2,4,6-Trimethylaniline supplier

Name
2,4,6-Trimethylaniline
EINECS 201-794-3
CAS No. 88-05-1
Article Data118
CAS DataBase
Density 0.962 g/cm³
Solubility Immiscible with water
Melting Point -5 °C
Formula C₉H₁₃N
Boiling Point 231.3 °C at 760 mmHg
Molecular Weight 135.209
Flash Point 96.1 °C
Transport Information UN 2810 6.1/PG 2
Appearance clear yellow to brown liquid
Safety 26-28-36/37-45-28A
Risk Codes 21/22-26-36/38-33-23/24/25
Molecular Structure
Hazard Symbols T+,T
Synonyms Aniline,2,4,6-trimethyl- (6CI,8CI);1-Amino-2,4,6-trimethylbenzene;2,4,6-Trimethylbenzenamine;2-Aminomesitylene;Aminomesitylene;Mesidin;Mesidine;Mesitylamine;Mesitylene, 2-amino-;NSC 31;
PSA 26.02000
LogP 2.77520

Synthetic route

: 952-92-1
1-Benzyl-1,4-dihydronicotinamide

A: 16183-83-8
1-benzyl-3-carbamoylpyridinium ion

B: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
In acetonitrile at 25℃; Kinetics;	A 100% B 85%

: 13021-14-2
N-methyl-2,4,6-trimethylaniline

: 88-05-1
2,4,6-trimethylaniline

Conditions

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%

: 603-71-4
nitromesitylene

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran for 12h;	99%
With titanium tetrachloride; di-isobutyl telluride In dichloromethane for 0.5h; Ambient temperature;	98%
With hydrogen In tetrahydrofuran; water at 120℃; under 37503.8 Torr; for 24h; chemoselective reaction;	96%

: 576-83-0
2,4,6-trimethylphenyl bromide

: 88-05-1
2,4,6-trimethylaniline

Conditions

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;	99%
With copper(l) iodide; sodium azide; N,N`-dimethylethylenediamine In dimethyl sulfoxide at 100℃; for 10h; Inert atmosphere;	72%
Stage #1: 2,4,6-trimethylphenyl bromide With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: With 3-tert-butyl-3-phenyloxaziridine In tetrahydrofuran; toluene at -45℃; for 2h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Reagent/catalyst; Inert atmosphere;	31%

: 1667-01-2
2,4,6-Trimethylacetophenone

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With methanol; O-benzenesulfonyl-acetohydroxamic acid ethyl ester; toluene-4-sulfonic acid at 23℃; for 24h; Inert atmosphere;	96%
With ethanol; hydroxylamine hydrochloride at 160℃; und Erhitzen mit Salzsaeure im Druckrohr;

: 20488-59-9
anti-2,2',4,4',6,6'-Hexamethylazobenzene

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With sodium dithionite In methanol; dichloromethane; water for 3h; Heating;	96%

: 603-71-4
nitromesitylene

A: 88-05-1
2,4,6-trimethylaniline

B tellurium: tellurium

Conditions

Conditions	Yield
With disodium telluride In 1,4-dioxane; water at 50℃; for 2h;	A 95% B n/a

: 137129-03-4
N,N-dibenzyl-2,4,6-trimethylaniline

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h;	95%

: 201230-82-2
carbon monoxide

: 603-71-4
nitromesitylene

A: 2958-62-5
mesityl isocyanate

B: 6095-81-4
1,3-bis(2,4,6-trimethylphenyl)urea

C: 20488-59-9
anti-2,2',4,4',6,6'-Hexamethylazobenzene

D: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
Vanadium (III) chloride-(tris-tetrahydrofuran); (Bu4N) In various solvent(s) at 120℃; for 0.5h; Product distribution; further catalysts, other reaction times;	A 94% B n/a C n/a D n/a
Vanadium (III) chloride-(tris-tetrahydrofuran); (Bu4N) In various solvent(s) at 120℃; for 0.5h;	A 94% B n/a C n/a D n/a

