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| CAS No.: | 87-62-7 |
|---|---|
| Name: | 2,6-Dimethylaniline |
| Molecular Structure: | |
|
|
|
| Formula: | C8H11N |
| Molecular Weight: | 121.182 |
| Synonyms: | 2,6-Xylidine(8CI);1-Amino-2,6-dimethylbenzene;2,6-Dimethylbenzenamine;2,6-Dimethylphenylamine;2,6-Xylylamine;2-Amino-1,3-dimethylbenzene;2-Amino-1,3-xylene;2-Amino-m-xylene;NSC 7098;o-Xylidine;2,6 Xylidine; |
| EINECS: | 201-758-7 |
| Density: | 0.975 g/cm3 |
| Melting Point: | 10-12 °C(lit.) |
| Boiling Point: | 217.9 °C at 760 mmHg |
| Flash Point: | 91.1 °C |
| Solubility: | water: 7.5 g/L (20 °C) |
| Appearance: | colorless to reddish yellow liquid |
| Hazard Symbols: |
Xn, N, T
|
| Risk Codes: | 20/21/22-37/38-40-51/53 |
| Safety: | 23-25-36/37-61 |
| Transport Information: | UN 1711 6.1/PG 2 |
| PSA: | 26.02000 |
| LogP: | 2.46680 |

| Conditions | Yield |
|---|---|
| With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran; water at 20℃; for 3h; | 100% |
| With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; | 100% |
| With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 10h; | 100% |

2,6-dimethylphenylazide


2,6-dimethylaniline

| Conditions | Yield |
|---|---|
| With sodium hydrogen telluride In diethyl ether; ethanol for 0.25h; Ambient temperature; | 100% |
| With aluminium(III) iodide In benzene for 0.166667h; Reduction; Heating; | 90% |
| With diphosphorus tetraiodide In benzene for 11h; Heating; | 40% |

| Conditions | Yield |
|---|---|
| With dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; triethylamine In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation; | 100% |

| Conditions | Yield |
|---|---|
| With sodium hydroxide In water at 60 - 130℃; under 4560.31 Torr; for 3.5h; Temperature; | 99.1% |


2,6-dimethylaniline

| Conditions | Yield |
|---|---|
| With ethylenediamine In ethanol at 65℃; for 14h; | 99% |

| Conditions | Yield |
|---|---|
| With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere; | 98% |
| With C28H30Cl5N3Pd; ammonia; lithium isopropoxide; sodium t-butanolate In 1,4-dioxane at 100℃; for 2h; Reagent/catalyst; Inert atmosphere; Schlenk technique; | 91% |
| With bis(tri-ortho-tolylphosphine)palladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 100℃; for 24h; Inert atmosphere; | 89% |

| Conditions | Yield |
|---|---|
| With potassium hydroxide In water at 60 - 125℃; under 2280.15 Torr; for 3h; | 97.5% |

1,2-dimethoxybenzene


N-(2,6-diimethylphenyl)benzamide

A

3,4-dimethoxybenzophenone

B

2,6-dimethylaniline

| Conditions | Yield |
|---|---|
| Stage #1: N-(2,6-diimethylphenyl)benzamide With 2-fluoropyridine; trifluoromethylsulfonic anhydride In dichloromethane at -78 - 0℃; for 0.166667h; Inert atmosphere; Stage #2: 1,2-dimethoxybenzene In dichloromethane at 0 - 20℃; Inert atmosphere; Stage #3: With hydrogenchloride; water In ethanol for 2h; Inert atmosphere; Reflux; chemoselective reaction; | A 97% B 90% |


| Conditions | Yield |
|---|---|
| With 2,6-dimethylcyclohexanone; ammonium hydroxide; 5%-palladium/activated carbon at 180℃; for 5h; Concentration; Temperature; | 95.62% |
| With ammonia; hydrogen In 1,4-dioxane at 230℃; under 760.051 Torr; | 86.56% |
| With ammonia |

2,6-dimethylphenyl diethyl phosphate


2,6-dimethylaniline

| Conditions | Yield |
|---|---|
| With potassium; potassium amide In diethyl ether; ammonia at -78℃; 1.0-1.2 h; | 95% |

1、RTECS#: CAS# 87-62-7: ZE9275000
2、LD50/LC50: RTECS: CAS# 87-62-7: Oral, mouse: LD50 = 707 mg/kg;Oral, rat: LD50 = 840 mg/kg;.
3、Carcinogenicity: 2,6-Dimethylaniline - California: carcinogen, initial date 1/1/91 IARC: Group 2B carcinogen
4、Other: See actual entry in RTECS for complete information.
Xn,
N,
T (1):Fire Fighting Measures of 2,6-Dimethylaniline
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire. Containers may explode in the heat of a fire. Combustible liquid.
Extinguishing Media: Use water spray to cool fire-exposed containers. Use water spray, dry chemical, carbon dioxide, or chemical foam.
(2):Accidental Release Measures of 2,6-Dimethylaniline
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks: Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Do not let this chemical enter the environment