122-15-6

Basic information

• Product Name: 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate
• Synonyms: 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate;5,5-DIMETHYLDIHYDRORESORCINOL DIMETHYLCARBAMATE);5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate 5,5-dimethyldihydroresorcinol dimethylcarbamate dimetan;ENT-24738;G-19258;Geigy-19258;N,N-Dimethylcarbamic acid 5,5-dimethyl-3-oxo-1-cyclohexen-1-yl;N,N-Dimethylcarbamic acid 5,5-dimethyl-3-oxo-1-cyclohexen-1-yl ester
• CAS NO: 122-15-6
• Molecular Formula: C₁₁H₁₇NO₃
• Molecular Weight: 211.25758
• EINECS: 204-525-8
• Mol File: 122-15-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 45-46°
• Boiling Point: bp11 170-180°; bp0.3 122-124°
• Flash Point: 130.7°C
• Appearance: /
• Density: 1.1240 (rough estimate)
• Vapor Pressure: 0.00183mmHg at 25°C
• Refractive Index: 1.5718 (estimate)
• PKA: -1.33±0.70(Predicted)
• Water Solubility: 29.13g/L(temperature not stated)
• CAS DataBase Reference: 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate(122-15-6)
• EPA Substance Registry System: 5,5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate(122-15-6)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 36/37-45
• Hazardous Substances Data: 122-15-6(Hazardous Substances Data)

Usage

Uses

Insecticide (aphicide).

InChI:InChI=1/C11H17NO3/c1-11(2)6-8(13)5-9(7-11)15-10(14)12(3)4/h5H,6-7H2,1-4H3

Upstream product

• 126-81-8 dimedone 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 3471-13-4 dimedone 
• 68-12-2 N,N-dimethyl-formamide 

Relevant articles and documents

Oxidative Coupling of Dimethylformamide with β-Dicarbonyl Compounds Using γ-Fe2O3?CuO Nanoparticles

Abstract: Maghemite–copper oxide nanocomposite catalyzed oxidative coupling of formamides with β-dicarbonyl compounds in the presence of tert-butyl hydroperoxide as an oxidant to produce the corresponding enol carbamates in excellent yields (up to 92%) under the optimized conditions. The simple preparation and the ability to be recycled and magnetically separated are salient features of this catalytic system.

The synthesis of phenyl carbamates catalyzed by iron (II) bromide: An oxidative approach for cross-coupling of phenols with formamides

The carbamate group is a key structural motif in many approved drugs and pro-drugs. There is increasing use of carbamates in the medicinal chemistry and agrochemical industry. We present, reagents and chemical methodologies for the synthesis of carbamates, and recent applications. The direct coupling of simple phenols with mono- and di-alkyl formamides provided the phenylcarbamate products.

Ligand-assisted copper-catalyzed oxidative cross-coupling of simple phenols with formamides for the synthesis of carbamates

An oxidative approach for the synthesis of phenyl carbamates has been achieved by ligand-assisted copper-catalyzed cross-dehydrogenative coupling (CDC) of phenols with formamides. The direct coupling of simple phenols with mono- and dialkyl formamides pro