...Expand

: 86249-71-0
2,3,5,6-tetrafluoro-4-(2,4,6-trimethylphenylazo)pyridine

A: 1682-20-8
2,3,5,6-tetrafluoropyridin-4-amine

B: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With sodium disulfite; hydrogen iodide for 1h; Heating;	A 31% B 93%

: 10-Methyl-4a,9,9a,10-tetrahydro-acridine

A: acridinium

B: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
In acetonitrile at 25℃; Kinetics;	A 93% B 78%

: 5980-97-2
mesitylboronic acid

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 12h;	92%
With caesium carbonate; O-(2,4-dinitrophenyl)hydroxylamine In 1,2-dichloro-ethane at 25℃; for 48h; Inert atmosphere;	42%

: 108-67-8
1,3,5-trimethyl-benzene

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With tert-butyl N-tosyloxycarbamate at 20℃; for 36h; Solvent; Reagent/catalyst; Temperature; Concentration; chemoselective reaction;	89%
With 16-crown-6; 1-aminoquinolinium perchlorate In trifluoroacetic acid for 4h; Irradiation;	80%
With hydrogenchloride; aluminium trichloride; sodium azide In various solvent(s) at 20℃;	76%

: 67565-93-9
N-(diphenyl methylene)-2,4,6-trimethylaniline

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
Acid hydrolysis;	87%

: 356031-47-5
2,4,6-trimethylphenyl p-toluenesulfonate

: 88-05-1
2,4,6-trimethylaniline

Conditions

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 50℃; for 24h; Inert atmosphere;	86%

: 56700-69-7
(2,4,6-trimethyl-phenyl)-carbamic acid tert-butyl ester

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With methanol; oxalyl dichloride at 20℃; for 2h;	83%

: 392-69-8
1-fluoro-2,4,6-trimethylbenzene

: 128190-66-9, 25088-58-8
potassium enolate of acetone

A: 42797-68-2
1-(2,4,6-trimethylphenyl)-2-propanone

B: 27645-30-3
1-(2,4,6-Trimethylphenyl)-2-propanol

C: 88-05-1
2,4,6-trimethylaniline

D: 108-67-8
1,3,5-trimethyl-benzene

Conditions

Conditions	Yield
With ammonia; potassium amide at -33℃; Product distribution; Rate constant;	A 2.8% B 5.6% C 11.7% D 80%
With ammonia; potassium amide at -33℃;	A 1.8 % Chromat. B 3.1 % Chromat. C 18.2 % Chromat. D 77 % Chromat.
With ammonia; potassium amide at -33℃;	A 2.8 % Chromat. B 5.6 % Chromat. C 11.7 % Chromat. D 80 % Chromat.

...Expand

: 122422-41-7
dimesityl-1,3-tetraphenylcyclodigermazane

: 3383-21-9
3,5-di-tert-butyl-o-benzoquinone

A: 110577-23-6
2,2-diphenyl(6,8-di-t-butyl)-4,5-benzo-2-germa-1,3-dioxolane

B: 112079-83-1
ditertiobutyl-2,4 (trimethyl-2,4,6 phenylimino)-6 cyclohexadiene-2,4 one-1

C: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
In benzene-d6 inert atmosphere (Ar or N2); 100°C, 12 h; not isolated; (1)H-NMR;	A n/a B <1 C 80%

...Expand

: 122422-42-8
(C6H5)2ClGeNHC6H2(CH3)3

: 3383-21-9
3,5-di-tert-butyl-o-benzoquinone

A: 110577-23-6
2,2-diphenyl(6,8-di-t-butyl)-4,5-benzo-2-germa-1,3-dioxolane

B: 112079-83-1
ditertiobutyl-2,4 (trimethyl-2,4,6 phenylimino)-6 cyclohexadiene-2,4 one-1

C: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene-d6 byproducts: DBU*HCl; inert atmosphere (Ar or N2); 20°C, 17 h; (1)H-NMR; evapn., pentane addn., filtn.;	A 67% B <1 C 80%

...Expand

: 1667-04-5
2-bromomesitylene

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With ammonium sulfate; bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate at 100 - 110℃; for 12h;	72%

