Product Name

  • Name

    2,6-Dimethylaniline

  • EINECS 201-758-7
  • CAS No. 87-62-7
  • Article Data192
  • CAS DataBase
  • Density 0.975 g/cm3
  • Solubility water: 7.5 g/L (20 °C)
  • Melting Point 10-12 °C(lit.)
  • Formula C8H11N
  • Boiling Point 217.9 °C at 760 mmHg
  • Molecular Weight 121.182
  • Flash Point 91.1 °C
  • Transport Information UN 1711 6.1/PG 2
  • Appearance colorless to reddish yellow liquid
  • Safety 23-25-36/37-61
  • Risk Codes 20/21/22-37/38-40-51/53
  • Molecular Structure Molecular Structure of 87-62-7 (2,6-Dimethylaniline)
  • Hazard Symbols HarmfulXn,DangerousN,ToxicT
  • 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;
  • PSA 26.02000
  • LogP 2.46680

Synthetic route

2,6-dimethylnitrobenzene
81-20-9

2,6-dimethylnitrobenzene

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
26334-20-3

2,6-dimethylphenylazide

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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%
N-methyl-2,6-dimethylaniline
767-71-5

N-methyl-2,6-dimethylaniline

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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%
4-amino-3,5-dimethyl-benzoic acid methyl ester
3095-48-5

4-amino-3,5-dimethyl-benzoic acid methyl ester

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
With sodium hydroxide In water at 60 - 130℃; under 4560.31 Torr; for 3.5h; Temperature;99.1%
2-(2,6-dimethylphenyl)-4,5,6,7-tetrafluoroisoindoline-1,3-dione

2-(2,6-dimethylphenyl)-4,5,6,7-tetrafluoroisoindoline-1,3-dione

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
With ethylenediamine In ethanol at 65℃; for 14h;99%
2,6-dimethyl-1-chlorobenzene
6781-98-2

2,6-dimethyl-1-chlorobenzene

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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%
3,5-dimethyl-4-aminobenzoic acid ethyl ester
3095-47-4

3,5-dimethyl-4-aminobenzoic acid ethyl ester

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
With potassium hydroxide In water at 60 - 125℃; under 2280.15 Torr; for 3h;97.5%
1,2-dimethoxybenzene
91-16-7

1,2-dimethoxybenzene

N-(2,6-diimethylphenyl)benzamide
18109-39-2

N-(2,6-diimethylphenyl)benzamide

A

3,4-dimethoxybenzophenone
4038-14-6

3,4-dimethoxybenzophenone

B

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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%
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
39604-15-4

2,6-dimethylphenyl diethyl phosphate

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
With potassium; potassium amide In diethyl ether; ammonia at -78℃; 1.0-1.2 h;95%
2,6-dimethylbenzene boronic acid
100379-00-8

2,6-dimethylbenzene boronic acid

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
2-Bromo-m-xylene
576-22-7

2-Bromo-m-xylene

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
N'-(2,6-methyl-phenyl)-N,N-dimethyl-formamidine

N'-(2,6-methyl-phenyl)-N,N-dimethyl-formamidine

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
627-37-2

N-methyl-N-allylamine

N-(2,6-dimethylphenyl)benzimidamide
16239-27-3

N-(2,6-dimethylphenyl)benzimidamide

A

1,4-dimethyl-2-phenyl-4,5-dihydro-1H-imidazole

1,4-dimethyl-2-phenyl-4,5-dihydro-1H-imidazole

B

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
With bis(trimethylsilyl)amide yttrium(III) In neat (no solvent) at 100℃; for 120h; Inert atmosphere;A 86%
B n/a
N'-(2,6-dimethyl-phenyl)-N,N-dibenzyl-formamidine

N'-(2,6-dimethyl-phenyl)-N,N-dibenzyl-formamidine

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
77470-78-1

5-chloropentano-2',6'-xylidide

diethylamine
109-89-7

diethylamine

A

5-(diethylamino)pentano-2',6'-xylidide
77470-82-7

5-(diethylamino)pentano-2',6'-xylidide

B

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
With sodium iodide In ethanol for 48h; Heating;A 82%
B n/a
2,6-dimethyl-N-methylene benzamine
35203-02-2

2,6-dimethyl-N-methylene benzamine

A

N-methyl-2,6-dimethylaniline
767-71-5

N-methyl-2,6-dimethylaniline

B

N,N,2,6-tetramethylaniline
769-06-2

N,N,2,6-tetramethylaniline

C

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
105887-12-5

(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
105915-43-3

N-(2,6-dimethylphenyl) 2-acetyl 2-hydroxypropanamide

B

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
100379-00-8

2,6-dimethylbenzene boronic acid

A

2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

B

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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-(2,6-bismethylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

