Identification | More | [Name]
2,6-Diethylaniline | [CAS]
579-66-8 | [Synonyms]
2,6-DIETHYLAMINOBENZENE 2,6-DIETHYLANALINE 2,6-DIETHYLANILINE 2-AMINO-1,3-DIETHYLBENZENE AKOS BBS-00003623 DEA 2,6-diethyl-anilin 2,6-diethyl-benzenamin 2,6-Diethylbenzenamine 2,6-diethyl-Benzenamine Aniline, 2,6-diethyl- 2,6-DIETHYLANILINE PESTANAL 2,6-Diethylaniline,98% 2,6-Diethylaniline, 99.5% Benzenamine, 2,6-diethyl- 2,6-DIETHYLANILINE GR DEA 2,6-Diethylaniline(DEA) (2,6-Diethylphenyl)amine | [EINECS(EC#)]
209-445-7 | [Molecular Formula]
C10H15N | [MDL Number]
MFCD00007753 | [Molecular Weight]
149.23 | [MOL File]
579-66-8.mol |
Chemical Properties | Back Directory | [Appearance]
Clear liquid | [Melting point ]
3-4 °C
| [Boiling point ]
243 °C (lit.) | [density ]
0.906 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.02 mm Hg ( 20 °C)
| [refractive index ]
n20/D 1.545(lit.)
| [Fp ]
254 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
4.13±0.10(Predicted) | [color ]
Clear yellow to reddish-brown | [Water Solubility ]
0.67g/L(26.7 ºC) | [Sensitive ]
Air Sensitive | [Usage]
2,6-Diethylaniline is an intermediate for the production of alachlor, butachlor, metolachlor-herbicides, tiafentiurone-insecticide, carbodiimide and RIM-PUR. Product Data Sheet | [BRN ]
1423626 | [Stability:]
Air Sensitive | [CAS DataBase Reference]
579-66-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzenamine, 2,6-diethyl-(579-66-8) | [EPA Substance Registry System]
579-66-8(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . S24:Avoid contact with skin . | [RIDADR ]
2810 | [WGK Germany ]
2
| [RTECS ]
BX3500000
| [F ]
8-9-23 | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29214200 | [Hazardous Substances Data]
579-66-8(Hazardous Substances Data) |
Hazard Information | Back Directory | [Chemical Properties]
Clear liquid | [Uses]
2,6-Diethylaniline is an intermediate for the production of alachlor, butachlor, metolachlor-herbicides, tiafentiurone-insecticide, carbodiimide and RIM-PUR. Product Data Sheet | [Production Methods]
2,6-Diethylaniline is obtained in high yield when aniline is heated with ethylene at 200-300°C under high pressure in the presence of aluminum anilide (Northcott 1978). | [General Description]
The 2,6-diethylaniline complexes with iodine, as a sigma-acceptor, were studied spectrophotometrically in chloroform, dichloromethane and carbontetrachloride solutions. | [Industrial uses]
2,6-Diethylaniline is used in the synthesis of herbicides such as Nevirex G and butachlor (Vertesi and Miklos 1982; Lee et al 1982). | [Metabolic pathway]
Incubation of 2,6-diethylaniline (DEA) with NADPH-
fortified rat liver microsomal enzymes produces 4-
amino-3,5-diethylphenol (ADEP) as the major
oxidation product. ADEP is shown to undergo further
oxidation to 3,5-diethylbenzoquinone-4-imine (DEBQI),
which is isolated as a minor metabolite during DEA
oxidation. | [Metabolism]
Incubation of 2,6-diethylaniline with NADPH-fortified microsomes produced 4-amino-3,5-diethylphenol (ADEP) as the major oxidation product (Feng and Wratten 1987). ADEP underwent further oxidation to 3,5-diethyl-benzoquinone-4-imine which is isolated as a minor metabolite during 2,6-diethylaniline metabolism. 2,6-Diethylaniline is produced under aerobic soil conditions as a minor metabolite of the herbicide butachlor (Lee et al 1982). 2,6-Diethylaniline is degraded by the soil microorganism Chaetomium globosum to 2,6-diethylacetanilide and 2,6-diethyl-p-benzoquinone (Lee and Ryu 1982). 2,6-Diethylaniline was also very persistent towards biodegradation in pond water with and without sewage sludge inoculation (Lyons et al 1985). |
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