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Items Standard Result Appearance White to off-white powder Conforms Purity ≥98.0%
Cas:108-38-3
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m-Xylene Basic information Product Name: m-Xylene Synonyms: [srp]m-methyltoluene;1,3-dimethyl-benzen;2,4-Xylene;3-methyltoluene;3-xylene;ai3-08916;Benzene,1,3-dimethyl-;m-Dimethylben
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Cas:108-38-3
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Cas:108-38-3
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TIANFUCHEM--High purity 108-38-3 m-Xylene Application:TIANFUCHEM--High purity 108-38-3 m-Xylene
1,3-Dimethylbenzene cas 108-38-3Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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Cas:108-38-3
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3-(3,5-Dimethyl-phenoxy)-benzo[d]isothiazole 1,1-dioxide
A
m-xylene
B
saccharin
Conditions | Yield |
---|---|
With sodium hypophosphite; palladium on activated charcoal In water; benzene for 2.5h; Heating; | A 100% B n/a |
Conditions | Yield |
---|---|
With palladium dichloride In methanol at 40℃; for 1h; Green chemistry; chemoselective reaction; | 99% |
With Perbenzoic acid; tri-n-butyl-tin hydride In benzene at 90℃; for 12h; Mechanism; in the presence of α-chlorotoluene (competitor), relative reactivity; |
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; | 68 %Chromat. |
Conditions | Yield |
---|---|
With n-butyllithium; potassium 2-methylbutan-2-olate Mechanism; 1) r.t., 16 h, 2) reflux, 6 h; further reagent: D2O; | 96% |
2,6-dimethylbenzene boronic acid
m-xylene
Conditions | Yield |
---|---|
With water at 20℃; for 48h; | 96% |
With potassium methanolate In methanol at 120℃; for 12h; Catalytic behavior; Solvent; Sealed tube; Green chemistry; | 67 %Chromat. |
3,5-dimethylbenzoic acid
5-phenyl-2,4-pentadienoic acid
m-xylene
Conditions | Yield |
---|---|
With silver(I) acetate; potassium carbonate In N,N-dimethyl acetamide at 140℃; | 94% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); sodium t-butanolate In toluene at 80℃; for 2h; Arylation; | A n/a B 88% C n/a |
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 80℃; for 3h; Arylation; |
Conditions | Yield |
---|---|
With formaldehyd; palladium diacetate; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h; | 85% |
ethyl 2-methylbutyrate
carbon monoxide
2,6-xylyllithium
A
1-(2,6-Dimethyl-phenyl)-3-methyl-pentane-1,2-dione
B
m-xylene
Conditions | Yield |
---|---|
In tetrahydrofuran; Dimethyl ether at -135℃; | A 84% B 13% |
Conditions | Yield |
---|---|
With triethylamine; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 6h; | A n/a B 82% |
2,6-dimethylbenzene boronic acid
ethyl bromoacetate
A
ethyl 2-(2,6-dimethylphenyl)acetate
B
m-xylene
Conditions | Yield |
---|---|
With potassium fluoride; benzyltriethylammonium bromide; tris-(o-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran for 24h; Product distribution / selectivity; Reflux; | A 81.9% B n/a |
3,5-dimethylphenyl iodide
4-amino-phenol
A
4-(3,5-dimethylphenoxy)aniline
B
m-xylene
Conditions | Yield |
---|---|
With copper(l) iodide; potassium carbonate; (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane In propyl cyanide at 70℃; for 24h; Inert atmosphere; | A 76% B 14 %Chromat. |
acetic acid methyl ester
carbon monoxide
2,6-xylyllithium
A
1-(2,6-Dimethyl-phenyl)-propane-1,2-dione
B
m-xylene
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether; pentane at -135 - 25℃; | A 9% B 73% |
In tetrahydrofuran; Dimethyl ether at -135℃; | A 9% B 48% |
bis(trimethylaluminum)–1,4-diazabicyclo[2.2.2]octane adduct
3-Iodotoluene
m-xylene
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); dicyclohexyl(2',6'-diisopropyl-4'-sulfobiphenyl-2-yl)phosphonium hydrogen sulfate In tetrahydrofuran at 65℃; for 4h; Inert atmosphere; Ionic liquid; chemoselective reaction; | 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% |