2-(2,6-bismethylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
With O-Methylhydroxylamin; n-butyllithium In tetrahydrofuran; hexane at -78 - 60℃; for 24h; Inert atmosphere; Cooling with acetone-dry ice; stereospecific reaction;71%
2-methyl-6-(thiomethoxymethyl)-aniline

2-methyl-6-(thiomethoxymethyl)-aniline

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
66%
2,6-dimethylcyclohexanone
2816-57-1

2,6-dimethylcyclohexanone

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
77470-76-9

4-chlorobutyro-2',6'-xylidide

diethylamine
109-89-7

diethylamine

A

N-(2,6-dimethylphenylcarbamoylpropyl)diethylamine
21236-53-3

N-(2,6-dimethylphenylcarbamoylpropyl)diethylamine

B

1-(2,6-dimethylphenyl)pyrrolidin-2-one
77470-81-6

1-(2,6-dimethylphenyl)pyrrolidin-2-one

C

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
In toluene for 2h; Heating;A 31%
B 60%
C n/a
3-Methoxy-pyridine-2-carboxylic acid (2,6-dimethyl-phenyl)-amide
160938-51-2

3-Methoxy-pyridine-2-carboxylic acid (2,6-dimethyl-phenyl)-amide

A

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

B

3-Methoxy-1,4,5,6-tetrahydro-pyridine-2-carboxylic acid (2,6-dimethyl-phenyl)-amide

3-Methoxy-1,4,5,6-tetrahydro-pyridine-2-carboxylic acid (2,6-dimethyl-phenyl)-amide

Conditions
ConditionsYield
With water In methanol at 25℃; electrochemical reduction;A 60%
B 5%
η6-2,6-dimethylaniline-η5-cyclopentadienyliron hexafluorophosphate

η6-2,6-dimethylaniline-η5-cyclopentadienyliron hexafluorophosphate

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
Sample heated for 1.0 h at 200-220°C and 1 torr.;60%
N1,N2-bis(2,6-dimethylphenyl)ethane-1,2-diimine
49673-43-0

N1,N2-bis(2,6-dimethylphenyl)ethane-1,2-diimine

1,2-phenylenediacetonitrile
613-73-0

1,2-phenylenediacetonitrile

A

naphthalene-1,4-dicarbonitrile
3029-30-9

naphthalene-1,4-dicarbonitrile

B

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl-formamide at 100℃; for 15h;A 58%
B n/a
m-xylene
108-38-3

m-xylene

A

3,5-dimethylaminoaniline
108-69-0

3,5-dimethylaminoaniline

B

2,4-Xylidine
95-68-1

2,4-Xylidine

C

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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;
N-methyl-N-allylamine
627-37-2

N-methyl-N-allylamine

C49H53N6OY

C49H53N6OY

A

1,4-dimethyl-2-phenyl-4,5-dihydro-1H-imidazole

1,4-dimethyl-2-phenyl-4,5-dihydro-1H-imidazole

B

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
105887-10-3

Acetic acid 1-(2,6-dimethyl-phenylcarbamoyl)-1-methyl-2-oxo-propyl ester

A

N,N'-di (2,6-dimethylphenyl) urea
25348-08-7

N,N'-di (2,6-dimethylphenyl) urea

B

N-(2,6-dimethylphenyl) 2-acetyl 2-hydroxypropanamide
105915-43-3

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
105915-44-4

2,3-Dimethyl-5-oxo-2,5-dihydro-furan-2-carboxylic acid (2,6-dimethyl-phenyl)-amide

D

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Conditions
ConditionsYield
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
formic acid
64-18-6

formic acid

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

2,6-dimethylformanilide
607-92-1

2,6-dimethylformanilide

Conditions
ConditionsYield
In toluene Reflux;100%
In toluene Reflux;100%
In toluene Reflux;100%
2,4,6-trinitrochlorobenzene
88-88-0

2,4,6-trinitrochlorobenzene

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

(2,6-dimethyl-phenyl)-picryl-amine

(2,6-dimethyl-phenyl)-picryl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃;100%
Carbonylbis(isocyaniddichlorid)
26551-87-1

Carbonylbis(isocyaniddichlorid)

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

4,6-Dichlor-5-(2,6-dimethylphenyl)-1,3,5-triazin-2(5H)-on
84384-14-5

4,6-Dichlor-5-(2,6-dimethylphenyl)-1,3,5-triazin-2(5H)-on

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 0.75h;100%
2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Acetic formic anhydride
2258-42-6

Acetic formic anhydride

2,6-dimethylformanilide
607-92-1

2,6-dimethylformanilide

Conditions
ConditionsYield
In tetrahydrofuran at -20℃; for 0.25h;100%
In tetrahydrofuran at 20℃;
In dichloromethane at 20℃; for 2h;
2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

