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inquiry2,6-Dichlorotoluene Basic information Product Name: 2,6-Dichlorotoluene Synonyms: 1,3-dichloro-2-methyl-benzen;2,6-dichloro-toluen;Benzene,1,3-dichloro-2-methyl-;Toluene, 2,6-dichloro-;D
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inquiryConditions | Yield |
---|---|
With copper(I) oxide; sulfuric acid In quinoline at 220℃; for 3h; Activation energy; Temperature; | 93% |
Conditions | Yield |
---|---|
Stage #1: 3-chloro-2-methylbenzenamine With potassium nitrite; potassium chloride In water at 8 - 90℃; for 0.666667h; Stage #2: With nickel nitrate; potassium chloride In water at 60℃; for 2.83333h; Concentration; Temperature; Reagent/catalyst; | 89% |
1-methyl-pyrrolidin-2-one
potassium methanolate
metsulfovax
2,6-dichlorotoluene
Conditions | Yield |
---|---|
With dimethyl sulfate | 82% |
With dimethyl sulfate | 82% |
2-methylchlorobenzene
A
2,5-dichlorotoluene
B
2,6-dichlorotoluene
C
2,4-dichlorotoluene
D
2,3-dichlorotoluene
Conditions | Yield |
---|---|
bei der Chlorierung; | |
With sulfuric acid; 1-butyl-3-methylimidazolium chloroaluminate; chlorine at 30℃; for 12h; Reagent/catalyst; Temperature; | |
With sulfuric acid; chlorine at 35℃; for 12h; Temperature; Molecular sieve; |
Conditions | Yield |
---|---|
With iron durch Chlorierung; |
2,6-dichlorobenzaldehyde hydrazone
2,6-dichlorotoluene
Conditions | Yield |
---|---|
With potassium hydroxide at 150℃; |
Conditions | Yield |
---|---|
Austausch der Aminogruppe gegen Chlor, Reduktion und Ersatz der neuentstandenen Aminogruppe durch Chlor; | |
Austausch der Aminogruppe gegen Chlor, Reduktion und Ersatz der neuentstandenen Aminogruppe durch Chlor; |
p-toluenesulfonyl chloride
A
2,6-dichlorotoluene
B
1,2,4-trichloro-3-methylbenzene
Conditions | Yield |
---|---|
at 70 - 80℃; durch Chlorierung; in Gegenwart von Chloruebertraegern; Verseifung des entstandenen Gemisches von Sulfochloriden und Abspaltung der Sulfogruppe aus den Sulfonsaeuren; | |
With chlorine at 70 - 80℃; durch Chlorieren; Verseifung des entstandenen Gemisches von Sulfochloriden und Abspaltung der Sulfogruppe aus den Sulfonsaeuren; |
Conditions | Yield |
---|---|
With molybdenum(V) chloride durch Chlorierung; |
1-(2',6'-Dichlorobenzyl)-1,4-dihydronicotinamide
A
2,6-dichlorotoluene
B
nicotinamide
C
1,4-Bis-(2,6-dichloro-benzyl)-1,4-dihydro-pyridine-3-carboxylic acid amide
trans-5-(2,6-dichlorobenzyl)-6-methoxy-1,4,5,6-tetrahydronicotinamide
Conditions | Yield |
---|---|
In methanol for 7h; Irradiation; Further byproducts given; | A 10 % Turnov. B 24 % Turnov. C 13 % Turnov. D 29 % Turnov. |
Conditions | Yield |
---|---|
With n-butyllithium 1.) hexane,THF, -65 to -70 deg C, 45 min, 2.) THF, -70 deg C, 45 min; Yield given. Multistep reaction; | |
Stage #1: 1,3-Dichlorobenzene With sodium; diisopropylamine; isoprene In tetrahydrofuran at -20℃; for 0.000138889h; Flow reactor; Stage #2: methyl iodide In tetrahydrofuran Flow reactor; | 33 mg |
2,6-dichlorotoluene
Conditions | Yield |
---|---|
With sulfuric acid at 250℃; bei der Destillation mit ueberhitztem Wasserdampf; |
sulfuric acid
3,5-dichloro-4-methylbenzenesulphonic acid
2,6-dichlorotoluene
Conditions | Yield |
---|---|
at 250℃; bei der Destillation mit ueberhitztem Wasserdampf; |
2-(2,6-dichlorophenyl)ethan-1-ol
A
2,6-dichlorotoluene
B
2,6-dichlorostyrene
C
4-chloro-2,3-dihydro-1-benzofuran
Conditions | Yield |
---|---|
Stage #1: 2-(2,6-dichlorophenyl)ethan-1-ol With sodium hydride In pyridine at 40℃; for 0.25h; Metallation; Stage #2: copper(l) chloride In pyridine for 2h; Cyclization; Ullman reaction; Heating; |
2,4,6-trichlorotoluene
A
para-chlorotoluene
B
2-methylchlorobenzene
C
2,6-dichlorotoluene
D
2,4-dichlorotoluene
Conditions | Yield |
---|---|
With tetraethylammonium bromide In methanol Electrolysis; Title compound not separated from byproducts; |
2,6-dichlorobenzaldehyde (2,6-dichlorobenzylidene)hydrazone