carbon monoxide
3,5-dimethylphenyl iodide
A
3,5-dimethylbenzaldehyde
B
m-xylene
Conditions | Yield |
---|---|
With hydrogen; potassium carbonate In 1,4-dioxane at 120 - 140℃; under 30003 Torr; for 20h; Autoclave; | A 71% B 6% |
butanoic acid methyl ester
carbon monoxide
2,6-xylyllithium
A
1-(2,6-Dimethyl-phenyl)-pentane-1,2-dione
B
m-xylene
Conditions | Yield |
---|---|
In tetrahydrofuran; Dimethyl ether at -135℃; | A 66% B 20% |
3,5-dimethylphenyl iodide
B
m-xylene
Conditions | Yield |
---|---|
With bis(tri-t-butylphosphine)palladium(0); diisopropylamine In benzene at 20℃; for 24h; Glovebox; Sealed tube; | A 66% B n/a |
Conditions | Yield |
---|---|
With aluminium trichloride; aluminum tri-bromide at 185 - 195℃; for 0.5h; | A 65% B n/a |
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; for 4h; Yields of byproduct given; | A 61% B n/a |
1-chloro-3,5-dimethylbenzene
bis(pinacol)diborane
B
m-xylene
C
2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With bis(1,3-dimesityl-1H-imidazol-2(3H)-ylidene)nickel(0); potassium methanolate In hexane at 25℃; for 6h; Inert atmosphere; Irradiation; | A 3% B 19 %Chromat. C 61% |
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 |
---|---|
With lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction; | A 58% B 15% |
bis(pinacol)diborane
B
m-xylene
Conditions | Yield |
---|---|
With cesium fluoride; 2-mercaptopyridine sodium salt In acetonitrile at 30 - 35℃; for 36h; Irradiation; Inert atmosphere; | A 57% B 13 %Chromat. |
3,5-dimethylcyclohexan-1-ol
A
3,5-dimethylcyclohexanone
B
m-xylene
C
3,5-Dimethylphenol
Conditions | Yield |
---|---|
aluminum oxide; nickel at 350℃; Product distribution; effect of temperature on conversion; various temperatures, catalysts various origin and amount; | A 34.5% B 56% C 0.7% |
1-methyl-3-methylcyclohexa-2,5-dienecarboxylic acid
A
m-xylene
Conditions | Yield |
---|---|
With chlorosulfonic acid In dichloromethane at 0℃; for 0.166667h; | A 32% B 53% |
1-methyl-3-methylcyclohexa-2,5-dienecarboxylic acid
A
C9H12O2
B
m-xylene
Conditions | Yield |
---|---|
With chlorosulfonic acid In dichloromethane at 0℃; for 0.166667h; | A 53% B 32% |
Conditions | Yield |
---|---|
With PEG-400; sodium hydroxide; zinc; palladium on activated charcoal In water at 100℃; for 2h; coupling; reduction; | A 51% B 38 % Chromat. |
Conditions | Yield |
---|---|
With potassium phosphate; bis(tri-t-butylphosphine)palladium(0) In 1-methyl-pyrrolidin-2-one at 20℃; for 60h; | A 51% B 36 % Chromat. |
trans-1,2-dichloroethylene
3,5-dimethylphenyl boronic acid
B
(E)-1,2-bis(3,5-dimethylphenyl)ethene
C
m-xylene
Conditions | Yield |
---|---|
With cesium fluoride; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(di-tert-butylphosphino)biphenyl In 1,4-dioxane at 70℃; Suzuki coupling; | A 50% B n/a C n/a |
Conditions | Yield |
---|---|
With gallium tri(nonafluorobutane sulfonate); lithium perchlorate In nitromethane at 20℃; for 6h; Acetylation; Friedel-Crafts reaction; | 100% |
With lithium perchlorate; hafnium tetrakis(trifluoromethanesulfonate) In nitromethane for 6h; Product distribution; Ambient temperature; effect of var. Lewis acid catalysts, LiClO4 and different solvents; | 91% |
With hafnium(IV) trifluoromethanesulfonate; lithium perchlorate In nitromethane for 6h; Product distribution; Ambient temperature; other aromatic compounds, acylation and alkylation agents, Lewis acids, var. concetration of LiClO4; | 91% |
Conditions | Yield |
---|---|
With gallium(III) triflate; 1-dodecyloxy-4-(heptadecafluorooctyl)benzene In carbon dioxide at 100℃; under 60004.8 Torr; for 6h; | 100% |
Hf[N(SO2C8F17)2]4 In various solvent(s) at 120℃; for 3h; | 96% |
With VNU-1 In nitrobenzene at 120℃; for 0.0833333h; Friedel-Crafts Acylation; Microwave irradiation; | 92% |
Conditions | Yield |
---|---|