: 480-63-7
mesitylenecarboxylic acid

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
Stage #1: mesitylenecarboxylic acid With trifluorormethanesulfonic acid; trimethylsilylazide In chloroform at 90℃; for 0.06h; Schmidt Reaction; Flow reactor; Stage #2: With water In methanol; chloroform at 20℃; Schmidt Reaction; Flow reactor;	71%

: 576-83-0
2,4,6-trimethylphenyl bromide

A: 88-05-1
2,4,6-trimethylaniline

B: 108-67-8
1,3,5-trimethyl-benzene

Conditions

Conditions	Yield
With sodium amide In diethyl ether; ammonia for 2h; Irradiation;	A 70% B 6%
With sodium amide In diethyl ether; ammonia for 2h; Product distribution; Irradiation; variation of reaction conditions;	A 70% B 6%

: 36016-39-4
N-(tert-butoxycarbonyl)-O-(mesitylsulfonyl)hydroxylamine

: 108-67-8
1,3,5-trimethyl-benzene

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; trifluoroacetic acid In 2,2,2-trifluoroethanol at 0℃; for 25h; regioselective reaction;	70%
With Rh2(esp)2; trifluoroacetic acid In 2,2,2-trifluoroethanol at 0 - 20℃; for 25h; Inert atmosphere;	70%

: 17455-13-9
18-crown-6 ether

: potassium graphite

: C52H58Br2N8Ni2

A: C12H24O6*2C17H19N3(1-)*K(1+)*Ni(1+)

B: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
In benzene at 20℃; for 12h; Inert atmosphere;	A 70% B n/a

...Expand

: 4028-63-1
iodomesitylene

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere; Sealed tube;	60%

: 1165952-92-0
cyclohexa-1,4-diene

A: 88-05-1
2,4,6-trimethylaniline

B: 71-43-2
benzene

Conditions

Conditions	Yield
In acetonitrile at 25℃; Kinetics;	A 26% B 60%

: 96-76-4
2,4-di-tert-Butylphenol

: C28H33MnN5O4

A: 6390-69-8
3,3',5,5'-tetra(tert-butyl)biphenyl-2,2'-diol

B: [MnIII(3,4,8,9-tetrahydro-3,3,6,6,9-hexamethyl-1H-1,4,8,11-benzotetraazocyclotridecane-2,5,7,10-(6H,11H)-tetrone)]-

C: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	A 25% B n/a C 56%

...Expand

: 56222-36-7
N,N'-bis(2,4,6-trimethylphenyl)ethanediimine

: 613-73-0
1,2-phenylenediacetonitrile

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

B: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 100℃; for 15h;	A 54% B n/a

...Expand

: 124862-47-1
azidotri-2,4,6-trimethylphenylgermane

A: 124862-49-3
diethoxybis(2,4,6-trimethylphenyl)germane

B: 124862-48-2
Ge(C6H2(CH3)3)2NHCH2(C6H2(CH3)2)

C: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With ethanol In ethanol; cyclohexane	A 14% B 50% C 11%

...Expand

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 108-67-8
1,3,5-trimethyl-benzene

: 88-05-1
2,4,6-trimethylaniline

Conditions

Conditions	Yield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; trifluoroacetic acid In 2,2,2-trifluoroethanol at 0℃; for 0.5h; regioselective reaction;	49%
With Rh2(esp)2 In 2,2,2-trifluoroethanol at 0℃; for 0.5h; Inert atmosphere;	49%

: 85-44-9
phthalic anhydride

: 88-05-1
2,4,6-trimethylaniline

: 93315-97-0
1-(N-phthalimido)-2,4,6-trimethylbenzene

Conditions

Conditions	Yield
With acetic acid at 150℃; for 2h; Inert atmosphere;	100%
With acetic acid at 140℃; for 12h;	90%
With 1H-imidazole at 140℃; for 3h; Inert atmosphere; Schlenk technique;	22%

: 108-24-7
acetic anhydride

: 88-05-1
2,4,6-trimethylaniline

: 5096-21-9
N-mesitylacetamide

Conditions

Conditions	Yield
at 0 - 20℃; for 2.5h; Inert atmosphere; Schlenk technique;	100%
With sulfonic acid-functionalized hyper-cross-linked poly(2-naphthol) In neat (no solvent) at 25℃; for 0.166667h; Green chemistry; chemoselective reaction;	93%
With N,N,N-trimethyl-2-(sulfooxy)ethanaminium chloride In neat (no solvent) at 20℃; for 0.216667h; Milling; Green chemistry;	90%

