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1,2-Dimethylbenzene Basic information Product Name: 1,2-Dimethylbenzene Synonyms: 1,2-Xylene;1,2-DIMETHYLBENZENE;AKOS BBS-00004266;XYLENES;XYLOL;1,2-dimethyl-benzen;2-methyltoluene;2-xyl
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inquiry1,2-Dimethylbenzene/o-Xylene CAS NO 95-47-6 Appearance:Colorless Liquid Application: Dyestuff Intermediates, Pharmaceutical Intermediates Appearance:Colorless liquid Storage:Preserve in well-closed, light-resistant and airtight contain
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inquiryEnglish name ortho-xylene、1,2-dimethylbenzene Chemical formula: C6H4(CH3)2 Molecular weight: 106.16 Belonging to aromatic hydrocarbon, DMB, aromatic hydrocarbon solvent and monocyclic aromatic hydrocarbon Solubility: insolubl
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1,2-Dimethylbenzene CAS:95-47-6 Specification Cas No.: 95-47-6 EINECS: 202-422-2 MF: C8H10 MW: 106.17 Melting Point: -
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inquiry1,2-Bis(diphenylphosphino)benzene
A
bis(1,2-bis(diphenylphosphino)benzene)palladium
B
o-xylene
Conditions | Yield |
---|---|
In benzene-d6 under N2; in NMR tube; react. of Pd complex and ligand (excess) in benzene-d6 at 40 for 2 h or at 90°C for < 10 min; monitored by (1)H NMR spectra; | A n/a B 99% |
Conditions | Yield |
---|---|
With palladium dichloride In methanol at 40℃; for 18h; Inert atmosphere; Green chemistry; chemoselective reaction; | 99% |
With 2,4,6-trimethyl-pyridine; 4,4'-dimethoxyphenyl disulfide; iridium(lll) bis[2-(2,4-difluorophenyl)-5-methylpyridine-N,C20]-4,40-di-tert-butyl-2,20-bipyridine hexafluorophosphate; triphenylphosphine In toluene for 24h; Irradiation; | 66 %Chromat. |
Conditions | Yield |
---|---|
With palladium dichloride In methanol at 40℃; for 1h; Green chemistry; chemoselective reaction; | 99% |
2-methyl-1-methylenecyclohexane
o-xylene
Conditions | Yield |
---|---|
With n-butyllithium; potassium 2-methylbutan-2-olate Mechanism; 1) r.t., 16 h, 2) reflux, 6 h; further reagent: D2O; | 97% |
Conditions | Yield |
---|---|
With palladium/alumina; hydrogen In hexane at 325℃; Flow reactor; Green chemistry; | A 96.2% B 3.8% |
With hydrogen In hexane at 325℃; Flow reactor; Green chemistry; | A 15.9% B 84.2% |
1,2-dimethyl-2,5-cyclohexadiene-1-carboxylic acid
o-xylene
Conditions | Yield |
---|---|
With chlorosulfonic acid In dichloromethane at 0℃; for 0.166667h; | 95% |
Conditions | Yield |
---|---|
With hydrogen; aluminum oxide; nickel at 150℃; under 760 Torr; various Nitriles; | 92% |
With nickel-copper at 240℃; Hydrogenation; |
Conditions | Yield |
---|---|
With hydrogen; 5%-palladium/activated carbon at 290 - 320℃; for 1h; | 90% |
carbon monoxide
phthalyl alcohol
A
isochroman-3-one
B
o-xylene
C
o-methylphenylacetic acid
Conditions | Yield |
---|---|
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In acetone at 90℃; under 68400 Torr; for 42h; Carbonylation; reduction; | A 88% B n/a C 9% |
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 120℃; under 68400 Torr; for 42h; Carbonylation; reduction; | A 13% B n/a C 52% |
4-t-butyl-o-xylene
A
2,3-Dimethylmaleic anhydride
B
4-tert-butylphthalic anhydride
C
6-(tert-butyl)isobenzofuran-1(3H)-one
D
o-xylene
Conditions | Yield |
---|---|
With oxygen; phosphorus; titanium; oxides of V; aluminium at 345℃; for 0.000119444h; Product distribution; oth. temperature, oth. time, gas phase; | A 3% B 83% C 1.8% D n/a E n/a |
3,4-dimethylcyclohex-3-ene-1-carboxaldehyde
A
o-xylene
B
1,2,4-Trimethylbenzene
