1,2-Dimethylbenzene supplier

Name
o-Xylene
EINECS 202-422-2
CAS No. 95-47-6
Article Data469
CAS DataBase
Density 0.87 g/cm³
Solubility miscible with ethanol, ether, acetone and benzene, insoluble in water
Melting Point -26--23 °C
Formula C₈H₁₀
Boiling Point 145.949 °C at 760 mmHg
Molecular Weight 106.167
Flash Point 28.882 °C
Transport Information UN 1307 3/PG 3
Appearance colourless liquid
Safety 25-45-36/37-16-7
Risk Codes 10-20/21-38-39/23/24/25-23/24/25-11
Molecular Structure
Hazard Symbols Xn,T,F
Synonyms o-Xylene;o-Xylene(8CI);1,2-Xylene;2-Methyltoluene;3,4-Dimethylbenzene;NSC 60920;Orthoxylene;o-Dimethylbenzene;o-Methyltoluene;o-Xylol;ortho-Xylene;
PSA 0.00000
LogP 2.30340

Synthetic route

: methyl(o-tolyl)(1,2-bis(diphenylphosphino)benzene)palladium*(tetrahydrofuran)

: 13991-08-7
1,2-Bis(diphenylphosphino)benzene

A: 85318-49-6
bis(1,2-bis(diphenylphosphino)benzene)palladium

B: 95-47-6
o-xylene

Conditions

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%

...Expand

: 89-95-2
2-methyl-benzyl alcohol

: 95-47-6
o-xylene

Conditions

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.

: 552-45-4
1-chloromethyl-2-methylbenzene

: 95-47-6
o-xylene

Conditions

Conditions	Yield
With palladium dichloride In methanol at 40℃; for 1h; Green chemistry; chemoselective reaction;	99%

: 2808-75-5, 58396-30-8
2-methyl-1-methylenecyclohexane

: 95-47-6
o-xylene

Conditions

Conditions	Yield
With n-butyllithium; potassium 2-methylbutan-2-olate Mechanism; 1) r.t., 16 h, 2) reflux, 6 h; further reagent: D2O;	97%

: 5973-71-7
3,4-dimethylbenzaldehyde

A: 95-47-6
o-xylene

B: 95-63-6
1,2,4-Trimethylbenzene

Conditions

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%

: 55262-10-7
1,2-dimethyl-2,5-cyclohexadiene-1-carboxylic acid

: 95-47-6
o-xylene

Conditions

Conditions	Yield
With chlorosulfonic acid In dichloromethane at 0℃; for 0.166667h;	95%

: 529-19-1
2-Methylbenzonitrile

: 95-47-6
o-xylene

Conditions

Conditions	Yield
With hydrogen; aluminum oxide; nickel at 150℃; under 760 Torr; various Nitriles;	92%
With nickel-copper at 240℃; Hydrogenation;

: 615-60-1
4-chloro-1,2-dimethylbenzene

: 608-23-1
3-chloro-o-xylene

: 95-47-6
o-xylene

Conditions

Conditions	Yield
With hydrogen; 5%-palladium/activated carbon at 290 - 320℃; for 1h;	90%

: 201230-82-2
carbon monoxide

: 612-14-6
phthalyl alcohol

A: 4385-35-7
isochroman-3-one

B: 95-47-6
o-xylene

C: 644-36-0
o-methylphenylacetic acid

Conditions

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%

...Expand

: 7397-06-0
4-t-butyl-o-xylene

A: 766-39-2
2,3-Dimethylmaleic anhydride

B: 32703-79-0
4-tert-butylphthalic anhydride

C: 74186-27-9
6-(tert-butyl)isobenzofuran-1(3H)-one

D: 95-47-6
o-xylene

E: 4-tert-butyl-phthalaldehyde

Conditions

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

...Expand

: 18022-66-7
3,4-dimethylcyclohex-3-ene-1-carboxaldehyde

A: 95-47-6
o-xylene

B: 95-63-6
1,2,4-Trimethylbenzene

Conditions

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%

: 583-55-1
1-Bromo-2-iodobenzene

: [3-(dimethylamino)propyl]dimethyl aluminium(III)

