20893-01-0

Basic information

• Product Name: [[[(4-methylphenyl)sulphonyl]oxy]imino]malononitrile
• Synonyms: [[[(4-methylphenyl)sulphonyl]oxy]imino]malononitrile;O-(p-tosyl)isonitrosomalonitrile;[[[(4-Methylphenyl)sulfonyl]oxy]imino]propanedinitrile;2-(Tosyloxyimino)malononitrile;2-[(4-Methylphenyl)sulfonyloxyimino]propanedinitrile;Einecs 244-103-0;XNCHCTURBIVYBC-UHFFFAOYSA-N
• CAS NO: 20893-01-0
• Molecular Formula: C₁₀H₇N₃O₃S
• Molecular Weight: 249.24588
• EINECS: 244-103-0
• Mol File: 20893-01-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 391.4°Cat760mmHg
• Flash Point: 190.5°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 2.48E-06mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: [[[(4-methylphenyl)sulphonyl]oxy]imino]malononitrile(CAS DataBase Reference)
• NIST Chemistry Reference: [[[(4-methylphenyl)sulphonyl]oxy]imino]malononitrile(20893-01-0)
• EPA Substance Registry System: [[[(4-methylphenyl)sulphonyl]oxy]imino]malononitrile(20893-01-0)

Safety Data

• Hazardous Substances Data: 20893-01-0(Hazardous Substances Data)

Usage

General Description

[[[(4-methylphenyl)sulphonyl]oxy]imino]malononitrile, also known as Acetamiprid, is a systemic insecticide belonging to the class of neonicotinoids. It is a white crystalline solid that is soluble in water and has a molecular formula of C10H11N5O2S. Acetamiprid is widely used in agriculture to control sucking insects and is effective against a broad spectrum of pests including aphids, leafhoppers, thrips, and whiteflies. The chemical works by disrupting the nervous system of insects, leading to paralysis and eventual death. It is considered to have low toxicity to mammals, birds, and fish, and is commonly used in a variety of crops such as fruits, vegetables, and ornamentals. However, the compound has raised concerns about its potential impact on non-target organisms, including pollinators like bees.

InChI:InChI=1/C10H7N3O3S/c1-8-2-4-10(5-3-8)17(14,15)16-13-9(6-11)7-12/h2-5H,1H3

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 109-77-3 malononitrile 
• 36568-05-5 2-(hydroxyimino)malononitrile 
• 19166-62-2 malononitrile oxime ether sodium salt 

Downstream Products

• 117615-67-5 Toluene-4-sulfonic acid (1S,6S)-2,2-dicyano-6-ethoxy-5-methyl-3,6-dihydro-2H-pyridin-1-yl ester 
• 157224-90-3 2-amino-3-carboxy-5-cyano-6-methoxypyrazine 
• 37144-65-3 1,3-dioxolan-2-one O-p-tosyloxime 
• 907186-46-3 [[2-(2,4-difluorophenyl)-1-methyl-2-(4-morpholinyl)ethenyl]-imino]propanedinitrile 
• 33534-26-8 Toluene-4-sulfonic acid (2R,4S)-7,7-dicyano-1-aza-bicyclo[2.2.1]hept-5-en-2-yl ester 
• 63062-87-3 (2-methyl-2H-[1,2,3]triazol-4-yl)-(toluene-4-sulfonyloxyimino)-acetonitrile 
• 63062-86-2 (2-methyl-2H-[1,2,3]triazol-4-yl)-(toluene-4-sulfonyloxyimino)-acetonitrile 
• 20893-06-5 Toluene-4-sulfonic acid 3,3-dicyano-2-aza-bicyclo[2.2.1]hept-5-en-2-yl ester 
• 118368-15-3 (1R,4S)-2-Aza-bicyclo[2.2.1]hept-5-ene-3,3-dicarbonitrile 
• 98498-84-1 1-(4-carbethoxyphenyl)-3-(2,2-dicyanomethyleneimino)-4-(1-pyrrolidino)-1,2,5,6-tetrahydropyridine 
• 117615-72-2 Toluene-4-sulfonic acid (1S,6S)-2,2-dicyano-6-ethoxy-5-pentyl-3,6-dihydro-2H-pyridin-1-yl ester 
• 117615-71-1 Toluene-4-sulfonic acid (1S,6S)-5-butyl-2,2-dicyano-6-ethoxy-3,6-dihydro-2H-pyridin-1-yl ester 
• 117615-70-0 Toluene-4-sulfonic acid (1S,6S)-2,2-dicyano-6-ethoxy-5-propyl-3,6-dihydro-2H-pyridin-1-yl ester 
• 117615-69-7 Toluene-4-sulfonic acid (1S,6S)-2,2-dicyano-6-ethoxy-5-isopropyl-3,6-dihydro-2H-pyridin-1-yl ester 

Relevant articles and documents

PROCESS FOR MANUFACTURING ALKYL 7-AMINO-5-METHYL- [1,2,5]OXADIAZOLO[3,4-B]PYRIDINE-CARBOXYLATE

This invention relates to a novel process for making alkyl 7-amino-5-methyl-[1,2,5]-oxadiazolo[3,4-b]pyridine-carboxylate.

Evolution thermique et photochimique des triazolines resultant de l'addition des diazocomposes aux esters d'oximino-malonodinitriles, oximino-cyanoacetates et oximino-malonates de methyle

Thermolysis of 1,2,3-triazolines 4,5,6 leads to the corresponding aziridines only when X=Y=CO2Me, and then with a very low yield.However, photolysis or evolution in the presence of trifluoroacetic acid gives good results when carried out at sufficiently low temperature.The thermolysis study of 4-6 shows a new route to 1,2,3-triazoline decomposition that has not yet been mentioned in the literature.The easy elimination of the paratoluenesulfonate or benzoate group explains this particular behaviour.

Condensations with Oxime O-Sulfonates, I. - Synthesis of 2-Amino-4,5-dihydro-4,5-diimino-1H-pyrrole-3-carboxylates

The reaction of the oxime O-tosylates 1 with amidinoacetic acid esters 2 does not lead to the expected pyrazines 4, but rather to the novel 4,5-dihydro-1H-pyrrole-3-carboxylates 8 (= 2-pyrroline-3-carboxylates) by rearrangement via 7.The hydrolysis of the pyrroles 8 and their reactions with amines have been studied.