Search results
Results From The WOW.Com Content Network
Methyldiazonium is an organic compound consisting of a methyl group attached to a diazo group.This cation is the conjugate acid of diazomethane, with an estimated pK a <10. [1]It is an intermediate in methylation reactions of diazomethane with acidic hydroxyl compounds, such as conversion of carboxylic acids to methyl esters and phenols to methyl ethers.
In organic chemistry, the diazo group is an organic moiety consisting of two linked nitrogen atoms at the terminal position. Overall charge-neutral organic compounds containing the diazo group bound to a carbon atom are called diazo compounds or diazoalkanes [a] and are described by the general structural formula R 2 C=N + =N −.
Diazonium salts can be reduced with stannous chloride (SnCl 2) to the corresponding hydrazine derivatives. This reaction is particularly useful in the Fischer indole synthesis of triptan compounds and indometacin. The use of sodium dithionite is an improvement over stannous chloride since it is a cheaper reducing agent with fewer environmental ...
The reaction process begins with diazotization of the amine by nitrous acid. The diazonium group is a good leaving group, forming nitrogen gas when displaced from the organic structure. This displacement can occur via a rearrangement (path A), in which one of the sigma bonds adjacent to the diazo group migrates. This migration results in an ...
This reaction is exothermic due to the stability of nitrogen gas and the carbonyl containing compounds. This specific mechanism is supported by several observations. First, kinetic studies of reactions between diazomethane and various ketones have shown that the overall reaction follows second order kinetics . [ 7 ]
Roussin's salts may react similarly, but it is unclear if they release NO + or NO •. [4] In general, nitric oxide is a poor nitrosant, Traube-type reactions notwithstanding. But atmospheric oxygen can oxidize nitric oxide to nitrogen dioxide, which does nitrosate.
Perhaps surprisingly, α-bromoacetophenone is the minor product when this reaction is carried out with benzoyl bromide, a dimeric dioxane being the major product. [13] Organic azides also provide an example of an insertion reaction in organic synthesis and, like the above examples, the transformations proceed with loss of nitrogen gas.
Example cheletropic reactions: Case 1: the single atom is the carbonyl carbon (C=O) that ends up in carbon monoxide (C≡O). Case 2: the single atom is the nitrogen atom in the diazenyl group (N=N), which ends up as dinitrogen (N≡N). The above are known as cheletropic eliminations because a small, stable molecule is given off in the reaction. [1]