Conditions | 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% |
The 2,6-Dichlorotoluene, with CAS registry number 118-69-4, belongs to the following product categories: Aromatic Hydrocarbons (substituted) & Derivatives; Halogen toluene; Chlorine Compounds; Alpha Sort; Analytical Standards; AromaticsChemical Class; Chemical Class; ChloroVolatiles/ Semivolatiles; D; (10)DAlphabetic; DIA - DIC. It has the systematic name of 1,3-dichloro-2-methylbenzene. This chemical is a kind of clear colorless to slightly yellowish liquid. The main use of this chemical is for medicines intermediates and present pesticides. What's more, 2,6-Dichlorotoluene can be prepared by 3-Chloro-2-methylaniline.
Physical properties of 2,6-Dichlorotoluene: (1)ACD/LogP: 3.88; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.88; (4)ACD/LogD (pH 7.4): 3.88; (5)ACD/BCF (pH 5.5): 524.18; (6)ACD/BCF (pH 7.4): 524.18; (7)ACD/KOC (pH 5.5): 3077.58; (8)ACD/KOC (pH 7.4): 3077.58; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.543; (14)Molar Refractivity: 40.86 cm3; (15)Molar Volume: 129.6 cm3; (16)Polarizability: 16.2×10-24cm3; (17)Surface Tension: 35.6 dyne/cm; (18)Enthalpy of Vaporization: 41.49 kJ/mol; (19)Vapour Pressure: 0.561 mmHg at 25°C.
Uses of 2,6-Dichlorotoluene : it can be used to produce 2,6-dichloro-3-nitro-toluene. This reaction will need reagents concentrated sulfuric acid, nitric acid
When you are using 2,6-Dichlorotoluene, please be cautious about it as the following:
The 2,6-Dichlorotoluene irritates to eyes, respiratory system and skin. This chemical is harmful if swallowed and toxic by inhalation. It has limited evidence of a carcinogenic effect. It also has risk of serious damage to the eyes. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cccc(Cl)c1C;
(2)InChI: InChI=1/C7H6Cl2/c1-5-6(8)3-2-4-7(5)9/h2-4H,1H3;
(3)InChIKey: DMEDNTFWIHCBRK-UHFFFAOYA-N;
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