Trimethylacetic acid
75-98-9

Trimethylacetic acid

2,2-dimethyl-N-(2,6-dimethylphenyl)propionamide
39627-97-9

2,2-dimethyl-N-(2,6-dimethylphenyl)propionamide

Conditions
ConditionsYield
With diphosphorus tetraiodide In tetrachloromethane; dichloromethane Heating;100%
1,2-dibromo-4,5-dimethylbenzene
24932-48-7

1,2-dibromo-4,5-dimethylbenzene

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

N,N'-bis(2,6-dimethylphenyl)-4,5-dimethyl-o-phenylenediamine

N,N'-bis(2,6-dimethylphenyl)-4,5-dimethyl-o-phenylenediamine

Conditions
ConditionsYield
With ammonium chloride; sodium t-butanolate; palladium diacetate In water; argon; toluene100%
With palladium diacetate; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; for 14h;75%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

N-tert-butoxycarbonyl-2,6-dimethylaniline

N-tert-butoxycarbonyl-2,6-dimethylaniline

Conditions
ConditionsYield
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
2,4-dinitrophenyl 2,4,6-trinitrophenyl ether
5950-87-8

2,4-dinitrophenyl 2,4,6-trinitrophenyl ether

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

(2,6-dimethyl-phenyl)-picryl-amine

(2,6-dimethyl-phenyl)-picryl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃;100%
In acetonitrile at 25℃; Equilibrium constant; Kinetics; Further Variations:; title comp. concentration;
2-chloroacetylisocyanate
4461-30-7

2-chloroacetylisocyanate

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

C11H13ClN2O2

C11H13ClN2O2

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
In dichloromethane at 20℃;
2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

3-(2,6-dimethyl phenyl carbamoyl)-5-acetoxymethyl isoxazole
130403-23-5

3-(2,6-dimethyl phenyl carbamoyl)-5-acetoxymethyl isoxazole

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In tetrahydrofuran100%
With triethylamine; trichlorophosphate In tetrahydrofuran100%
2,4,6-trinitrophenyl phenyl ether
6973-40-6

2,4,6-trinitrophenyl phenyl ether

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

(2,6-dimethyl-phenyl)-picryl-amine

(2,6-dimethyl-phenyl)-picryl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃; Kinetics;100%
1-(4-nitrophenoxy)-2,4,6-trinitrobenzene
10242-31-6

1-(4-nitrophenoxy)-2,4,6-trinitrobenzene

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

(2,6-dimethyl-phenyl)-picryl-amine

(2,6-dimethyl-phenyl)-picryl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃; Kinetics; Concentration;100%
2-nitrophenyl 2,4,6-trinitrophenyl ether
10242-30-5

2-nitrophenyl 2,4,6-trinitrophenyl ether

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

(2,6-dimethyl-phenyl)-picryl-amine

(2,6-dimethyl-phenyl)-picryl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃; Kinetics; Concentration;100%
2,6-dinitrophenyl 2,4,6-trinitrophenyl ether
103612-93-7

2,6-dinitrophenyl 2,4,6-trinitrophenyl ether

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

(2,6-dimethyl-phenyl)-picryl-amine

(2,6-dimethyl-phenyl)-picryl-amine

Conditions
ConditionsYield
In acetonitrile at 25℃; Kinetics; Concentration;100%
phenylacetylene
536-74-3

phenylacetylene

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

2,6-dimethyl-N-(1-phenylethylidene)benzenamine
75472-72-9, 75472-77-4, 10228-84-9

2,6-dimethyl-N-(1-phenylethylidene)benzenamine

Conditions
ConditionsYield
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]
138735-96-3

[RuVI(5,10,15,20-tetrakis(4-methylphenyl)porphyrinato(2-))O2]

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

[Ru(IV)(ttp)(NQu)(OH)]
1237762-58-1

[Ru(IV)(ttp)(NQu)(OH)]

Conditions
ConditionsYield
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)]
138735-97-4

[Ru(VI)(O)2(5,10,15,20-tetrakis(4-methoxyphenyl)porphyrinate)]

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

[Ru(IV)(4-OMe-ttp)(NQu)(OH)]
1237762-71-8

[Ru(IV)(4-OMe-ttp)(NQu)(OH)]

Conditions
ConditionsYield
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]
138735-98-5

[Ru(VI)(meso-tetrakis(p-chlorophenyl)porphyrinato)O2]

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

[Ru(IV)(4-Cl-ttp)(NQu)(OH)]
1237762-72-9

[Ru(IV)(4-Cl-ttp)(NQu)(OH)]