Conditions | Yield |
---|---|
With hydrogen In hexane at 325℃; Flow reactor; Green chemistry; | A 17.5% B 80.9% |
With palladium/alumina; hydrogen In hexane at 325℃; Flow reactor; Green chemistry; | A 73% B 27% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine)palladium dichloride In benzene at 80℃; | A 80% B 13% |
4-methyl-benzaldehyde
1-chloromethyl-2-methylbenzene
A
o-xylene
B
4-Methylbenzyl alcohol
C
1,2-bis(2-methylphenyl)ethane
D
1-(4-methylphenyl)-2-(2-methylphenyl)ethanol
Conditions | Yield |
---|---|
With lithium In diethyl ether at 0℃; for 0.75h; Further byproducts given. Yields of byproduct given; | A n/a B n/a C n/a D 75% |
Conditions | Yield |
---|---|
With magnesium at 600℃; | A 15% B 73% |
Conditions | Yield |
---|---|
With polymethylhydrosiloxane; iron(III) chloride hexahydrate In 1,2-dichloro-ethane at 120℃; for 1h; Microwave irradiation; | 73% |
hexane
A
o-xylene
B
para-xylene
C
ethylbenzene
D
m-xylene
E
toluene
F
benzene
Conditions | Yield |
---|---|
540 degC; treated 16 h; U type zeolite at 450℃; Product distribution; | A n/a B n/a C n/a D n/a E 10.8% F 72.2% |
540 degC; treated 16 h; UHS type zeolite at 450℃; Product distribution; | A n/a B n/a C n/a D n/a E 33.3% F 50% |
Conditions | Yield |
---|---|
With magnesium at 600℃; | A 20% B 70% |
2-methylbenzyl bromide
A
o-xylene
B
benzocyclobutene
C
1,2-bis(2-methylphenyl)ethane
D
(E)-2,2'-dimethylstilbene
Conditions | Yield |
---|---|
With magnesium at 600℃; under 0.15 Torr; | A n/a B n/a C 70% D n/a |
carbon monoxide
2-methylbenzyl bromide
A
o-xylene
B
o-methylphenylacetic acid
C
1,2-bis(2-methylphenyl)ethane
Conditions | Yield |
---|---|
With sodium hydroxide; cobalt tricarbonyl nitrosyl; trimethyldodecylammonium chloride In benzene under 760 Torr; Ambient temperature; | A 4% B 68% C 12% D 10% |
2-methylbenzyl bromide
A
o-xylene
B
o-methylphenylacetic acid
C
1,2-bis(2-methylphenyl)ethane
Conditions | Yield |
---|---|
With sodium hydroxide; cobalt tricarbonyl nitrosyl; carbon monoxide; trimethyldodecylammonium chloride In benzene under 760 Torr; Ambient temperature; | A 4% B 68% C 12% D 10% |
1,2-dimethyl-2,5-cyclohexadiene-1-carboxylic acid
A
o-xylene
Conditions | Yield |
---|---|
With oxygen; 5,15,10,20-tetraphenylporphyrin In chloroform at -30℃; for 24h; Irradiation; | A 19% B 10% C 68% |
cyclohexanol
A
o-xylene
B
methyl-cyclopentane
C
cyclohexane
D
benzene
Conditions | Yield |
---|---|
With hydrogen; nickel(II) oxide; aluminum oxide; molybdenum(VI) oxide at 450℃; under 21001.7 Torr; for 0.75h; Further byproducts given; | A n/a B 20% C 65% D n/a |
Bis(dithiopivalinsaeure)-1,2-xylylenester
A
o-xylene
B
methyl dithiopivalate
Conditions | Yield |
---|---|
In methanol cathodic reduction, Pt cathode; | A 61% B 50% |
α,α'-dibromo-o-xylene
A
o-xylene
B
1,2-bis(2-methylphenyl)ethane
C
α,α'-diethoxy-o-xylene
Conditions | Yield |
---|---|
With sodium In toluene for 24h; Heating; | A 60% B n/a C n/a D n/a |
Conditions | Yield |
---|---|
With tert-butylethylene; (iPr4PCOP)IrHCl; sodium t-butanolate at 200℃; for 120h; Concentration; Reagent/catalyst; Temperature; | A 11% B 60% C 7% |
n-heptane
A
o-xylene
B
para-xylene
C
ethylbenzene
D
m-xylene
E
toluene
F
benzene
Conditions | Yield |
---|---|
540 degC; treated 16 h; U type zeolite at 450℃; Product distribution; | A n/a B n/a C n/a D n/a E 58.5% F 6% |
540 degC; treated 16 h; UHS type zeolite at 450℃; Product distribution; | A n/a B n/a C n/a D n/a E 42.8% F 8.8% |
Conditions | Yield |
---|---|