: 4755-77-5
Ethyl oxalyl chloride

: 88-05-1
2,4,6-trimethylaniline

: 79354-30-6
2-(2,4,6-trimethylphenylamino)-2-oxoacetic acid ethyl ester

Conditions

Conditions	Yield
With pyridine at 20℃; for 1.5h; Inert atmosphere;	100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	97%
In tetrahydrofuran at 70℃; for 1h;	96%

: 99-94-5
p-Toluic acid

: 88-05-1
2,4,6-trimethylaniline

: 86489-65-8
N-(2,4,6-trimethylphenyl)-4-methylbenzamide

Conditions

Conditions	Yield
With diphosphorus tetraiodide In tetrachloromethane; dichloromethane Heating;	100%

: 28899-97-0
triphenylbismuth(V) diacetate

: 88-05-1
2,4,6-trimethylaniline

: 23592-67-8
N-mesitylaniline

Conditions

Conditions	Yield
With copper(II) dipivaloate In dichloromethane for 0.0833333h; Product distribution; Ambient temperature; other BiV reagents; copper-catalyzed phenylation of amines by BiV reagents;	100%
copper In dichloromethane for 24h; Ambient temperature;	92%
With copper(II) dipivaloate In dichloromethane for 0.0833333h; Ambient temperature;	100 % Chromat.

: 24424-99-5
di-tert-butyl dicarbonate

: 88-05-1
2,4,6-trimethylaniline

: 56700-69-7
(2,4,6-trimethyl-phenyl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With indium(III) bromide at 30 - 35℃; for 0.5h;	100%
Stage #1: 2,4,6-trimethylaniline With triethylamine In tetrahydrofuran; water at 20℃; for 0.0833333h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 0 - 20℃; for 6h;	100%
In tetrahydrofuran for 168h; Heating;	98%

: 88-05-1
2,4,6-trimethylaniline

: trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride

: 5,6-dihydro-2-trifluoromethyl-N-(2,4,6-trimethyl)phenyl-1,4-dioxin-3-carboxamide

Conditions

Conditions	Yield
Stage #1: trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride With pyridine; polystyrene-bound 4-hydroxy-3-nitrobenzophenone In dichloromethane at 20℃; for 24h; Acylation; Stage #2: 2,4,6-trimethylaniline With triethylamine In acetonitrile for 14h; Acylation; Heating;	100%

: 536-74-3
phenylacetylene

: 88-05-1
2,4,6-trimethylaniline

: 75472-71-8, 17432-52-9
N-(1-phenylethylidene)-2,4,6-trimethylaniline

Conditions

Conditions	Yield
With [Zn2Cp*3]+[B(3,5-(CF3)2C6H3)4]- at 20℃; for 72h; Reagent/catalyst; Inert atmosphere; Schlenk technique; regioselective reaction;	100%
With C18H5AlF36O4Zn In benzene-d6 at 60℃; for 1h; Inert atmosphere; regioselective reaction;	100%
With C30H36FeP22Au(1+)Cl(1-)*C32H12BF24(1-) In (2)H8-toluene at 120℃; for 6h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube; Glovebox;	100%

: 88-05-1
2,4,6-trimethylaniline

: 926625-25-4
(Z)-4-[2,4,6-Tris-(bis-trimethylsilanyl-methyl)-phenylamino]-pent-3-en-2-one

: 926625-28-7
C41H78N2Si6

Conditions

Conditions	Yield
With titanium tetrachloride In toluene for 16h; Heating;	100%
With titanium tetrachloride In toluene for 16h; Heating;	94%

: 88-05-1
2,4,6-trimethylaniline

: 583-53-9
1,2-dibromobenzene

: 852414-57-4
N1,N2-bis(2,4,6-trimethylphenyl)-1,2-benzenediamine

Conditions

Conditions	Yield
With ammonium chloride; sodium t-butanolate; palladium diacetate In water; argon; toluene	100%
With tri-tert-butylphosphonium tetrafluoroborate; palladium diacetate; sodium t-butanolate In toluene at 60 - 135℃; Inert atmosphere;	87%
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; palladium diacetate In toluene for 12h; Heating;	86%