A: 95-47-6
o-xylene

B: 95-46-5
2-methylphenyl bromide

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine)palladium dichloride In benzene at 80℃;	A 80% B 13%

...Expand

: 104-87-0
4-methyl-benzaldehyde

: 552-45-4
1-chloromethyl-2-methylbenzene

A: 95-47-6
o-xylene

B: 589-18-4
4-Methylbenzyl alcohol

C: 952-80-7
1,2-bis(2-methylphenyl)ethane

D: 113312-69-9
1-(4-methylphenyl)-2-(2-methylphenyl)ethanol

Conditions

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%

...Expand

: 612-12-4
o-Xylylene dichloride

A: 95-47-6
o-xylene

B: 694-87-1
benzocyclobutene

Conditions

Conditions	Yield
With magnesium at 600℃;	A 15% B 73%

: 529-20-4
2-methylphenyl aldehyde

: 95-47-6
o-xylene

Conditions

Conditions	Yield
With polymethylhydrosiloxane; iron(III) chloride hexahydrate In 1,2-dichloro-ethane at 120℃; for 1h; Microwave irradiation;	73%

: 110-54-3
hexane

A: 95-47-6
o-xylene

B: 106-42-3
para-xylene

C: 100-41-4
ethylbenzene

D: 108-38-3
m-xylene

E: 108-88-3
toluene

F: 71-43-2
benzene

Conditions

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%

...Expand

: 89-92-9
2-methylbenzyl bromide

A: 95-47-6
o-xylene

B: 952-80-7
1,2-bis(2-methylphenyl)ethane

Conditions

Conditions	Yield
With magnesium at 600℃;	A 20% B 70%

: 89-92-9
2-methylbenzyl bromide

A: 95-47-6
o-xylene

B: 694-87-1
benzocyclobutene

C: 952-80-7
1,2-bis(2-methylphenyl)ethane

D: 36888-18-3
(E)-2,2'-dimethylstilbene

Conditions

Conditions	Yield
With magnesium at 600℃; under 0.15 Torr;	A n/a B n/a C 70% D n/a

...Expand

: 201230-82-2
carbon monoxide

: 89-92-9
2-methylbenzyl bromide

A: 95-47-6
o-xylene

B: 644-36-0
o-methylphenylacetic acid

C: 952-80-7
1,2-bis(2-methylphenyl)ethane

D: 1,3-bis(3,4-methylphenyl)acetone

Conditions

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%

...Expand

: 89-92-9
2-methylbenzyl bromide

A: 95-47-6
o-xylene

B: 644-36-0
o-methylphenylacetic acid

C: 952-80-7
1,2-bis(2-methylphenyl)ethane

D: 1,3-bis(3,4-methylphenyl)acetone

Conditions

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%

...Expand

: 55262-10-7
1,2-dimethyl-2,5-cyclohexadiene-1-carboxylic acid

A: 95-47-6
o-xylene

: (1S,5R)-5-Hydroperoxy-1-methyl-6-methylene-cyclohex-2-enecarboxylic acid

: (1S,5S)-5-Hydroperoxy-1-methyl-6-methylene-cyclohex-2-enecarboxylic acid

Conditions

Conditions	Yield
With oxygen; 5,15,10,20-tetraphenylporphyrin In chloroform at -30℃; for 24h; Irradiation;	A 19% B 10% C 68%

...Expand

: 108-93-0
cyclohexanol

A: 95-47-6
o-xylene

B: 96-37-7
methyl-cyclopentane

C: 110-82-7
cyclohexane

D: 71-43-2
benzene

Conditions

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

...Expand

: 137092-35-4
Bis(dithiopivalinsaeure)-1,2-xylylenester

A: 95-47-6
o-xylene

B: 40920-16-9
methyl dithiopivalate

Conditions

Conditions	Yield
In methanol cathodic reduction, Pt cathode;	A 61% B 50%

: 91-13-4
α,α'-dibromo-o-xylene

A: 95-47-6
o-xylene

B: 952-80-7
1,2-bis(2-methylphenyl)ethane

C: 113245-36-6
α,α'-diethoxy-o-xylene

D: 1,2-bis(o-ethoxymethylphenyl)ethane

Conditions

Conditions	Yield
With sodium In toluene for 24h; Heating;	A 60% B n/a C n/a D n/a