Stage #1: 3,4-Dimethylphenol With fluorosulfonyl fluoride; triethylamine In dimethyl sulfoxide at 20℃; for 3h; Stage #2: With formic acid; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In dimethyl sulfoxide at 20℃; for 2h; | 58% |
Conditions | Yield |
---|---|
With lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction; | 57% |
<4>Radialene
A
styrene
B
o-xylene
C
phenylacetylene
D
toluene
E
benzene
Conditions | Yield |
---|---|
at 880℃; under 0.001 Torr; | A 55% B 6% C n/a D n/a E n/a |
Conditions | Yield |
---|---|
With oxygen at 340 - 360℃; | 100% |
With oxygen | 100% |
With oxygen | 100% |
Conditions | Yield |
---|---|
With hydrogen; [(norbornadiene)rhodium(I)chloride]2; phosphinated polydiacetylene In n-heptane at 30℃; under 60800 Torr; for 1.8h; | 100% |
With Ti8O8(14+)*6C8H4O4(2-)*4O(2-)*3.3Li(1+)*0.7Co(2+)*0.7C4H8O*0.7H(1-); hydrogen In neat (no solvent) at 120℃; under 37503.8 Torr; for 18h; | 100% |
With hydrogen In water at 100℃; under 15001.5 Torr; for 5h; | 99% |
Conditions | Yield |
---|---|
With oxygen at 340 - 360℃; Product distribution / selectivity; | A 0.01% B 100% |
With oxygen at 340 - 360℃; | A 0.1% B 100% |
With oxygen at 340 - 360℃; | A 0.03% B 100% |
o-xylene
Conditions | Yield |
---|---|
With chlorine; manganese trisacetylacetonate; 10H-phenothiazine-10-carbonyl chloride at 10℃; under 760.051 Torr; for 0.833333h; Product distribution / selectivity; | 100% |
o-xylene
Conditions | Yield |
---|---|
With chlorine; manganese trisacetylacetonate; 10H-phenothiazine-10-carbonyl chloride at 10℃; under 760.051 Torr; for 0.666667h; Product distribution / selectivity; | 100% |
Conditions | Yield |
---|---|
With iron(III) chloride; chloro-trimethyl-silane In 1,2-dichloro-ethane at 20℃; for 0.166667h; Friedel-Crafts Alkylation; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With phosphotungstic acid at 120℃; for 3h; Reagent/catalyst; Friedel-Crafts Alkylation; | 100% |
o-xylene
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In dichloromethane at -40℃; for 6h; | 100% |
Conditions | Yield |
---|---|
With cross-linked poly acidic ionic liquids In N,N-dimethyl-formamide at 120℃; for 3h; Solvent; Temperature; High pressure; | 99.67% |
With phosphotungstic acid at 120℃; for 3h; Reagent/catalyst; | 98.3% |
With 12-tungstophosphoric acid supported 30percent triethylammonium acetate, P123 in micro/mesoporous silica at 119.84℃; for 3h; Catalytic behavior; Reagent/catalyst; Temperature; Friedel-Crafts Alkylation; | 93.8% |
Conditions | Yield |
---|---|
With iodine at 50℃; Temperature; | 99.3% |
With iron(III) chloride at 0 - 20℃; | 85% |
With aluminium trichloride | 69% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In neat (no solvent) for 1h; Friedel-Crafts Acylation; Milling; | 99% |
With [bmim]Cl*AlCl3 at 30℃; for 3h; Friedel-Crafts reaction; | 95% |
With aluminium trichloride for 0.166667h; Heating; | 37% |
o-xylene
2-chloropropionyl chloride
3-chloro-1-(3,4-dimethyl-phenyl)-propan-1-one
Conditions | Yield |
---|---|
With aluminum (III) chloride; nitromethane at 19 - 22℃; under 760.051 Torr; Friedel Crafts acylation; Inert atmosphere; | 99% |
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts acylation; Inert atmosphere; | 98% |
With aluminum (III) chloride In dichloromethane at 25℃; for 3h; | 96% |
o-xylene
2-phenylpropionyl chloride
1-(3,4-dimethylphenyl)-2-phenyl-1-propanone
Conditions | Yield |
---|---|
With aluminium trichloride In carbon disulfide for 14h; Ambient temperature; | 99% |
o-xylene
Conditions | Yield |
---|---|
With chlorine; manganese trisacetylacetonate; 10H-phenothiazine-10-carbonyl chloride at 10℃; under 760.051 Torr; for 0.583333h; Product distribution / selectivity; | 99% |
