Mada za sehemu hiiCarbonyl CompoundMada 4
- Structure and Nomenclature
- Preparation of Carbonyl Compounds
- Properties of Carbonyl Compounds
- Uses and Hazards of Carbonyl Compounds
Preparation of Carbonyl Compounds
Alkenes react with ozone, followed by reductive hydrolysis, yielding carbonyl compounds. The product formed depends on the hydrogen atoms attached to the carbons in the double bond.
- If there is at least one hydrogen atom on each carbon of the double bond, aldehydes are formed.
- If one carbon has at least one hydrogen atom and the other has no hydrogen atoms, both aldehydes and ketones are formed.
- If neither carbon has hydrogen atoms, ketones are formed.
Example
R-CH=CH-R' + O3 → Carbonyl Compounds
Carboxylic acids, when heated to about 300°C in the presence of manganese (IV) oxide (MnO), form carbonyl compounds.
- Heating methanoic acid produces methanal (an aldehyde).
- Heating higher members of carboxylic acids produces ketones.
Example
HCOOH → HCHO (Methanal)
When calcium carboxylates are heated to about 400°C, carbonyl compounds are formed:
- Heating calcium methanoate produces methanal.
- Heating higher members of calcium carboxylates produces ketones.
Example
Ca(HCOO)2 → HCHO (Methanal)
Note
This method can result in an increase in the number of carbon atoms (from n to 2n–1) in the resulting compound.
Alkenes can react with acid and mercury sulphates to form carbonyl compounds.
Primary alcohols are oxidized to aldehydes using weak oxidizing agents to avoid further oxidation to carboxylic acids. This can be achieved by heating alcohols in the presence of a copper catalyst.
- Oxidation of secondary alcohols yields ketones.
Example
R–CH2OH → RCHO (Aldehyde)
Carboxylic acids can be reduced to aldehydes using reducing agents like lithium aluminum hydride (LiAlH) in limited amounts to prevent further reduction to alcohols.
Example
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R–COOH → RCHO (Aldehyde)
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Acyl compounds react with hydrogen gas in the presence of a palladium catalyst poisoned with sulfur-containing compounds like BaSO. This process forms aldehydes.
The poisoning of the palladium catalyst ensures the reaction stops at the aldehyde stage and does not proceed to form alcohols.
Example
RCOCl + H2 → RCHO
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