...Expand

: 1632-16-2
2-ethyl-1-hexene

A: 95-47-6
o-xylene

B: 106-42-3
para-xylene

C: 100-41-4
ethylbenzene

Conditions

Conditions	Yield
With tert-butylethylene; (iPr4PCOP)IrHCl; sodium t-butanolate at 200℃; for 120h; Concentration; Reagent/catalyst; Temperature;	A 11% B 60% C 7%

...Expand

: 142-82-5
n-heptane

A: 95-47-6
o-xylene

B: 106-42-3
para-xylene

C: 100-41-4
ethylbenzene

D: 108-38-3
m-xylene

E: 108-88-3
toluene

F: 71-43-2
benzene

Conditions

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%

...Expand

: 95-65-8
3,4-Dimethylphenol

: 95-47-6
o-xylene

Conditions

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%

: 1933-71-7
2-methylsulfonyloxymethylbenzyl methanesulfonate

: 95-47-6
o-xylene

Conditions

Conditions	Yield
With lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction;	57%

: 3227-91-6
<4>Radialene

A: 292638-84-7
styrene

B: 95-47-6
o-xylene

C: 536-74-3
phenylacetylene

D: 108-88-3
toluene

E: 71-43-2
benzene

Conditions

Conditions	Yield
at 880℃; under 0.001 Torr;	A 55% B 6% C n/a D n/a E n/a

...Expand

: 95-47-6
o-xylene

: 85-44-9
phthalic anhydride

Conditions

Conditions	Yield
With oxygen at 340 - 360℃;	100%
With oxygen	100%
With oxygen	100%

: 95-47-6
o-xylene

: 583-57-3
1,2-Dimethyl-cyclohexane

Conditions

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+)0.7C4H8O0.7H(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%

: 95-47-6
o-xylene

A: 87-41-2
2-benzofuran-1(3H)-one

B: 85-44-9
phthalic anhydride

Conditions

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%

: 95-47-6
o-xylene

ortho-xylene chlorinated products; mixture of: ortho-xylene chlorinated products; mixture of

Conditions

Conditions	Yield
With chlorine; manganese trisacetylacetonate; 10H-phenothiazine-10-carbonyl chloride at 10℃; under 760.051 Torr; for 0.833333h; Product distribution / selectivity;	100%

: 95-47-6
o-xylene

ortho-xylene chlorinated products; mixture of: ortho-xylene chlorinated products; mixture of

Conditions

Conditions	Yield
With chlorine; manganese trisacetylacetonate; 10H-phenothiazine-10-carbonyl chloride at 10℃; under 760.051 Torr; for 0.666667h; Product distribution / selectivity;	100%

: 95-47-6
o-xylene

: 93-96-9
bis(1-phenylethyl)ether

: 6196-95-8
1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

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%

: 292638-84-7
styrene

: 95-47-6
o-xylene

: 13540-56-2
4-benzyl-1,2-dimethylbenzene

Conditions

Conditions	Yield
With phosphotungstic acid at 120℃; for 3h; Reagent/catalyst; Friedel-Crafts Alkylation;	100%

: 95-47-6
o-xylene

: 2-chloro-5-(2-(3,4-dimethoxyphenyl)-1,1,1-trifluoropropan-2-yl)thiophene

: 2-(2-(3,4-dimethoxyphenyl)-1,1,1-trifluoropropan-2-yl)-4-(3,4-dimethylphenyl)thiophene

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at -40℃; for 6h;	100%

: 292638-84-7
styrene

: 95-47-6
o-xylene

: 6196-95-8
1,2-dimethyl-4-(1-phenylethyl)benzene

Conditions

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%

: 507-20-0
tertiary butyl chloride

: 95-47-6
o-xylene

: 7397-06-0
4-t-butyl-o-xylene

Conditions

Conditions	Yield
With iodine at 50℃; Temperature;	99.3%
With iron(III) chloride at 0 - 20℃;	85%
With aluminium trichloride	69%