o-xylene
chromium(0) hexacarbonyl
(η6-o-xylene)tricarbonylchromium(0)
Conditions | Yield |
---|---|
In tetrahydrofuran; dibutyl ether refluxing for 1 wk; evapn. of solvents under vac., removing unreacted (Cr(CO)6) by sublimation, recrystn. from CH2Cl2 under N2; | 99% |
With catalyst: CH3COOC4H9 In decalin byproducts: CO; (Ar); refluxed for 3 h; cooled to 20°C; filtered through Kieselguhr; catalyst evapd.; chromy.; evapd.; crystd. from benzene/pertoleum ether at -18°C; | 98% |
With catalyst: butyl acetate In decalin byproducts: CO; refluxing for 2.5 h (catalyst: butyl acetate); freezing out at -18°C or quick chromy. of the decaline soln. on a SiO2 column; | 98% |
Conditions | Yield |
---|---|
In o-xylene Schlenkware or glovebox; o-xylene was added to solid carborane acid; mixt. was stirred for few min; solvent removed (vac.); elem. anal.; | 99% |
o-xylene
perfluoro-o-phenylenemercury trimer
perfluoro-ortho-phenylene mercury trimer - ortho-xylene (1:1)
Conditions | Yield |
---|---|
In further solvent(s) Hg-compound was dissolved by boiling in o-xylene, cooled; slow evapd. in a well-aerated fume hood; elem. anal.; | 99% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide In water at 80℃; for 3h; | 99% |
With di-tert-butyl peroxide; C11H23N2(1+)*Br4Fe(1-) at 110℃; for 24h; | 99% |
With tert.-butylhydroperoxide; choline chloride; tetra-(n-butyl)ammonium iodide; urea In water at 80℃; for 12h; Green chemistry; | 90% |
o-xylene
1-bromo-4-tert-butylbenzene
1-(4-(tert-butyl) benzyl)-2-methylbenzene
Conditions | Yield |
---|---|
With Xantphos-Pd-G3; potassium hexamethylsilazane at 110℃; for 12h; Inert atmosphere; Sealed tube; | 99% |
hexafluoroacetone hydrate
o-xylene
4,4'-(hexafluoroisopropylidene)-bis-(o-xylene)
Conditions | Yield |
---|---|
With hydrogen fluoride at 100℃; under 7980.54 Torr; for 13h; Concentration; Temperature; Autoclave; | 98.7% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 20℃; for 2h; Friedel-Crafts Acylation; | 98% |
With [bmim]Cl*AlCl3 at 30℃; for 3h; Friedel-Crafts reaction; | 95% |
With aluminium trichloride In dichloromethane | 86% |
Conditions | Yield |
---|---|
With H5CoW12O40 supported on rice husk ash extracted nano silica at 60℃; for 0.5h; Reagent/catalyst; Green chemistry; | 98% |
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction; | 93% |
With (diethylamino)difluorosulfonium tetrafluoroborate In dichloromethane at 20℃; for 48h; Inert atmosphere; | 89% |
With phosphorus pentoxide | |
With 1-butyl-3-methylimidazolium tetrachloridoferrate(III) at 80℃; for 12h; Friedel-Crafts type benzylation; regioselective reaction; | 56 %Chromat. |
Conditions | Yield |
---|---|
With bromine In tetrachloromethane Solvent; | 98% |
With bromine In tetrachloromethane for 1.5h; Ambient temperature; | 97% |
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; silica gel for 4.5h; UV-irradiation; | 82% |
Conditions | Yield |
---|---|
With potassium carbonate; palladium on activated charcoal at 120℃; for 12h; | 98% |
With zinc(II) chloride Substitution; Heating; | 92% |
With zinc(II) chloride for 10h; Heating; | 90% |
With molybdenum hexacarbonyl at 120℃; for 2h; Sealed tube; regioselective reaction; | 72% |
Conditions | Yield |
---|---|
With pyrographite for 24h; Heating; | 98% |
Conditions | Yield |
---|---|
pyrographite for 24h; Heating; | 98% |
o-xylene
Conditions | Yield |
---|---|
With C42H63O3P*Au(1+)*C7H5N*F6Sb(1-) at 20℃; for 0.05h; Schlenk technique; | 98% |
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