With trifluoroacetic anhydride; bismuth(lll) trifluoromethanesulfonate at 30℃; for 6h; Product distribution; Further Variations:; Catalysts; Reagents; Temperatures; reaction times; Friedel-Crafts acetylation; | 100% |
With trifluoromethylsulfonic anhydride at 20℃; for 0.0833333h; Friedel-Crafts acylation; | 97% |
Stage #1: acetic acid; m-xylene With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h; Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h; | 88% |
m-xylene
1,3-dimethylcyclohexane
Conditions | Yield |
---|---|
With hydrogen; [(norbornadiene)rhodium(I)chloride]2; phosphinated polydiacetylene In n-heptane at 30℃; under 60800 Torr; for 1.5h; | 100% |
With 5% Ru/MgO; hydrogen In tetrahydrofuran at 120℃; under 7600.51 Torr; for 2.9h; | 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% |
1,4-bis-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzene
m-xylene
bis-[(trifluoroacetoxy)iodo]benzene
C14H14I(1+)*C2F3O2(1-)
Conditions | Yield |
---|---|
With air In dichloromethane at 20℃; for 6h; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
With chlorine; 1-butyl-3-methylimidazolium chloride at 58℃; for 3h; Reagent/catalyst; Temperature; Irradiation; Ionic liquid; | 99.18% |
With chlorine Sonnenlicht; | |
With phosphorus pentachloride at 190℃; |
Conditions | Yield |
---|---|
With silica gel supported sodium hydrogen sulfate at 60℃; for 0.5h; Friedel-Crafts type alkylation; | 99% |
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction; | 92% |
With phosphorus pentoxide |
perfluoro-o-phenylenemercury trimer
m-xylene
perfluoro-ortho-phenylene mercury trimer - meta-xylene (1:1)
Conditions | Yield |
---|---|
In further solvent(s) Hg-compound was dissolved by boiling in m-xylene, cooled; slow evapd. in a well-aerated fume hood; elem. anal.; | 99% |
norborna-2,5-diene(1,2-bis(diphenylphosphino)ethane)rhodium(I) tetrafluoroborate
m-xylene
(C6H5)2PCH2CH2P(C6H5)2RhC6H4(CH3)2(1+)*BF4(1-)=[(C6H5)2PCH2CH2P(C6H5)2RhC6H4(CH3)2]BF4
Conditions | Yield |
---|---|
With H2 In methanol (N2); solution of Rh complex was bubbled with H2 (5 min), concn. of the solution, addn. of 1,3-dimethylbenzene, stirring (12 h, room temp.); removal of the solvent; | 99% |
[Ir(2,6-bis(di-tert-butylphosphinomethylene)pyridine)(cyclooctene)][PF6]
m-xylene
[Ir(2,6-bis(di-tert-butylphosphinomethylene)pyridine)(H)(m-xylyl)][PF6]
Conditions | Yield |
---|---|
In m-xylene under N2 atm. soln. Ir complex in m-xylene was heated at 60°C for1 h; solvent was evapd., residue was washed with pentane and ether and dried in vacuo overnight; elem. anal.; | 99% |
m-xylene
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With RhH{κ3-P,O,P-[9,9-dimethyl-4,5-bis-(diisopropylphosphino)xanthene2]}; cyclohexene at 110℃; for 48h; Inert atmosphere; Glovebox; | 99% |
With IrH2(Bpin){κ3-P,O,P-[9,9-dimethyl-4,5-bis(diisopropylphosphino)xanthene]}; cyclohexene at 110℃; for 18h; Inert atmosphere; Glovebox; | 95% |
With (N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)CuFp at 25℃; for 48h; Inert atmosphere; Glovebox; UV-irradiation; Sealed tube; | 80% |
silver tetrafluoroborate
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
m-xylene
Conditions | Yield |
---|---|
Stage #1: silver tetrafluoroborate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In acetone at 24℃; for 0.25h; Stage #2: m-xylene With trifluoroacetic acid at 24℃; | 99% |
m-xylene
Conditions | Yield |
---|---|
With dihydrogen peroxide at 100℃; for 24h; Schlenk technique; Inert atmosphere; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With 2-Ethylhexanoic acid; [Fe(CF3SO3)2((S,S)-N,N’-bis(2-pyridylmethyl)-2,2’-bipyrrolidine)]; dihydrogen peroxide In acetonitrile at 0℃; for 2.5h; | 99% |
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); chlorine; aluminum oxide; molybdenum(VI) oxide at 380 - 400℃; for 0.00277778h; | A 95.15% B 98.06% |
m-xylene
p-toluenesulfonyl chloride
