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Sodium amide can be prepared by the reaction of sodium with ammonia gas, [3] but it is usually prepared by the reaction in liquid ammonia using iron(III) nitrate as a catalyst. The reaction is fastest at the boiling point of the ammonia, c. −33 °C. An electride, [Na(NH 3) 6] + e −, is formed as a reaction intermediate. [4] 2 Na + 2 NH 3 ...
This rearrangement takes place in the presence of a base, sometimes hydroxide, to yield a carboxylic acid, but usually either an alkoxide base or an amine to yield an ester or an amide, respectively. α,α'-Dihaloketones eliminate HX under the reaction conditions to give α,β-unsaturated carbonyl compounds.
In crossed aldol reactions between halo ketones and aldehydes, the initial reaction product is a halohydrin which can subsequently form an oxirane in the presence of base. α-Halo ketones can react with amines to form an α-halo imine, which can be converted back to the parent halo ketone by hydrolysis, so that halo imines may be used as masked ...
The reaction process begins with deprotonation at the halogenated position. In a related reaction, α-halo carboxylic esters can be reduced by lithium aluminium hydride to the α-halo alcohols, which can be converted to the α-epoxides. [5] α-Halo-esters can be converted to vinyl halides. upon reaction with ketones and chromous chloride. [6]
The reaction between a ketone and ammonia results in an imine and byproduct water. This reaction is water sensitive and thus drying agents such as aluminum chloride or a Dean–Stark apparatus must be employed to remove water. The resulting imine will react and decompose back into the ketone and the ammonia when in the presence of water.
Halogenation of α,β-unsaturated ketone [3] On α,β-Unsaturated ketones or enones, it's possible to halogenate with iodine selectively on the more saturated alpha on the ketone selectively over the unsaturated side. Iodine is preferred due to it being more reactive than alkyl bromides which makes this reaction quite useful. [3]
This reaction sequence is thus a condensation reaction since there is a net loss of HCl when the two reactant molecules join. [7] Arrow-pushing mechanism for the Darzens reaction. If the starting halide is an α-halo amide, the product is an α,β-epoxy amide. [8] If an α-halo ketone is used, the product is an α,β-epoxy ketone. [2]
In the reaction mechanism for the Schmidt reaction of ketones, the carbonyl group is activated by protonation for nucleophilic addition by the azide, forming azidohydrin 3, which loses water in an elimination reaction to diazoiminium 5. One of the alkyl or aryl groups migrates from carbon to nitrogen with loss of nitrogen to give a nitrilium ...