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2,6-Diethylaniline

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Name

2,6-Diethylaniline

EINECS 209-445-7
CAS No. 579-66-8 Density 0.948 g/cm3
PSA 26.02000 LogP 2.97480
Solubility 0.67g/L(26.7 oC) Melting Point 3-4 °C
Formula C10H15N Boiling Point 244.3 °C at 760 mmHg
Molecular Weight 149.236 Flash Point 123.3 °C
Transport Information UN 2810 Appearance clear liquid
Safety 23-24 Risk Codes 22
Molecular Structure Molecular Structure of 579-66-8 (2,6-Diethylaniline) Hazard Symbols HarmfulXn
Synonyms

Aniline,2,6-diethyl- (8CI);2,6-Diethylbenzenamine;2,6-Diethylphenylamine;

Article Data 22

2,6-Diethylaniline Consensus Reports

Reported in EPA TSCA Inventory.

2,6-Diethylaniline Specification

The systematic name of this chemical is 2,6-Diethylaniline. With the CAS registry number 579-66-8, it is also named as aniline, 2,6-diethyl. In addition, the molecular formula is C10H15N. It can be used as an intermediate for the production of alachlor, butachlor, metolachlor-herbicides, tiafentiurone-insecticide and carbodiimide.

Physical properties about this chemical are: (1)ACD/LogP: 2.92; (2)ACD/LogD (pH 5.5): 2.9; (3)ACD/LogD (pH 7.4): 2.92; (4)#H bond acceptors: 1; (5)#H bond donors: 2; (6)#Freely Rotating Bonds: 3; (7)Polar Surface Area: 26.02 Å2; (8)Index of Refraction: 1.542; (9)Molar Refractivity: 49.58 cm3; (10)Molar Volume: 157.3 cm3; (11)Polarizability: 19.65 ×10-24cm3; (12)Surface Tension: 36.3 dyne/cm; (13)Density: 0.948 g/cm3; (14)Flash Point: 123.3 °C; (15)Enthalpy of Vaporization: 48.13 kJ/mol; (16)Boiling Point: 244.3 °C at 760 mmHg; (17)Vapour Pressure: 0.0307 mmHg at 25°C.

Preparation of 2,6-Diethylaniline: it can be prepared by aniline and ethene in the presence of catalyst through alkylation reaction. In addition, it also can be obtianed by N-methylene-2,6-diethylaniline. The other two products are 2,6-diethyl-N-methyl-aniline and 2,6-diethyl-N,N-dimethyl-aniline. This reaction will need reagent LiAlH4 and solvent diethyl ether. The yield is about 13% by heating.

2,6-Diethylaniline can be obtianed by N-methylene-2,6-diethylaniline. The other two products are 2,6-diethyl-N-methyl-aniline and 2,6-diethyl-N,N-dimethyl-aniline

Uses of 2,6-Diethylaniline: it is used as a intermediate to synthesize dyes, pharmaceuticals, perfume and pesticides. In addition, it can be used to get 2,6-diethyl-4-bromo-aniline. This reaction will need reagent 2,4,4,6-tetrabromocyclohexane and solvent CH2Cl2. The reaction time is 2.5 hours at reaction temperature of 20 °C. The yield is about 85%.

2,6-Diethylaniline can be used to get 2,6-diethyl-4-bromo-aniline

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. During usin it, do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer). And you should avoid contact with skin.

You can still convert the following datas into molecular structure:
(1)SMILES: CCc1cccc(CC)c1N
(2)Std.InChI: InChI=1S/C10H15N/c1-3-8-6-5-7-9(4-2)10(8)11/h5-7H,3-4,11H2,1-2H3
(3)Std.InChIKey: FOYHNROGBXVLLX-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 1800mg/kg (1800mg/kg) LIVER: OTHER CHANGES

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE

BLOOD: CHANGES IN SPLEEN
Fundamental and Applied Toxicology. Vol. 3, Pg. 285, 1983.

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