3058-37-5

Basic information

• Product Name: (Z)-POTASSIUMMETHANEDIAZOTATE
• Synonyms: (Z)-POTASSIUMMETHANEDIAZOTATE
• CAS NO: 3058-37-5
• Molecular Formula: CH₃N₂O*K
• Molecular Weight: 98.14562
• Mol File: 3058-37-5.mol

Chemical Properties

• Boiling Point: 55.3°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 189mmHg at 25°C
• CAS DataBase Reference: (Z)-POTASSIUMMETHANEDIAZOTATE(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-POTASSIUMMETHANEDIAZOTATE(3058-37-5)
• EPA Substance Registry System: (Z)-POTASSIUMMETHANEDIAZOTATE(3058-37-5)

Safety Data

• Hazardous Substances Data: 3058-37-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(Z)-POTASSIUMMETHANEDIAZOTATE is used as a reagent for converting aldehydes and ketones into their respective carbonyl ylides, which are important intermediates in cyclopropanation and other types of chemical reactions. Its strong basic and nucleophilic nature facilitate these transformations, making it a crucial component in certain organic synthesis processes.
Used in Research Laboratories:
In research settings, (Z)-POTASSIUMMETHANEDIAZOTATE is employed for its ability to catalyze specific reactions due to its powerful basic properties. It is particularly useful in the synthesis of complex organic molecules where other reagents may not be as effective.
Used in Industrial Chemical Production:
(Z)-POTASSIUMMETHANEDIAZOTATE is also utilized in the industrial production of various chemicals where its reactivity and ability to form carbonyl ylides are advantageous. It can be a key component in the creation of pharmaceuticals, agrochemicals, and other specialty chemicals that require precise and controlled synthetic steps.

InChI:InChI=1/CH3N2O.K/c2-3-1-4;/h2H,1H2;/q-1;+1/b3-2+;

Upstream product

• 67-56-1 methanol 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 60-34-4 methylhydrazine 

Downstream Products

• 7023-81-6 2-diazo-1-(3-nitrophenyl)ethanone 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 615-53-2 ethyl N-methyl-N-nitrosocarbamate 
• 67-56-1 methanol 

Relevant articles and documents

Mutagenicity of isomeric alkanediazotates, precursors for ultimate alkylating species of carcinogenic N-nitroso compounds

Alkanediazohydroxides are common key intermediates in carcinogenesis and mutagenesis of N-nitroso compounds, which are widely found in human environment. Mutagenicity of (E)- and (Z)-potassium alkanediazotates, as precursors of corresponding alkanediazohydroxides were evaluated to investigate the effect of geometric isomerism and also the effect of alkyl groups on their biological activity. Mutagenicity of N-nitroso-N-alkylureas which spontaneously produce alkanediazohydroxides after non-enzymatic hydrolysis were also tested in comparison to that of the corresponding diazotates and other activated chemical species of N-nitrosamines. When the mutagenicity was assayed in three microbial strains, Salmonella typhimurium TA1535, and Escherichia coli WP2 and WP2 uvrA, the order of mutagenic potency of the compounds with the same alkyl group was as follows, (E)-diazotates > (Z)-diazotates > nitrosoureas. The effect of alkyl groups on the mutagenic potency was different in Salmonella strain and in E. coli strains, and this result could be explained by the efficiency of O6-alkylguanine-DNA alkyltransferase. In each bacterial strain, this effect of alkyl groups was similar in mutagenicity induced by (E)- and (Z)-diazotates, N-nitroso-N-alkylureas and other activated N-nitrosodialkylamines such as α-hydroxy nitrosamines. The geometrical isomerism affected the mutagenicity of (E)- and (Z)-potassium alkanediazotates, and the result suggested that alkanediazohydroxides react through diazonium ions in a cage rather than through free alkyldiazonium ions which have no geometrical isomerism. Our results confirmed that (E)-potassium alkanediazotates, (Z)-potassium alkanediazotates and N-nitroso-N-alkylureas all decomposed through diazohydroxides, and that alkanediazohydroxides are the active alkylating species of N-nitroso compounds, and also that the geometrical isomerism is important for carcinogenic N-nitroso compounds to show their biological activity.