16703-51-8

Basic information

• Product Name: N,N-DIMETHYLCYANOFORMAMIDE)
• Synonyms: N,N-DIMETHYLCYANOFORMAMIDE);dimethylcarbamoyl cyanide
• CAS NO: 16703-51-8
• Molecular Formula: C₄H₆N₂O
• Molecular Weight: 98.10324
• Mol File: 16703-51-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 123°C at 760 mmHg
• Flash Point: 28.2°C
• Appearance: /
• Density: 1.062g/cm³
• Vapor Pressure: 13.6mmHg at 25°C
• Refractive Index: 1.438
• CAS DataBase Reference: N,N-DIMETHYLCYANOFORMAMIDE)(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYLCYANOFORMAMIDE)(16703-51-8)
• EPA Substance Registry System: N,N-DIMETHYLCYANOFORMAMIDE)(16703-51-8)

Safety Data

• RIDADR: 2902
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 16703-51-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H6N2O/c1-6(2)4(7)3-5/h1-2H3

Upstream product

• 32817-80-4 oxamyl 
• 100-46-9 benzylamine 

Downstream Products

• 18138-14-2 N^O,N^O-dimethylmonothiooxamide 
• 1187162-49-7 5-methoxy-3-(4-methoxyphenyl)-N,N-dimethyl-8-phenyl-1,8-dihydroindeno[2,1-b]pyrrole-2-carboxamide 
• 1187162-42-0 N,N-dimethyl-3,8-diphenyl-1,8-dihydroindeno[2,1-b]pyrrole-2-carboxamide 
• 1187162-51-1 C₂₂H₁₈N₂OS₂ 

Relevant articles and documents

Reduction of the carbamate pesticides oxamyl and methomyl by dissolved FeII and CuI

The degradation of two oxime carbamate pesticides, oxamyl and methomyl, was investigated in anoxic solutions containing various metal ions and reducing agents. In reagent-free solutions, these carbamates degrade slowly via base-catalyzed elimination. Rates of carbamate degradation are accelerated by FeII, CuI, and CuII, but not by several other metal ions and reducing agents. In the presence of FeII, carbamates undergo a net two-electron reduction that is coupled to the sequential one-electron oxidation of two FeII ions. The observed products are a substituted nitrile, methanethiol, and methylamine. A radical intermediate is inferred by polymerization of the radical scavenger acrylonitrile. Redox kinetics (i) vary with carbamate identity, (ii) exhibit first-order dependence on both FeII and carbamate concentration, (iii) are relatively independent of pH, (iv) follow Arrhenius temperature dependence, and (v) are only indirectly influenced by the presence of O2. Coordinatively saturated FeII complexes (FeIIEDTA2- and FeII(CN)64-) react with oxamyl at rates equal to and greater than hexaquo FeII, respectively, indicating that an inner-sphere FeII-carbamate coordination complex is not required for electron transfer. Experimental results indicate that CuI reduces the carbamates by the same mechanism as FeII but at much higher rates. In contrast, CuII acts as a catalyst for both elimination and reduction reactions.

Pathways in the Degradation of Geminal Diazides

The degradation of geminal diazides is described. We show that diazido acetates are converted into tetrazoles through the treatment with bases. The reaction of dichloro ketones with azide anions provides acyl azides, through in situ formation of diazido ketones. We present experimental and theoretical evidence that both fragmentations may involve the generation of acyl cyanide intermediates. The controlled degradation of terminal alkynes into amides (by loss of one carbon) or ureas (by loss of two carbons) is also shown.