2,4-dimethyl-1-[(4-methylphenyl)sulfonyl]benzene
Conditions | Yield |
---|---|
With tin(II) trifluoromethanesulfonate at 120℃; for 8h; Friedel-Crafts sulfonylation; | 98% |
With [BTBA]Cl-FeCl3 at 60℃; for 0.0166667h; Friedel-Crafts sulfonylation; | 97% |
With peroxodisulfate ion; zirconium(IV) oxide at 150℃; for 0.5h; Friedel-Crafts reaction; | 89% |
Conditions | Yield |
---|---|
With sulfuric acid; dihydrogen peroxide; sodium bromide In water at 49.84℃; | 98% |
With N-Bromosuccinimide In acetonitrile at 0 - 20℃; Inert atmosphere; | 98% |
With N-Bromosuccinimide In 1,2-dichloro-ethane at 60℃; for 10h; Sealed tube; | 97% |
Conditions | Yield |
---|---|
With trifluoroacetic anhydride; bismuth(lll) trifluoromethanesulfonate at 30℃; for 12h; Friedel-Crafts acetylation; | 98% |
With pyridin-2-yl trifluoromethanesulfonate; trifluoroacetic acid for 5h; Heating; | 95% |
With trifluoromethylsulfonic anhydride In nitromethane at 20℃; for 0.0833333h; Friedel-Crafts acylation; | 90% |
m-xylene
2-iodo-4-nitro-1(3)H-imidazole
Conditions | Yield |
---|---|
In acetonitrile for 4h; Irradiation; | 98% |
m-xylene
bis(pinacol)diborane
2-(3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
Stage #1: bis(pinacol)diborane With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine In tert-butyl methyl ether Inert atmosphere; Stage #2: m-xylene In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; | 98% |
With 6Zr(4+)*4O(2-)*4HO(1-)*4C18H12O4(2-)*2C16H10N2O4(2-)*C8H12*Ir(1+)*CH3O(1-) In tetrahydrofuran; n-heptane at 115℃; for 16h; Catalytic behavior; Reagent/catalyst; Temperature; Glovebox; Schlenk technique; Inert atmosphere; | 97% |
With Ir(1+)*C8H12*CH3O(1-)*6C12H6N2O4(2-)*4Zr(4+)*4HO(1-)*4O(2-) In neat (no solvent) at 100℃; for 7h; Time; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube; | 94% |
m-xylene
A
benzene-1,3-dicarbonitrile
B
3-cyanobenzamide
C
3-Methylbenzonitrile
Conditions | Yield |
---|---|
With ammonia; oxygen; B0.5CrK0.02Mo0086Na0009P0.007V at 350 - 420℃; under 1500.15 Torr; Gas phase; Heating / reflux; | A 98% B n/a C n/a |
(3S)-3-methoxycarbonyl-3-trifluoroacetylaminopropanoyl chloride
m-xylene
methyl 4-(2,4-dimethylphenyl)-4-oxo-2-(2,2,2-trifluoroacetamido)butanoate
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid at 0℃; for 1h; Friedel Crafts acylation; Neat (no solvent); | 98% |
m-xylene
(R)-N-trifluoroacetylaspartic acid-4-chloride-1-methyl ester
methyl 4-(2,4-dimethylphenyl)-4-oxo-2-(2,2,2-trifluoroacetamido)butanoate
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid at 0℃; for 1h; Friedel Crafts acylation; Neat (no solvent); | 98% |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide; [copper(II)(trifluoroacetylacetonate)2]; salicylic acid at 120℃; for 24h; Inert atmosphere; regioselective reaction; | 98% |
m-xylene
methyl 2-(2-chlorophenyl)-2-diazoacetate
Conditions | Yield |
---|---|
With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate at 20℃; for 0.0666667h; Schlenk technique; | 98% |
With MCM-41-PPh2-AuOTf at 20℃; for 0.1h; Schlenk technique; Inert atmosphere; regioselective reaction; | 87% |
Conditions | Yield |
---|---|
With 4-Chloropyridine; nickel(II) oxide; aluminum (III) chloride; barium titanate; 4-trifluoromethylpyridine; copper(II) sulfate In ethanol at 25℃; for 0.0666667h; Temperature; | 97.7% |
With aluminum (III) chloride In dichloromethane at 20℃; for 1.5h; | 70% |
montmorillonite doped with TiCl4 for 0.333333h; Heating; | 60% |
Conditions | Yield |
---|---|
Stage #1: phthalic anhydride; m-xylene With aluminum (III) chloride at 55℃; for 5h; cooling with salt-ice; Stage #2: With hydrogenchloride In water; m-xylene cooling with ice; | 97% |
With aluminum (III) chloride at 60℃; for 0.416667h; Catalytic behavior; Reagent/catalyst; Time; Concentration; Friedel-Crafts Acylation; Ionic liquid; Irradiation; | 85% |
With aluminium trichloride |
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