: 85-44-9
phthalic anhydride

: 95-47-6
o-xylene

: 2159-42-4
2-(3,4-dimethylbenzoyl)benzoic acid

Conditions

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%

: 95-47-6
o-xylene

: 625-36-5
2-chloropropionyl chloride

: 22422-23-7
3-chloro-1-(3,4-dimethyl-phenyl)-propan-1-one

Conditions

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%

: 95-47-6
o-xylene

: 25145-43-1, 36240-11-6, 59981-93-0, 22414-26-2
2-phenylpropionyl chloride

: 135584-30-4
1-(3,4-dimethylphenyl)-2-phenyl-1-propanone

Conditions

Conditions	Yield
With aluminium trichloride In carbon disulfide for 14h; Ambient temperature;	99%

: 95-47-6
o-xylene

ortho-xylene chlorinated products; mixture of: ortho-xylene chlorinated products; mixture of

Conditions

Conditions	Yield
With chlorine; manganese trisacetylacetonate; 10H-phenothiazine-10-carbonyl chloride at 10℃; under 760.051 Torr; for 0.583333h; Product distribution / selectivity;	99%

: 95-47-6
o-xylene

: 199620-14-9, 13007-92-6
chromium(0) hexacarbonyl

: 12129-29-2
(η6-o-xylene)tricarbonylchromium(0)

Conditions

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%

: Reed’s acid

: 95-47-6
o-xylene

: [H(m-xylene)][CB11H6Br6]*(o-xylene)

Conditions

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%

: 95-47-6
o-xylene

: 18734-63-9
perfluoro-o-phenylenemercury trimer

: 649559-06-8
perfluoro-ortho-phenylene mercury trimer - ortho-xylene (1:1)

Conditions

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%

: 95-47-6
o-xylene

: 65-85-0
benzoic acid

: 38418-11-0
2-methylbenzyl benzoate

Conditions

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%

: 95-47-6
o-xylene

: 3972-65-4
1-bromo-4-tert-butylbenzene

: 70663-11-5
1-(4-(tert-butyl) benzyl)-2-methylbenzene

Conditions

Conditions	Yield
With Xantphos-Pd-G3; potassium hexamethylsilazane at 110℃; for 12h; Inert atmosphere; Sealed tube;	99%

: 677-71-4
hexafluoroacetone hydrate

: 95-47-6
o-xylene

: 65294-20-4
4,4'-(hexafluoroisopropylidene)-bis-(o-xylene)

Conditions

Conditions	Yield
With hydrogen fluoride at 100℃; under 7980.54 Torr; for 13h; Concentration; Temperature; Autoclave;	98.7%

: 108-30-5
succinic acid anhydride

: 95-47-6
o-xylene

: 51036-98-7
3-(3,4-dimethylbenzoyl)propionic acid

Conditions

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%

: 91-01-0
1,1-Diphenylmethanol

: 95-47-6
o-xylene

: 500362-29-8
((3,4-dimethylphenyl)methylene)dibenzene

Conditions

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.

: 95-47-6
o-xylene

: 89-92-9
2-methylbenzyl bromide

Conditions

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%

: 768-90-1
1-Adamantyl bromide

: 95-47-6
o-xylene

: 62133-11-3
1-(1-adamantyl)-3,4-dimethylbenzene

Conditions

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%

: 507-19-7
t-butyl bromide

: 95-47-6
o-xylene

: 7397-06-0
4-t-butyl-o-xylene

Conditions

Conditions	Yield
With pyrographite for 24h; Heating;	98%

: 95-47-6
o-xylene

: 558-17-8
tert-Butyl iodide

: 7397-06-0
4-t-butyl-o-xylene

Conditions

Conditions	Yield
pyrographite for 24h; Heating;	98%

: 95-47-6
o-xylene

: trifluoroethyl (phenyl)diazoacetate

: 2,2,2-trifluoroethyl 2-(3,4-dimethylphenyl)-2-phenylacetate

Conditions

Conditions	Yield
With C42H63O3PAu(1+)C7H5N*F6Sb(1-) at 20℃; for 0.05h; Schlenk technique;	98%

1,2-Dimethylbenzene Consensus Reports

Community Right-To-Know List. Reported in EPA TSCA Inventory.