: 88-05-1
2,4,6-trimethylaniline

: 6334-11-8
2,4,6-trimethylaniline hydrochloric acid salt

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether at 0 - 20℃; for 0.5h;	100%

: 3529-82-6
3-nitrophenyl isothiocyanate

: 88-05-1
2,4,6-trimethylaniline

: 851886-25-4
1-(mesityl)-3-(3-nitrophenyl)thiourea

Conditions

Conditions	Yield
In methanol at 20℃; for 2h;	100%
In methanol at 20℃; for 2h;

: 2-(2,3,4,5-tetramethylcyclopentadienyl)-benzaldehyde

: 88-05-1
2,4,6-trimethylaniline

: N-[2-(2,3,4,5-tetramethylcyclopentadienyl)phenylmethylene]-N-(2,4,6-trimethylphenyl)amine

Conditions

Conditions	Yield
acetic acid In ethanol at 20℃;	100%

: 20769-85-1
2-bromoisobutyric acid bromide

: 88-05-1
2,4,6-trimethylaniline

: 101263-21-2
2-bromo-N-mesityl-2-methylpropanamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	100%
With triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	94%

: 122-51-0
orthoformic acid triethyl ester

: 88-05-1
2,4,6-trimethylaniline

: 75105-48-5
N,N'-dimesitylformamidine

Conditions

Conditions	Yield
With acetic acid In neat (no solvent) at 160℃; for 3h;	100%
With acetic acid In neat (no solvent) at 120 - 160℃; for 4h;	98%
With acetic acid at 90 - 120℃; for 4 - 6h; Product distribution / selectivity;	92%

: 931-48-6
2-cyclohexylacetylene

: 88-05-1
2,4,6-trimethylaniline

: N-(1-(cyclohexyl)ethylidene)-2,4,6-trimethylaniline

Conditions

Conditions	Yield
With C18H5AlF36O4Zn In benzene-d6 at 60℃; for 8h; Inert atmosphere; regioselective reaction;	100%
With AuC34H47N(1+)*B(C6F5)4(1-)=(AuC34H47N)(B(C6F5)4) In benzyl methyl ether; benzene-d6 at 90℃; for 24h; Inert atmosphere;	82 %Spectr.
(C4HN(adamantyl)Me2(2,6-diisopropylphenyl))AuCl; potassium tetrakis(pentafluorophenyl)borate In benzyl methyl ether; benzene-d6 at 90℃; for 24h; Product distribution / selectivity; Inert atmosphere;	82 %Spectr.

: 88-05-1
2,4,6-trimethylaniline

: 766-97-2
4-n-methylphenylacetylene

: 1227637-88-8
2,4,6-trimethyl-N-(1-(p-tolyl)ethylidene)aniline

Conditions

Conditions	Yield
With C18H5AlF36O4Zn In benzene-d6 at 60℃; for 1h; Inert atmosphere; regioselective reaction;	100%
With silver tetrafluoroborate; {(2,6-bis(1-isopropyl-2,3-dihydro-1H-imidazole-2-thione)pyridine)12Cu8}(PF6)8 In acetonitrile at 70℃; Reagent/catalyst; Schlenk technique; Inert atmosphere; regioselective reaction;	98%
With silver tetrafluoroborate; [1-(3,3-dimethyl-2-oxobutyl)-4-benzyl-1,2,4-triazol-5-ylidene]AuCl; acetonitrile at 90℃; for 12h; regioselective reaction;	93 %Chromat.