2,6-dichlorotoluene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrazine hydrate 2: KOH / 150 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrazine hydrate 2: KOH / 150 °C View Scheme |
3,5-dichloro-4-methylbenzoic acid
2,6-dichlorotoluene
Conditions | Yield |
---|---|
With copper(I) oxide In quinoline at 220℃; Autoclave; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride; dihydrogen peroxide / water / 4 h / 60 °C 2: sulfuric acid; copper(I) oxide / quinoline / 3 h / 220 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride; dihydrogen peroxide / water / 4 h / 60 °C 2: copper(I) oxide / quinoline / 220 °C / Autoclave View Scheme |
2,3-dichlorotoluene
2,6-dichlorotoluene
Conditions | Yield |
---|---|
Stage #1: 2,3-dichlorotoluene With chlorine Stage #2: With hydrogen at 150℃; under 375.038 Torr; for 1h; Temperature; Pressure; |
2,6-dichlorotoluene
2,4-dichloro-3-methylbromobenzene
Conditions | Yield |
---|---|
With bromine; iodine; iron In tetrachloromethane at 20℃; for 3.33333h; | 100% |
With bromine; iodine; iron In tetrachloromethane at 20℃; for 48h; |
Conditions | Yield |
---|---|
With bromine; iodine In tetrachloromethane; (2S)-N-methyl-1-phenylpropan-2-amine hydrate | 99.5% |
2,6-dichlorotoluene
2,6-Dichlorobenzyl bromide
Conditions | Yield |
---|---|
With sodium bromate; hydrogen bromide In water at 60℃; for 3.83333h; Temperature; Flow reactor; Irradiation; Green chemistry; Large scale; | 97% |
With N-Bromosuccinimide In acetonitrile at 10 - 30℃; for 2.16667h; Solvent; Irradiation; | 93% |
With bromine |
methanol
2,6-dichlorotoluene
sodium methylate
1-chloro-3-methoxy-2-methylbenzene
Conditions | Yield |
---|---|
Stage #1: methanol; 2,6-dichlorotoluene; sodium methylate In dimethyl sulfoxide at 160℃; for 8h; Stage #2: With polyethylene glycol 600 In dimethyl sulfoxide at 80℃; for 2h; Temperature; Reagent/catalyst; Concentration; | 95.6% |
2,6-dichlorotoluene
2,6-dichloro-3-nitrotoluene
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid In dichloromethane at 20℃; for 2h; | 95% |
With nitric acid In 1,2-dichloro-ethane at 30 - 45℃; for 2h; | 90% |
bei der Nitrierung; | |
With sulfuric acid; nitric acid | |
With nitric acid |
Conditions | Yield |
---|---|
95% | |
With potassium permanganate; water | |
With nitric acid at 140℃; im Druckrohr; |
2,6-dichlorotoluene
acetyl chloride
1-(2,4-dichloro-3-methylphenyl)ethanone
Conditions | Yield |
---|---|
With aluminum (III) chloride at 40℃; for 2h; | 95% |
With aluminum (III) chloride at 20 - 40℃; | 85% |
With aluminum (III) chloride In dichloromethane at 20℃; for 16h; Reflux; | 75% |
Conditions | Yield |
---|---|
With aluminum (III) chloride at 20 - 40℃; for 2h; | 95% |
Conditions | Yield |
---|---|
Stage #1: 2,6-dichlorotoluene With iodine; magnesium In tetrahydrofuran for 4h; Inert atmosphere; Stage #2: o-chlorobenzoyl chloride In tetrahydrofuran; toluene for 24h; Cooling with ice; Reflux; | 93.8% |
2,6-dichlorotoluene
2,6-dichloro-3,5-dinitrotoluene
Conditions | Yield |
---|---|
With sulfuric acid; sulfur trioxide; nitric acid; dinitrogen tetraoxide at 0 - 100℃; Product distribution / selectivity; Inert atmosphere; | 93.5% |
With oleum; sulfuric acid; nitric acid at 0 - 100℃; Product distribution / selectivity; Inert atmosphere; | 93.5% |
With sulfuric acid; sulfur trioxide; nitric acid at 0 - 110℃; | 86% |
Conditions | Yield |
---|---|
Stage #1: methylthiol With potassium hydroxide In toluene at 5℃; for 0.5h; Inert atmosphere; Stage #2: 2,6-dichlorotoluene With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 52℃; for 5h; Reagent/catalyst; Temperature; | 93.4% |
Conditions | Yield |
---|---|
With copper(II) sulfide In hexane at 80 - 120℃; for 5h; Inert atmosphere; | 90.3% |
at 195 - 230℃; Irradiation.Einleiten von Chlor; UV-Licht; | |
With sulfuryl dichloride; dibenzoyl peroxide | |
With chlorine at 80℃; Temperature; UV-irradiation; Industrial scale; | 1347.04 g |
