15431-30-8

Usage

Uses

Used in Organic Synthesis:
Diazonitroacetic acid methyl ester is used as a reagent in organic synthesis for its high reactivity, enabling the formation of a wide range of organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, diazonitroacetic acid methyl ester is used as a key intermediate. Its reactivity allows for the synthesis of various pharmaceuticals, contributing to the development of new medications.
Used in Agrochemical Production:
Similarly, in the agrochemical industry, diazonitroacetic acid methyl ester is utilized as an intermediate in the synthesis of different agrochemicals, playing a crucial role in the production of crop protection agents and other agricultural products.
Safety Precautions:
Due to the explosive nature of diazonitroacetic acid methyl ester, extreme caution must be exercised during its handling and storage. Proper safety measures should be implemented to mitigate the risks associated with its reactivity.

Upstream product

• 2483-57-0 methyl 2-nitroacetate 
• 186581-53-3 diazomethane 
• 120801-89-0 nitrodiazoacetic acid 

Downstream Products

• 132350-77-7 (1S,2S)-1-Nitro-2-phenyl-cyclopropanecarboxylic acid methyl ester 
• 132350-77-7 (+/-)-trans-methyl 1-nitro-2-phenylcyclopropanecarboxylate 
• 893751-16-1 1-methyl 1-nitro-2-phenylcyclopropanecarboxylate 
• 669058-49-5 1-nitro-spiro[2.4]heptane-1-carboxylic acid methyl ester 
• 123039-88-3 methyl 1-amino-2-phenyl-1-cyclopropanecarboxylate 
• 123039-88-3 methyl 1-amino-2-phenyl-1-cyclopropanecarboxylate 
• 1447640-67-6 methyl 2-(4-aminophenyl)-2-(phenylamino)acetate 
• 1447640-70-1 methyl 2-(2-methyl-4-aminophenyl)-2-(m-tolylamino)acetate 

Relevant academic research and scientific papers

A catalyst-free N-H insertion/Mannich-type reaction cascade of α-nitrodiazoesters

A catalyst-free N-H insertion/Mannich-type reaction cascade of α-nitrodiazoesters with anilines has been developed to afford a variety of α-amino-α-aryl esters in 60-83% yields and under mild reaction conditions (23 or 40 C).

Synthesis of α-nitro-α-diazocarbonyl derivatives and their applications in the cyclopropanation of alkenes and in O - H insertion reactions

A facile and highly efficient method for the preparation of α-nitroα-diazocarbonyl derivatives by a diazotransfer reaction involving (trifluoromethyl) sulfonyl azide has been developed. These substrates undergo a rhodium-catalyzed cyclopropanation reaction with a variety of alkenes. A systematic study of the reaction indicated that the diastereoselectivity of the cyclopropanation could be effectively controlled through the modification of the steric bulk of the diazo reagent. A novel O - H insertion reaction of the metal - carbene complex derived from the α-nitro-α-diazocarbonyl reagent afforded the corresponding novel α-nitro-α-alkoxy carbonyl derivatives.

SYNTHESIS, REACTIVITY AND STRUCTURE OF NITRODIAZOACETIC ACID

Nitrodiazoacetic acid was prepared and its structure determined by low temperature X-ray crystallography.There is good agreement between the experimentally determined structure and that calculated at the ab initio rhf/3-21G level of theory.The acid is stable in neat trifluoroacetic acid and less stable in neutral non-polar solutions.In neutral polar solutions it undergoes rapid decarboxylation to yield nitrodiazomethane.