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% |
2,6-dimethylbenzene boronic acid
2,6-dimethylaniline
Conditions | Yield |
---|---|
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 12h; | 92% |
With potassium carbonate; ammonium hydroxide In methanol at 60℃; for 13h; | 87% |
With copper(ll) sulfate pentahydrate; ammonia; sodium hydroxide In water at 20℃; under 760.051 Torr; for 4h; | 58% |
Multi-step reaction with 2 steps 1: potassium hydrogenfluoride / methanol; water / 0.5 h / 0 °C 2: ammonium hydroxide; copper(ll) sulfate pentahydrate; sodium hydroxide / water / 24 h / 25 °C View Scheme |
Conditions | Yield |
---|---|
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 80℃; for 15h; Inert atmosphere; | 88% |
With magnesium In diethyl ether Ambient temperature; | 79% |
With [N,N'-bis(5-sulfonatosalicylidene)-1,2-diaminoethane]copper disodium salt; ammonia; sodium hydroxide In water at 120℃; for 12h; sealed tube; | 64% |
With C24H32N2*ClCu; ammonia; potassium carbonate In 1-methyl-pyrrolidin-2-one; methanol at 120℃; under 5171.62 Torr; for 48h; Inert atmosphere; | 7% |
With ammonium hydroxide; sodium hydroxide In water |
2,6-dimethylaniline
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal; palladium hydroxide - carbon In methanol; water at 20℃; under 3620.04 Torr; for 60h; Hydrogenolysis; | 86% |
N-methyl-N-allylamine
N-(2,6-dimethylphenyl)benzimidamide
B
2,6-dimethylaniline
Conditions | Yield |
---|---|
With bis(trimethylsilyl)amide yttrium(III) In neat (no solvent) at 100℃; for 120h; Inert atmosphere; | A 86% B n/a |
2,6-dimethylaniline
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal; palladium hydroxide - carbon In methanol; water under 3620.04 Torr; Ambient temperature; | 83% |
With hydrogen; palladium on activated charcoal; palladium hydroxide - carbon In methanol; water at 20℃; under 3620.04 Torr; for 64h; Hydrogenolysis; | 83% |
5-chloropentano-2',6'-xylidide
diethylamine
A
5-(diethylamino)pentano-2',6'-xylidide
B
2,6-dimethylaniline
Conditions | Yield |
---|---|
With sodium iodide In ethanol for 48h; Heating; | A 82% B n/a |
2,6-dimethyl-N-methylene benzamine
A
N-methyl-2,6-dimethylaniline
B
N,N,2,6-tetramethylaniline
C
2,6-dimethylaniline
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether Heating; | A 81% B 3% C 10% |
(E)-3-Phenyl-acrylic acid 1-(2,6-dimethyl-phenylcarbamoyl)-1-methyl-2-oxo-propyl ester
A
N-(2,6-dimethylphenyl) 2-acetyl 2-hydroxypropanamide
B
2,6-dimethylaniline
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride; cesium fluoride In tetrahydrofuran for 24h; Heating; | A 80% B n/a |
2,6-dimethylbenzene boronic acid
A
2.6-dimethylphenol
B
2,6-dimethylaniline
Conditions | Yield |
---|---|
With ammonium hydroxide; potassium nitrate In water at 20℃; for 2h; Electrochemical reaction; chemoselective reaction; | A n/a B 73% |
With ammonium hydroxide; potassium nitrate In water at 20℃; for 4h; Electrochemical reaction; chemoselective reaction; | A 70% B n/a |
2,6-dimethylaniline
Conditions | Yield |
---|---|
With O-Methylhydroxylamin; n-butyllithium In tetrahydrofuran; hexane at -78 - 60℃; for 24h; Inert atmosphere; Cooling with acetone-dry ice; stereospecific reaction; | 71% |
2,6-dimethylaniline
Conditions | Yield |
---|---|
66% |
Conditions | Yield |
---|---|
With ethene; 5%-palladium/activated carbon; ammonium acetate In acetonitrile at 90℃; under 760.051 Torr; for 15h; Schlenk technique; | 63% |
With urea In water; 1,3,5-trimethyl-benzene at 150℃; under 760.051 Torr; for 24h; Schlenk technique; Inert atmosphere; | 37 %Chromat. |
4-chlorobutyro-2',6'-xylidide
diethylamine
A
N-(2,6-dimethylphenylcarbamoylpropyl)diethylamine
B
1-(2,6-dimethylphenyl)pyrrolidin-2-one
C
2,6-dimethylaniline
Conditions | Yield |
---|---|
In toluene for 2h; Heating; | A 31% B 60% C n/a |
