| | 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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