687-48-9

Basic information

• Product Name: ethyl dimethylcarbamate
• Synonyms: ethyl dimethylcarbamate;N,N-dimethylurethane;Dimethylcarbamic acid ethyl ester;N,N-Dimethylcarbamic acid ethyl ester;ethyl N,N-diMethylcarbaMinate
• CAS NO: 687-48-9
• Molecular Formula: C₅H₁₁NO₂
• Molecular Weight: 117.14634
• EINECS: 211-695-7
• Mol File: 687-48-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 60°C (estimate)
• Boiling Point: 205.82°C (estimate)
• Flash Point: 30.4°C
• Appearance: /
• Density: 0.9308 (estimate)
• Vapor Pressure: 11.5mmHg at 25°C
• Refractive Index: 1.4154 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -1.28±0.70(Predicted)
• CAS DataBase Reference: ethyl dimethylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl dimethylcarbamate(687-48-9)
• EPA Substance Registry System: ethyl dimethylcarbamate(687-48-9)

Safety Data

• Hazardous Substances Data: 687-48-9(Hazardous Substances Data)

Usage

General Description

Ethyl dimethylcarbamate is a chemical compound commonly known as carbaryl. It is a carbamate insecticide and a broad-spectrum pesticide used to control a wide range of insects on agricultural crops, ornamental plants, and in homes. It works by inhibiting the activity of the enzyme cholinesterase in the nervous system of insects, leading to paralysis and eventual death. Ethyl dimethylcarbamate has a relatively low toxicity to mammals and is considered relatively safe for use when proper precautions are followed. However, it is still important to handle and use this chemical carefully to minimize potential risks to human health and the environment.

InChI:InChI=1/C5H11NO2/c1-4-8-5(7)6(2)3/h4H2,1-3H3

Upstream product

• 60-29-7 diethyl ether 
• 17996-38-2 N,N-dimethyl ethyl thiocarbamate 
• 541-41-3 chloroformic acid ethyl ester 
• 124-40-3 dimethyl amine 
• 67-56-1 methanol 
• 515-84-4 Ethyl trichloroacetate 
• 615-53-2 ethyl N-methyl-N-nitrosocarbamate 
• 1972-28-7 diethylazodicarboxylate 
• 73708-97-1 N,N-Dimethyl-orthocarbamidsaeure-triethylester 
• 56796-57-7 [2-(Dimethylamino-methyleneamino)-phenyl]-carbamic acid ethyl ester 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 57-14-7 N,N-Dimethylhydrazine 
• 19449-26-4 N,N-dimethylformamide ethylene acetal 
• 64-17-5 ethanol 

Downstream Products

• 74-96-4 ethyl bromide 
• 127-19-5 N,N-dimethyl acetamide 
• 598-57-2 methylnitroamine 
• 123-56-8 Succinimide 
• 87329-72-4 ethyl N-methyl-N-succinimidomethylcarbamate 
• 125506-54-9 (N,N-dimethyl carbamoyl)-1 propylphosphonate de diethyle 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 32180-41-9 N,N-dimethyl methyl-2 phenyl-3 propene-2 amide 
• 125506-89-0 N,N-dimethyl ethyl-2 phenyl-5 propene-2 amide 
• 125506-91-4 N,N-dimethyl n-propyl-2 phenyl-3 propene-2 amide 
• 125506-80-1 N,N-dimethyl methyl-2 (methoxy-4 phenyl)-3 propene-2 amide 
• 6969-90-0 phenyl N,N-dimethylcarbamate 
• 124-38-9 carbon dioxide 
• 124-40-3 dimethyl amine 

Relevant articles and documents

THE LIQUID-PHASE FREE RADICAL ISOMERIZATION OF CYCLIC DIMETHYLFORMAMIDE ACETALS

In the presence of tert-butyl peroxide, 2-dimethylamino-1,3-dioxacyclanes are converted to esters of dimethylcarbamic acid.The reaction is described by a kinetic equation for an unbranched chain reaction with quadratic chain termination.The five-membered heterocycle is more reactive than the six-membered heterocycle.The predominant site for free radical attack is the methine group adjacent to the three heteroatoms.

A structure-reactivity correlation with three slopes in the elimination kinetics of 2-substituted ethyl N,N-dimethyl-carbamates in the gas phase

The elimination kinetics of 17 2-substituted ethyl N,N-dimethylcarbamates in the gas phase were determined in the temperature range of 269.5-420.2°C and the pressure range of 24-186 Torr. The reactions in a static system and in the presence of a free radical inhibitor are homogeneous and unimolecular and follow a first-order rate law. The kinetics and thermodynamic parameters are described. The use of several structure-reactivity relationship methods meaningless results, except for Taft σ* values. Three good slopes are originated at σ*(CH3) = 0.00. Slope a: the 2-substituted alkyl groups gave a good straight line when log (k/kCH3) vs σ* values (ρ* = - 1.94 ± 0.30, r = 0.977 at 360°C) were plotted. Slope b: Polar2 substituents gave an approximate straight line with ρ* = - 0.12 ± 0.02, r = 0.936 at 360°C. Slope c:the correlation of multiple bonded and electron-withdrawing substituents interposed by a methylene group at the 2-position of ethyl N,N-dimethylcarbamate was found to give a very good straight line wirh ρ* = 0.49 ± 0.02, r = 0.991 at 360°C. Mechanisms are suggested on the basis of these relationships. The point position of the substituents phenyl (C6H5) and isopropenyl [CH2=C(CH3)] at the 2-position was found to fall far above the three slopes of the lines. These results are interpreted in terms of neighboring group participation of these substituents in the elimination process of the carbamates. However, the acidity of the benzylic and allylic Cβ-H bond for a six-membered cyclic transition state may not be ignored. Copyright

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.