3-Methoxy-pyridine-2-carboxylic acid (2,6-dimethyl-phenyl)-amide
A
2,6-dimethylaniline
Conditions | Yield |
---|---|
With water In methanol at 25℃; electrochemical reduction; | A 60% B 5% |
2,6-dimethylaniline
Conditions | Yield |
---|---|
Sample heated for 1.0 h at 200-220°C and 1 torr.; | 60% |
N1,N2-bis(2,6-dimethylphenyl)ethane-1,2-diimine
1,2-phenylenediacetonitrile
A
naphthalene-1,4-dicarbonitrile
B
2,6-dimethylaniline
Conditions | Yield |
---|---|
With potassium hydroxide In N,N-dimethyl-formamide at 100℃; for 15h; | A 58% B n/a |
m-xylene
A
3,5-dimethylaminoaniline
B
2,4-Xylidine
C
2,6-dimethylaniline
Conditions | Yield |
---|---|
With tris-(2-chloro-ethyl)-amine; trifluorormethanesulfonic acid; trifluoroacetic acid In chloroform at 25℃; for 1h; | A 2% B 58% C 15% |
With hydrogenchloride; aluminium trichloride; sodium azide In various solvent(s) at 20℃; | |
With sodium azide; trifluorormethanesulfonic acid at 20℃; Ultrasonic irradiation; | |
Stage #1: m-xylene With sulfuric acid; hydroxylamine hydrochloride In acetonitrile at 25℃; for 0.166667h; Stage #2: With hydrogenchloride; titanium(III) chloride In water; acetonitrile at 25℃; Inert atmosphere; Sealed tube; Overall yield = 60 percent; Overall yield = 72 mg; |
Conditions | Yield |
---|---|
In neat (no solvent) at 100℃; for 120h; | A 57% B n/a |
Acetic acid 1-(2,6-dimethyl-phenylcarbamoyl)-1-methyl-2-oxo-propyl ester
A
N,N'-di (2,6-dimethylphenyl) urea
B
N-(2,6-dimethylphenyl) 2-acetyl 2-hydroxypropanamide
C
2,3-Dimethyl-5-oxo-2,5-dihydro-furan-2-carboxylic acid (2,6-dimethyl-phenyl)-amide
D
2,6-dimethylaniline
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride; cesium fluoride In tetrahydrofuran for 4h; Heating; | A n/a B 50% C 40% D n/a |
Conditions | Yield |
---|---|
In toluene Reflux; | 100% |
In toluene Reflux; | 100% |
In toluene Reflux; | 100% |
Conditions | Yield |
---|---|
In acetonitrile at 25℃; | 100% |
Carbonylbis(isocyaniddichlorid)
2,6-dimethylaniline
4,6-Dichlor-5-(2,6-dimethylphenyl)-1,3,5-triazin-2(5H)-on
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0℃; for 0.75h; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran at -20℃; for 0.25h; | 100% |
In tetrahydrofuran at 20℃; | |
In dichloromethane at 20℃; for 2h; |
2,6-dimethylaniline
Trimethylacetic acid
2,2-dimethyl-N-(2,6-dimethylphenyl)propionamide
Conditions | Yield |
---|---|
With diphosphorus tetraiodide In tetrachloromethane; dichloromethane Heating; | 100% |
1,2-dibromo-4,5-dimethylbenzene
2,6-dimethylaniline
Conditions | Yield |
---|---|
With ammonium chloride; sodium t-butanolate; palladium diacetate In water; argon; toluene | 100% |
With palladium diacetate; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; for 14h; | 75% |
di-tert-butyl dicarbonate
2,6-dimethylaniline
Conditions | Yield |
---|---|
With indium(III) bromide at 30 - 35℃; for 0.5h; | 100% |
In ethanol at 30℃; for 48h; | 99% |
copper(II) bis(tetrafluoroborate) at 30 - 33℃; for 0.5h; | 98% |
With choline chloride; urea at 50℃; Green chemistry; | 90% |
In tetrahydrofuran; water for 0.5h; | 111 mg |
Conditions | Yield |
---|---|
In acetonitrile at 25℃; | 100% |
In acetonitrile at 25℃; Equilibrium constant; Kinetics; Further Variations:; title comp. concentration; |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
In dichloromethane at 20℃; |
2,6-dimethylaniline
3-(2,6-dimethyl phenyl carbamoyl)-5-acetoxymethyl isoxazole
Conditions | Yield |
---|---|
With triethylamine; trichlorophosphate In tetrahydrofuran | 100% |
With triethylamine; trichlorophosphate In tetrahydrofuran | 100% |
Conditions | Yield |
---|---|
In acetonitrile at 25℃; Kinetics; | 100% |
1-(4-nitrophenoxy)-2,4,6-trinitrobenzene
2,6-dimethylaniline
Conditions | Yield |
---|---|
In acetonitrile at 25℃; Kinetics; Concentration; | 100% |
2-nitrophenyl 2,4,6-trinitrophenyl ether
2,6-dimethylaniline
