0
What are the conditions for the halogenation of carbonyl compounds?
Wiki User
∙ 13y ago
Carbonyl compounds can be halogenated through either base or acid catalysis, although a difference in products can be expected; acid catalysis is more likely to produce alpha-monohalogenated carbonyl compounds (although polyhalogenation is also possible with acid), and base is more likely to produce a polyhalogenated alpha carbonyl compound.
Halogenation occurs through an enolate/enol intermediate (base or acid respectively).
In the case of basic halogenation an enolate is formed at the alpha position of the carbonyl carbon. The enolate (nucleohile) then attacks the halogen (Br2, Cl2, I2-typically not F2) since the halogen molecule acts as a polarized electrophile. The monohalogenated product is now more reactive than the unhalogenated reactant since the electron withdrawing halogen makes any alpha protons remaining even more acidic and susceptible to abstraction via base to create another enolate, and the process can be repeated.
Wiki User
∙ 13y ago
Add your answer:
Earn +20 pts
A family of organic compounds characterized by the presence of a carbonyl group bonbed to an oxygen atom or OH group?
Alcohol
Can you explain what halogenation is?
The process of halogenation is a chemical reaction between a compound, usually an organic compound and a halogen. An example of halogenation is fluorination or chlorination.
What is a short note of allylic halogenation?
Halogenation is the result that occurs when a chemical is mixed with a halogen.
How ethylene can be converted into ethane?
Halogenation
Definition of C1 compound in biochemistry?
compounds containing one carbon atom are called C1 compound. Ex. -CH3 (methyl), formyl, carbonyl groups
What has the author Franco Agolini written?
Franco Agolini has written: 'Stereoelectronic effects in carbonyl compounds' -- subject(s): Stereochemistry, Spectra, Electrons, Molecular orbitals, Carbonyl compounds
How types of functional carbon group?
The term carbonyl can also refer to carbon monoxide as a ligand in an inorganic or organometallic complex (a metal carbonyl, e.g. nickel carbonyl). A carbonyl group characterizes the following types of compounds.
Does ethanoic acid more closely resemble hydroxyl or carbonyl compounds in its reaction?
Ethanoic acid resembles hydroxyl compounds more than carbonyl because it reacts with sodium and phosphorus pentachloride, typical alcohol reactions. But it doesn't react with 2,4- dinitrophenylhydrozine (typical carbonyl compound).
What is a marine mollusk that produces ternary compounds both in pearls and shells?
carbonyl sulfide
A family of organic compounds characterized by the presence of a carbonyl group bonbed to an oxygen atom or OH group?
Alcohol
Can you explain what halogenation is?
The process of halogenation is a chemical reaction between a compound, usually an organic compound and a halogen. An example of halogenation is fluorination or chlorination.
What has the author Peter Sellers written?
Peter Sellers has written: 'Thermochemical studies of some organic oxygen compounds' -- subject(s): Carbonyl compounds, Thermochemistry
What is free-radical halogenation of acetic acid?
free-radical halogenation of acetic acid
What is a short note of allylic halogenation?
Halogenation is the result that occurs when a chemical is mixed with a halogen.
What has the author Syed Aziz Ashraf written?
Syed Aziz Ashraf has written: 'Synthesis and photochemistry of a-amino-carbonyl compounds'
Woodward fieser rules for carbonyl compounds?
woodward fieser rules is used to determine the max wavelength of absorption spectrum
What is the chemical test to differentiate between Ethanal and Propanone?
ethanal and propanone both are carbonyl compounds but ethanal shows reducing properties due to presence of hydrogen on carbonyl group it reduces tollens fehling solution schiffs reagent
