CAS No.95-47-6,o-Xylene Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	95-47-6
Name:	o-Xylene
Article Data:	469

Formula:	C₈H₁₀
Molecular Weight:	106.167
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;
EINECS:	202-422-2
Density:	0.87 g/cm³
Melting Point:	-26--23 °C
Boiling Point:	145.949 °C at 760 mmHg
Flash Point:	28.882 °C
Solubility:	miscible with ethanol, ether, acetone and benzene, insoluble in water
Appearance:	colourless liquid
Hazard Symbols:	Xn,T,F
Risk Codes:	10-20/21-38-39/23/24/25-23/24/25-11
Safety:	25-45-36/37-16-7
Transport Information:	UN 1307 3/PG 3
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

Raw Materials

2213-37-8

98-01-1

1587-04-8

89-95-2

7727-15-3

110-00-9

119-65-3

13209-15-9

Downstream Products

119-67-5

31599-61-8

50690-08-9

526-75-0

95-72-7

34060-72-5

55765-61-2

452-64-2

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Consensus Reports

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

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

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.