ChemicalBook--->CAS DataBase List--->579-66-8

579-66-8

579-66-8 Structure

579-66-8 Structure
IdentificationMore
[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 PropertiesBack 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
[InChI]

1S/C10H15N/c1-3-8-6-5-7-9(4-2)10(8)11/h5-7H,3-4,11H2,1-2H3
[InChIKey]

FOYHNROGBXVLLX-UHFFFAOYSA-N
[SMILES]

CCc1cccc(CC)c1N
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H341
[Precautionary statements ]

P201-P202-P264-P270-P280-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P308+P313-P405-P501
[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
[TSCA ]

TSCA listed
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29214200
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Oral
[Hazardous Substances Data]

579-66-8(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Aniline-->Aluminum-->Diethylaluminum chloride-->Triethylaluminum-->Ethanol-->Hydrochloric acid-->Oxalic acid-->Ethylene
[Preparation Products]

Acetochlor-->Alachlor-->Machette-->Acetochlor E.C.-->Metolachlor-->Pretilachlor-->N-Chloroacetyl-2,6-diethylaniline-->2-Bromo-1,3-diethylbenzene-->4-Bromo-2,6-diethylaniline-->2H-Imidazole-2-thione,1-(2,6-diethylphenyl)-1,3-dihydro-
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Amino-1,3-diethylbenzene(579-66-8).msds
Hazard InformationBack 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).
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-Diethylaniline(579-66-8)MS
2,6-Diethylaniline(579-66-8)1HNMR
2,6-Diethylaniline(579-66-8)13CNMR
2,6-Diethylaniline(579-66-8)IR1
2,6-Diethylaniline(579-66-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2,6-Diethylaniline, 99.5%(579-66-8)
[Alfa Aesar]

2,6-Diethylaniline, 98%(579-66-8)
[Sigma Aldrich]

579-66-8(sigmaaldrich)
[TCI AMERICA]

2,6-Diethylaniline,>98.0%(GC)(T)(579-66-8)
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