194021-87-9

Usage

Chemical structure

Trioxolane with a carbonitrile group and acetyl and dimethyl substituents
The chemical structure describes the arrangement of atoms and the type of chemical bonds in the compound.

Reactivity

Highly reactive
The compound is prone to undergo chemical reactions easily, which can be both beneficial and hazardous depending on the context.

Applications

Organic synthesis and medicinal chemistry
The compound can be used as a building block or intermediate in the synthesis of more complex organic molecules, as well as in the development of new drugs.

Pharmaceutical properties

Potential for drug development
The compound may possess properties that make it useful in the pharmaceutical industry, such as targeting specific biological pathways or exhibiting therapeutic effects.

Safety precautions

Handle with care and caution
Due to its reactivity, it is essential to follow proper safety protocols when working with 1,2,4-Trioxolane-3-carbonitrile, 5-acetyl-3,5-dimethyl- (9CI), including using appropriate personal protective equipment and handling it in a well-ventilated area.

Chemical classification

9CI (Chemical Abstracts Service Registry Number)
The 9CI number is a unique identifier assigned to the compound by the Chemical Abstracts Service, which helps in searching and referencing the compound in scientific literature and databases.

Upstream product

• 503-17-3 dimethylacetylene 
• 631-57-2 Acetyl cyanide 

Relevant academic research and scientific papers

Short path syntheses of α-diozonides by sequential ozonolyses of acetylenes and O-methyl oximes

Ozonolyses of but-2-yne 1 in the presence of added carbonyl compounds 3 afford α-oxo ozonides 4. Subsequent cycloadditions between ozonides 4 and cyclohexanone oxide 6, generated in situ by ozonolysis of O-methylcyclohexanone oxime, yield in turn α-diozonides 7 into which have been incorporated the carbon skeletons of all three substrates involved. Ozonolyses of acyloxy-substituted but-2-ynes 9 yield the corresponding bicyclic α-oxo ozonides 11 which subsequently participate in analogous cycloadditions with 6 to produce the corresponding α-diozonides 12. X-Ray crystallographic analysis of the crystalline diozonide 12a shows that it has been formed exclusively by exo-addition of 6 to 11a.

Ozonolyses of Acetylenes: Trapping of α-Oxo Carbonyl Oxides by Carbonyl Compounds and Stabilization of α-Oxo Ozonides by Derivatizations

Ozonolyses of 2-butyne (7) or of 3-hexyne (14) in the presence of carbonyl compounds (aldehydes, ketones, acid derivatives) afforded the corresponding mostly labile monocyclic α-oxo ozonides (9, 13a, 16), which could be stabilized and, hence, isolated by subsequent conversion into α-methoximino derivatives. Ozonolyses of 1,4-diacyloxy-substituted (19) and 1-acyloxy-substituted 2-butynes (27) gave bicyclic ozonides (22,31) by intramolecular [3 + 2]-cycloadditions of the corresponding carbonyl oxide intermediates (20, 29). These ozonides could also be stabilized by reactions with O-methylhydroxylamine to give O-methyloximes (23c, 32) or with diazomethane to give epoxy ozonides (25, 34).