2,6-dichlorotoluene
1,2-bis-(2,6-dichlorophenyl)ethane
Conditions | Yield |
---|---|
With di-tert-butyl peroxide; sodium acetate at 120℃; for 10h; Schlenk technique; Green chemistry; | 90% |
With diacetyl peroxide | |
With Peroxydikohlensaeure-diethylester |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide; C11H23N2(1+)*Br4Fe(1-) at 110℃; for 24h; | 90% |
Conditions | Yield |
---|---|
With ethyl bromide; ammonia; oxygen; VPCoO/γ-Al2O3 at 350 - 400℃; for 0.00133333 - 0.00152778h; | 89.5% |
With ethyl bromide; ammonia; oxygen; VPCrO/TiO2 In water at 350 - 400℃; for 0.00133333 - 0.00152778h; | 87.6% |
With ammonia; oxygen; VPCoO/γ-Al2O3 In water at 350 - 400℃; for 0.00133333 - 0.00152778h; | 86.8% |
Conditions | Yield |
---|---|
With antimony(III) chloride; chlorine at 25 - 30℃; under 760.051 Torr; for 6h; Time; Temperature; Reagent/catalyst; | 86.3% |
With aluminium; mercury durch Chlorierung; |
2,6-dichlorotoluene
sodium thiomethoxide
A
3-chloro-2-methylphenyl methyl sulfide
B
2-Methyl-3-methylthiobenzenethiol
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 0.5h; | A 86% B 7% |
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water at 200℃; for 20h; | 86% |
With sodium methylate; sodium isopropanethiolate 1.) HMPA, 120 degC, 2h; 2.) 120 degC, 1h; Yield given. Multistep reaction; | |
Multi-step reaction with 2 steps 1: Pd(OAc)2; P(t-Bu)3 / xylene / 2 h / 120 °C 2: conc. HCl / 14 h View Scheme |
2,6-dichlorotoluene
2,4-Dichloro-3-methylbenzenesulfonyl chloride
Conditions | Yield |
---|---|
With chlorosulfonic acid at 40℃; for 2h; | 85% |
With chlorosulfonic acid at 20 - 40℃; for 4h; | 85% |
With chlorosulphuric acid; sulfuric acid at 20 - 40℃; Chlorosulfonation; | 83% |
With chlorosulphuric acid | |
With chlorosulphuric acid |
Conditions | Yield |
---|---|
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry; | 85% |
With sodium persulfate; dipotassium peroxodisulfate; iron(II) acetylacetonate; tris(dibenzoylmethano)iron(III); Triethoxysilane In water; acetone at 80℃; for 17h; | 60% |
With sodium molybdenate; dihydrogen peroxide; cobalt(II) acetate; acetic acid; sodium bromide at 65℃; for 0.0555556h; Concentration; Temperature; | 31.7% |
With manganese(IV) oxide; sulfuric acid | |
With 2-chloro-benzaldehyde; chlorine; zinc(II) chloride; dibenzoyl peroxide at 110 - 140℃; for 21.3h; Reagent/catalyst; | 187 g |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide; [copper(II)(trifluoroacetylacetonate)2]; salicylic acid at 120℃; for 24h; Inert atmosphere; regioselective reaction; | 85% |
2,6-dichlorotoluene
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; trifluorormethanesulfonic acid; tetra(n-butyl)ammonium hydrogensulfate; trifluoroacetic anhydride In 1,2-dichloro-ethane at 90℃; for 7h; Sealed tube; | 81% |
With cadmium(II) sulfate crystallohydrate; phosphorus pentoxide at 20℃; for 5h; Milling; Sealed tube; Green chemistry; | 57% |
2,6-dichlorotoluene
Methanesulfonic anhydride
2,6-dichloro-3-(methylsulfonyl)toluene
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid at 120℃; for 5h; | 79% |
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one for 18h; Heating; | 78% |
With pyridine; copper(II) sulfate; benzonitrile |
1-bromo-4-methoxy-benzene
2,6-dichlorotoluene
4,4''-dimethoxy-2'-methyl-1,1':3',1''-terphenyl
Conditions | Yield |
---|---|
Stage #1: 1-bromo-4-methoxy-benzene With iodine; magnesium In diethyl ether for 1.5h; Reflux; Stage #2: 2,6-dichlorotoluene With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether for 21h; Grignard reaction; Reflux; Stage #3: With hydrogenchloride In diethyl ether; water at 0℃; Grignard reaction; | 78% |
2,6-dichlorotoluene
methyl iodide
sodium thiomethoxide
3-chloro-2-methylphenyl methyl sulfide
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide; water | 77% |
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