Conditions | Yield |
---|---|
In acetonitrile at 25℃; Kinetics; Concentration; | 100% |
2,6-dinitrophenyl 2,4,6-trinitrophenyl ether
2,6-dimethylaniline
Conditions | Yield |
---|---|
In acetonitrile at 25℃; Kinetics; Concentration; | 100% |
phenylacetylene
2,6-dimethylaniline
2,6-dimethyl-N-(1-phenylethylidene)benzenamine
Conditions | Yield |
---|---|
With C30H36FeP2*2Au(1+)*Cl(1-)*C32H12BF24(1-) In (2)H8-toluene at 120℃; for 6h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube; Glovebox; | 100% |
With silver tetrafluoroborate; {(2,6-bis(1-isopropyl-2,3-dihydro-1H-imidazole-2-thione)pyridine)12Cu8}(PF6)8 In acetonitrile at 70℃; for 2h; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere; regioselective reaction; | 99% |
With silver tetrafluoroborate; C57H72Au4I4N12O4 In [D3]acetonitrile at 70℃; for 6h; Reagent/catalyst; Inert atmosphere; | 93% |
[RuVI(5,10,15,20-tetrakis(4-methylphenyl)porphyrinato(2-))O2]
2,6-dimethylaniline
[Ru(IV)(ttp)(NQu)(OH)]
Conditions | Yield |
---|---|
Stage #1: [RuVI(5,10,15,20-tetrakis(4-methylphenyl)porphyrinato(2-))O2]; 2,6-dimethylaniline In ethanol for 8h; Stage #2: With water In dichloromethane for 0.5h; | 100% |
[Ru(VI)(O)2(5,10,15,20-tetrakis(4-methoxyphenyl)porphyrinate)]
2,6-dimethylaniline
[Ru(IV)(4-OMe-ttp)(NQu)(OH)]
Conditions | Yield |
---|---|
Stage #1: [Ru(VI)(O)2(5,10,15,20-tetrakis(4-methoxyphenyl)porphyrinate)]; 2,6-dimethylaniline In ethanol for 8h; Stage #2: With water In dichloromethane for 0.5h; | 100% |
[Ru(VI)(meso-tetrakis(p-chlorophenyl)porphyrinato)O2]
2,6-dimethylaniline
[Ru(IV)(4-Cl-ttp)(NQu)(OH)]
Conditions | Yield |
---|---|
Stage #1: [Ru(VI)(meso-tetrakis(p-chlorophenyl)porphyrinato)O2]; 2,6-dimethylaniline In ethanol for 8h; Stage #2: With water In dichloromethane for 0.5h; | 100% |
salicylaldehyde
2,6-dimethylaniline
2-(((2,6-dimethylphenyl)imino)methyl)phenol
Conditions | Yield |
---|---|
In ethanol at 80℃; for 2h; Inert atmosphere; | 100% |
With magnesium sulfate In toluene for 4h; Inert atmosphere; Reflux; | 98% |
In isopropyl alcohol at 80℃; for 24h; Inert atmosphere; |
5-Nitrosalicylaldehyde
2,6-dimethylaniline
2-[(2,6-dimethylphenylimino)methyl]-4-nitrophenol
Conditions | Yield |
---|---|
In ethanol at 80℃; for 2h; Inert atmosphere; | 100% |
In isopropyl alcohol at 80℃; for 24h; Inert atmosphere; |
2,6-dimethylaniline
Conditions | Yield |
---|---|
In toluene at 20℃; for 48h; | 100% |
2,6-dimethylaniline
Conditions | Yield |
---|---|
In toluene at 20℃; for 48h; | 100% |
Conditions | Yield |
---|---|
With triethylamine In toluene Heating; | 99% |
With triethylamine In acetone at 20℃; Cooling with ice; | 93% |
With triethylamine In dichloromethane for 48h; Reflux; | 67% |
2-Bromoacetyl bromide
2,6-dimethylaniline
2-bromo-N-(2,6-dimethyl-phenyl)-acetamide
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane; water at 0℃; for 1h; | 99% |
With sodium carbonate In water pH=9 - 10; | 99% |
With triethylamine In chloroform at -10℃; for 2.25h; | 88% |
Conditions | Yield |
---|---|
99% | |
Stage #1: 2,6-dimethylaniline With n-butyllithium In hexane at -20 - 20℃; for 3h; Inert atmosphere; Stage #2: methyl iodide In diethyl ether at -20 - 20℃; Inert atmosphere; | 94% |
Stage #1: 2,6-dimethylaniline With n-butyllithium In hexane at -20 - 20℃; for 3h; Inert atmosphere; Stage #2: methyl iodide In diethyl ether at -20 - 20℃; Inert atmosphere; | 85% |
2,6-dimethylaniline
2,6-dimethyl-N-sulfinyl-benzenamine
Conditions | Yield |
---|---|
With thionyl chloride In benzene for 16h; Reflux; | 99% |
With thionyl chloride | |
With thionyl chloride In benzene Heating; | |
Multistep reaction; | |
With thionyl chloride In toluene Reflux; |
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.
(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
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