7260-94-8

Basic information

• Product Name: N,N-Dimethylcarbamic acid
• Synonyms: Dimethylcarbamic acid;N,N-Dimethylcarbamic acid
• CAS NO: 7260-94-8
• Molecular Formula: C₃H₇NO₂
• Molecular Weight: 89.09318
• Mol File: 7260-94-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 144.7°C at 760 mmHg
• Flash Point: 41.3°C
• Appearance: /
• Density: 1.114g/cm³
• Vapor Pressure: 2.83mmHg at 25°C
• Refractive Index: 1.444
• PKA: -1.67±0.12(Predicted)
• CAS DataBase Reference: N,N-Dimethylcarbamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethylcarbamic acid(7260-94-8)
• EPA Substance Registry System: N,N-Dimethylcarbamic acid(7260-94-8)

Safety Data

• Hazardous Substances Data: 7260-94-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C3H7NO2/c1-4(2)3(5)6/h1-2H3,(H,5,6)

Upstream product

• 124-38-9 carbon dioxide 
• 4137-10-4 DIMCARB 
• 101-42-8 fenuron 
• 34123-59-6 N-(4-isopropylphenyl)-N',N'-dimethylurea 
• 330-54-1 DCMU 
• 7244-70-4 4-nitrophenyl dimethylcarbamate 
• 15545-48-9 N-(3-chloro-4-methylphenyl)-N,N-dimethylurea 
• 19937-59-8 metoxuron 
• 150-68-5 monuron 
• 64-17-5 ethanol 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 

Downstream Products

• 124-38-9 carbon dioxide 
• 4137-10-4 DIMCARB 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 

Relevant articles and documents

Inorganic anionic oxygen-containing α-nucleophiles - Effective acyl group acceptors: Hydroxylamine ranks first among the α-nucleophile series

Comparative analysis of the nucleophilicity of inorganic oxygen-containing α-nucleophiles (hydroxylamine and ClO-, BrO--, HOO--, NH2O-, and F- ions) covering the pKa range from -2 to 13.81 toward 4-nitrophenyl esters (4-nitrophenyl acetate, 4-nitrophenyl p-toluenesulfonate, diethyl 4-nitrophenyl phosphate, ethyl 4-nitrophenyl ethylphosphonate, and 4-nitrophenyl dimethylcarbamate) in water at 25°C (ionic strength μ 1.0, KCl) was performed in terms of the extrathermodynamic Brosted relation. It was found for the first time that hydroxylamine anion ranks first among the series of α-nucleophiles. It is more reactive than HOO- ion with respect to 4-nitrophenyl acetate (by a factor of ～8), 4-nitrophenyl p-toluenesulfonate (by a factor of ～4) and 4-nitrophenyl dimethylcarbamate (by a factor of ～10). The nucleophilicities of HOO- and NH 2O- ions toward diethyl 4-nitrophenyl phosphate and ethyl 4-nitrophenyl ethylphosphonate are comparable. Taking into account that neutral hydroxylamine exhibits an anomalously high reactivity, as compared to not only common organic but also inorganic α-nucleophiles, it may be regarded as a unique α-nucleophile. Both neutral hydroxylamine and its anion as O-nucleophiles ensure high rates of acyl group transfer throughout a wide range of pH.

Correlation of the Rates of Solvolysis of N,N-Dimethylcarbamoyl Chloride

A correlation, using the extended Grunwald-Winstein equation, of the specific rates of solvolysis of N,N-dimethylcarbamoyl chloride in 21 solvents at 25.0°C demonstrates an appreciable sensitivity toward changes in both solvent ionizing power (YCl) and solvent nucleophilicity (NT), with an m value of 0.74 and an / value of 0.61.