1,2-Dimethylbenzene Standards and Recommendations

OSHA PEL: TWA 100 ppm; STEL 150 ppm
ACGIH TLV: TWA 100 ppm; STEL 150 ppm; BEI: methyl hippuric acids in urine at end of shift 1.5 g/g creatinine; Not Classifiable as a Human Carcinogen
NIOSH REL: (Xylene) TWA 100 ppm; CL 200 ppm/10M
DOT Classification: 3; Label: Flammable Liquid

1,2-Dimethylbenzene Specification

1,2-Dimethylbenzene, also known o-Xylene, is colourless, flammable liquid with aromatic smell. It is an aromatic hydrocarbon, based on benzene with two methyl substituents bonded to adjacent carbon atoms in the aromatic ring (the ortho configuration). What's more, 1,2-Dimethylbenzene is miscible with ethanol, ether, acetone and benzene, insoluble in water.

Preparation: 1,2-Dimethylbenzene was mainly obtained from coal tar originally, but now the majority of domestic and overseas extract this product from oil catalytic reforming and aromatics thermal cracking. As the structure of 1,2-Dimethylbenzene, p-xylene, m-xylene is very similar, their physical parameters vary little. In industry, the separation of 1,2-Dimethylbenzene uses superfractionation. The rectification requires about 150 tower plates and reflux ratio 5-8 and consumes more energy.

Use industrial 1,2-dimethylbenzene as raw material. First, use industrial concentrated sulfuric acid to wash to acid layer colorless. Then wash the mixture with 10% sodium hydroxide solution and water to be qualified. After the separation of water layer, dry with anhydrous calcium chloride. And then rectify until distillate clear. Finally, collecting the midbarrel, the product is pure.

Uses: 1,2-Dimethylbenzene is mainly used as chemical raw material and solvent. It can be used in the production of phthalic anhydride, phthalic nitrile, dimethyl phenol, dimethylaniline, dyes, pesticide, drug (such as vitamin) and so on. It is also used as aviation gasoline additive. In addition, 1,2-Dimethylbenzene is used in organic synthesis. For example: it can react with benzoyl chloride to get 3,4-dimethyl-benzophenone. This reaction which is a kind of Friedel-Crafts acylation needs reagent BiCl₃ at temperature of 120 °C. The reaction time is 12 hours. The yield is 93%.

1,2-Dimethylbenzene can react with benzoyl chloride to get 3,4-dimethyl-benzophenone

Safty: 1,2-Dimethylbenzene is harmful by inhalation and in contact with skin. It is specially irritating to skin. And people also should avoid contact with eyes. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

Structure Descriptors:
1. Smiles:c1(c(cccc1)C)C
2. InChI:InChI=1/C8H10/c1-7-5-3-4-6-8(7)2/h3-6H,1-2H3

Toxicity:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
human	LCLo	inhalation	6125ppm/12H (6125ppm)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 883, 1980.
mammal (species unspecified)	LDLo	intraperitoneal	1500mg/kg (1500mg/kg)		Journal of Pathology and Bacteriology. Vol. 46, Pg. 95, 1938.
mammal (species unspecified)	LDLo	subcutaneous	2500mg/kg (2500mg/kg)		Journal of Pathology and Bacteriology. Vol. 46, Pg. 95, 1938.
mouse	LCLo	inhalation	30gm/m³ (30000mg/m³)	BEHAVIORAL: GENERAL ANESTHETIC LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION CARDIAC: OTHER CHANGES	Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 143, Pg. 223, 1929.
mouse	LD50	intraperitoneal	1550uL/kg (1.55mL/kg)		Archives of Toxicology. Vol. 58, Pg. 106, 1985.
rat	LCLo	inhalation	6125ppm/12H (6125ppm)		Journal of Pathology and Bacteriology. Vol. 46, Pg. 95, 1938.
rat	LDLo	oral	5gm/kg (5000mg/kg)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 883, 1980.

Product Name

o-Xylene

Synthetic route

1,2-Dimethylbenzene Consensus Reports

1,2-Dimethylbenzene Standards and Recommendations

1,2-Dimethylbenzene Specification

Related Products

Hot Products