Conditions
ConditionsYield
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
90-02-8

salicylaldehyde

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

2-(((2,6-dimethylphenyl)imino)methyl)phenol
54220-52-9

2-(((2,6-dimethylphenyl)imino)methyl)phenol

Conditions
ConditionsYield
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
97-51-8

5-Nitrosalicylaldehyde

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

2-[(2,6-dimethylphenylimino)methyl]-4-nitrophenol
339991-46-7

2-[(2,6-dimethylphenylimino)methyl]-4-nitrophenol

Conditions
ConditionsYield
In ethanol at 80℃; for 2h; Inert atmosphere;100%
In isopropyl alcohol at 80℃; for 24h; Inert atmosphere;
(NCNdipp)3Lu3(μ2-Me)3(μ3-Me)(μ3-CH2)

(NCNdipp)3Lu3(μ2-Me)3(μ3-Me)(μ3-CH2)

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

(PhC(NC6H3iPr2-2,6)2)3Lu3(μ2-Me)3(μ3-Me)(μ-η1:η3-NC6H3Me2-2,6)

(PhC(NC6H3iPr2-2,6)2)3Lu3(μ2-Me)3(μ3-Me)(μ-η1:η3-NC6H3Me2-2,6)

Conditions
ConditionsYield
In toluene at 20℃; for 48h;100%
(NCNdipp)3Y3(μ2-Me)3(μ3-Me)(μ3-CH2)

(NCNdipp)3Y3(μ2-Me)3(μ3-Me)(μ3-CH2)

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

(PhC(NC6H3iPr2-2,6)2)3Y3(μ2-Me)3(μ3-Me)(μ-η1:η3-NC6H3Me2-2,6)

(PhC(NC6H3iPr2-2,6)2)3Y3(μ2-Me)3(μ3-Me)(μ-η1:η3-NC6H3Me2-2,6)

Conditions
ConditionsYield
In toluene at 20℃; for 48h;100%
benzoyl chloride
98-88-4

benzoyl chloride

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

N-(2,6-diimethylphenyl)benzamide
18109-39-2

N-(2,6-diimethylphenyl)benzamide

Conditions
ConditionsYield
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
598-21-0

2-Bromoacetyl bromide

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

2-bromo-N-(2,6-dimethyl-phenyl)-acetamide
32433-61-7

2-bromo-N-(2,6-dimethyl-phenyl)-acetamide

Conditions
ConditionsYield
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%
2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

methyl iodide
74-88-4

methyl iodide

N-methyl-2,6-dimethylaniline
767-71-5

N-methyl-2,6-dimethylaniline

Conditions
ConditionsYield
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
87-62-7

2,6-dimethylaniline

2,6-dimethyl-N-sulfinyl-benzenamine
17420-02-9, 52867-02-4

2,6-dimethyl-N-sulfinyl-benzenamine

Conditions
ConditionsYield
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;

2,6-Dimethylaniline Chemical Properties

IUPAC Name: 2,6-dimethylaniline
Synonyms: 2,6-dimethyl-anilin;2,6-Dimethylbenzenamine;2,6-dimethylphenylamine;2,6-dimethyl-benzenamin;2,6-dimethyl-Benzenamine;2,6-Dimethylbenzeneamine;2,6-Dimethyl-phenylamine;2,6-DMA;
The Molecular formula of 2,6-Dimethylaniline(87-62-7): C8H11N
The Molecular Weight of 2,6-Dimethylaniline(87-62-7): 121.18
Molecular Structure : 
EINECS: 201-758-7
Melting point: 10-12 °C(lit.)
Boiling point: 216 °C
Flash point: 196 °F
density: 0.984 g/mL at 25 °C(lit.)
vapor pressure: <0.01 mm Hg ( 20 °C)
refractive index: n20/D 1.560(lit.)
Water Solubility: 7.5 g/L (20 oC)

2,6-Dimethylaniline Uses

2,6-Dimethylaniline(87-62-7) is used as a pesticide, pharmaceutical intermediate.

2,6-Dimethylaniline Toxicity Data With Reference

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.

2,6-Dimethylaniline Safety Profile

The Hazard Codes of 2,6-Dimethylaniline(87-62-7):  Xn,  N,  T
HazardClass: 6.1
The Risk Statements information of 2,6-Dimethylaniline(87-62-7):
40:  Limited evidence of a carcinogenic effect 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
37/38:  Irritating to respiratory system and skin 
51/53:  Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
The Safety Statements information of 2,6-Dimethylaniline(87-62-7):
23:  Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) 
25:  Avoid contact with eyes 
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
36/37:  Wear suitable protective clothing and gloves 
RIDADR: UN 1711 6.1/PG 2
WGK Germany: 2
RTECS: ZE9275000
F: 8

2,6-Dimethylaniline Specification

(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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