: 766-96-1
4-bromo-1-ethynylbenzene

: 88-05-1
2,4,6-trimethylaniline

: 1318024-67-7
N-[1-(4-bromophenyl)ethylidene]-2,4,6-trimethylaniline

Conditions

Conditions	Yield
With C18H5AlF36O4Zn In benzene-d6 at 60℃; for 0.5h; Inert atmosphere; regioselective reaction;	100%
With decamethyldizincocene; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In benzene-d6 at 20℃; for 21.66h; regioselective reaction;	95 %Spectr.
With (η1,η5)bis(pentamethylcyclopentadienyl)zinc; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In benzene-d6 at 60℃; for 0.5h; Inert atmosphere; regioselective reaction;

: 88-05-1
2,4,6-trimethylaniline

: 17573-94-3
4-ethynyl-N,N-dimethylaniline

: 1318024-68-8
N-[1-(4-(dimethylamino)phenyl)ethylidene]-2,4,6-trimethylaniline

Conditions

Conditions	Yield
With C18H5AlF36O4Zn In benzene-d6 at 60℃; for 2h; Inert atmosphere; regioselective reaction;	100%
With decamethyldizincocene; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In benzene-d6 at 20℃; for 21.75h; regioselective reaction;	96 %Spectr.
With bis(pentamethylcyclopentadienyl)dizinc; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In benzene-d6 at 20℃; for 21.75h; Inert atmosphere; regioselective reaction;

: 16859-59-9
3-hydroxy-1(3H)-isobenzofuranone

: 88-05-1
2,4,6-trimethylaniline

: 1332980-69-4
3-(2,4,6-trimethylphenylamino)phthalide

Conditions

Conditions	Yield
In isopropyl alcohol Reflux;	100%

: C20H23NO2

: 88-05-1
2,4,6-trimethylaniline

: 1349188-96-0
C29H34N2O

Conditions

Conditions	Yield
With acetic acid In toluene	100%

: 1400792-42-8
C17H26FeO2Si2

: 88-05-1
2,4,6-trimethylaniline

: 1400792-54-2
C26H37FeNOSi2

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 125℃; for 4.5h; Inert atmosphere; Schlenk technique;	100%

: 629-05-0
n-octyne

: 88-05-1
2,4,6-trimethylaniline

: 914388-61-7
2,4,6-trimethyl-N-(octan-2-ylidene)aniline

Conditions

Conditions	Yield
With C18H5AlF36O4Zn In benzene-d6 at 60℃; for 2h; Inert atmosphere; regioselective reaction;	100%
With C33H49Cl2N2PPd; silver trifluoromethanesulfonate In acetonitrile at 80℃; for 25h; Inert atmosphere; Schlenk technique;	59%
With silver hexafluoroantimonate; C25H28Au2Br2N4 In neat (no solvent) at 40℃; for 4h; Inert atmosphere; Schlenk technique;	76 %Spectr.
With (η1,η5)bis(pentamethylcyclopentadienyl)zinc; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In benzene-d6 at 20℃; for 4h; Inert atmosphere; regioselective reaction;

: 67-66-3
chloroform

: 88-05-1
2,4,6-trimethylaniline

: 57116-96-8
2-mesityl isocyanide

Conditions

Conditions	Yield
Stage #1: 2,4,6-trimethylaniline With 15-crown-5; sodium hydride In benzene at 40 - 50℃; for 0.25h; Stage #2: chloroform In benzene at 40℃; for 1h;	100%
With benzyltriethylammonium chloride; sodium hydroxide In dichloromethane; water for 22h;	53%

: 88-05-1
2,4,6-trimethylaniline

: 768-60-5
4-methoxyphenylacetylen

: 1609074-94-3
N-(1-(4-methoxyphenyl)ethylidene)-2,4,6-trimethylaniline

Conditions

Conditions	Yield
With C18H5AlF36O4Zn In benzene-d6 at 60℃; for 6h; Inert atmosphere; regioselective reaction;	100%
With silver hexafluoroantimonate; AuBr(8-Mes) In acetonitrile at 90℃; for 14h; Schlenk technique; Sealed tube;	98%
With (THT)Au(P(C3H7)2CB11Cl11) In neat (no solvent) at 50℃; for 24h; Catalytic behavior;	93%

: 6-(2,6-diisopropoxyphenyl)-2-pyridinecarboxaldehyde

: 88-05-1
2,4,6-trimethylaniline

: C27H32N2O2

Conditions

Conditions	Yield
In methanol at 20℃; for 12h;	100%
With air In ethanol at 20℃; for 4h;

