohols passed through {Ag or Cu catalyst}
3. From hydrocarbons
(A) Ozonolysis of alkenes
(B) Hydration of alkynes
$H-C≡C-H \xrightarrow[{H_2 SO_4}]{HgSO_4} CH_3CHO$
$R-C≡C-H \xrightarrow[{H_2 SO_4}]{HgSO_4} R-CO-CH_3$
Special prepration of Aldehydes
Rosenmund reaction
$BaSO_4$ has been surface area, reduces the activity of Pd
For some reactive acid chlorides, poisons such as thiourea,quinoline etc used
Stephen reaction
$R-C≡N \xrightarrow[{HCl}]{SnCl_2}R-CH=N^+ H_2Cl^- $(minimum ion)
Special preparation of Aldehydes
Special preparation of aromatic aldehydes
(A) Gattermann - Koch : $CO,HCl$
Special preparation of ketones
(B) Vilsmeier - Haack: $POCL_3, DMF$
Thank you