: 12093-10-6
ferrocenecarboxaldehyde

: 88-05-1
2,4,6-trimethylaniline

: N-ferrocenylmethylidene-2,4,6-trimethylaniline

Conditions

Conditions	Yield
In chloroform soln. of Fe-complex and ligand in CHCl3 was heated under reflux, cooled to room temp.; solvent was evapd., dried under vac.; elem. anal.;	99.62%
With toluene-4-sulfonic acid In toluene Reflux; Dean-Stark;	90%
In chloroform refluxing (6 h); removal of solvent, trituration with hexane;	82%
In ethanol boiling;
In toluene for 8h; Inert atmosphere; Reflux; Molecular sieve;

2,4,6-Trimethylaniline Chemical Properties

Molecular Formula: C₉H₁₃N
Molar Mass: 135.21 g/mol
IUPAC Name: 2,4,6-trimethylaniline
Synonyms: 2,4,6-Trimethyl-anilin ; 1-Amino-2,4,6-trimethylbenzene ; Aniline, 2,4,6-trimethyl- ; 1-Amino-2,4,6-trimethylbenzen ; 2-Amino-mesitylen
Melting Point: -5 ^°C
Boling Point: 108-110 ^°C at 11 mm Hg(lit.)
Density of 2,4,6-Trimethylaniline (88-05-1): 0.963 g/mL at 25 ^°C(lit.)
Refractive index n20/D 1.551(lit.)
Flash Point: 205 ^°F
Water Solubility: 2,4,6-Trimethylaniline (88-05-1) is immiscible
Chemical Properties: 2,4,6-Trimethylaniline (88-05-1) is a clear yellow to brown liquid

2,4,6-Trimethylaniline Uses

2,4,6-Trimethylaniline (88-05-1) is mainly used for synthesizing dyes and it is an intermediate of weak acid brilliant blue RAW.

2,4,6-Trimethylaniline Toxicity Data With Reference

1.	skn-rbt 500 mg/24H MOD	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,66.
2.	eye-rbt 20 mg/24H SEV	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,66.
3.	dnd-ham:lng 3 mmol/L/2H	MUREAV Mutation Research. 77 (1980),317.
4.	orl-rat LD50:743 mg/kg	MarJV# Personal Communication from Josef V. Marhold, VUOS, 539-18, Pardubice, Czechoslovakia, to the Editor of RTECS, Cincinnati, OH, March 29, 1977 29MAR77 .
5.	orl-mus LD50:590 mg/kg	85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,20.
6.	ihl-mus LC50:290 mg/m3/2H	85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,20.

2,4,6-Trimethylaniline Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 27 ,1982,p. 177.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

2,4,6-Trimethylaniline Safety Profile

Poison by inhalation. Moderately toxic by ingestion. A skin and severe eye irritant. Questionable carcinogen with experimental carcinogenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: T+: Very Toxic
T: Toxic
Risk Statements: 21/22: Harmful in contact with skin and if swallowed
26: Very Toxic by inhalation
36/38: Irritating to eyes and skin
33: Danger of cumulative effects
23/24/25: Toxic by inhalation, in contact with skin and if swallowed
Safety Statements: 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36/37: Wear suitable protective clothing and gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR: UN 2810 6.1/PG 2
WGK Germany: 3
RTECS: BZ0700000
HazardClass: 6.1
PackingGroup: III
HS Code: 29214980

2,4,6-Trimethylaniline Specification

2,4,6-Trimethylaniline (88-05-1) is a clear yellow to brown liquid and it is an aromatic amine. It is insoluble in water and should store in a cool, dry place. 2,4,6-Trimethylaniline (88-05-1) is moderately toxic orally. It is also considered highly toxic by unspecified routes. It is a skin and eye irritant.

Product Name

2,4,6-Trimethylaniline

Synthetic route

2,4,6-Trimethylaniline Chemical Properties

2,4,6-Trimethylaniline Uses

2,4,6-Trimethylaniline Toxicity Data With Reference

2,4,6-Trimethylaniline Consensus Reports

2,4,6-Trimethylaniline Safety Profile

2,4,6-Trimethylaniline Specification

Related Products

Hot Products