Name | 1,2,4,5-Tetramethylbenzene |
Synonyms | Durene 2,5-dimethyl-p-xylen 1,2,4,5-Tetramethylbenzene 1,2,4,5-tetramethyl-benzen Durene,1,2,4,5-Tetramethylbenzene 1,2,4,5-TETRAMETHYLBENZENE (DURENE) 1,2,4,5-Tetramethylbenzene (Durene) 1,2,4,5-Tetramethylbenzene,1,2,4,5-Tetramethylbenzene, Durene |
CAS | 95-93-2 |
EINECS | 202-465-7 |
InChI | InChI=1/C10H14/c1-7-5-9(3)10(4)6-8(7)2/h5-6H,1-4H3 |
Molecular Formula | C10H14 |
Molar Mass | 134.22 |
Density | 0.838g/mLat 25°C(lit.) |
Melting Point | 78 °C |
Boling Point | 196-197 °C |
Flash Point | 165°F |
Water Solubility | insoluble |
Solubility | 0.00348g/l |
Vapor Presure | 160 mm Hg ( 140 °C) |
Vapor Density | 4.6 (vs air) |
Appearance | neat |
Specific Gravity | 0.838 |
Color | White to Almost white |
Merck | 14,3468 |
BRN | 1903393 |
Storage Condition | Flammables area |
Refractive Index | 1.5093 |
Physical and Chemical Properties | White monoclinic crystal. Melting point 79.2 ℃, boiling point 196.8 ℃, relative density 0.8918, flash point 73 ℃. Soluble in ethanol, ether, benzene, insoluble in water. |
Use | It is the most ideal raw material for the oxidation of pyromellitic anhydride |
Risk Codes | R11 - Highly Flammable R53 - May cause long-term adverse effects in the aquatic environment R50 - Very Toxic to aquatic organisms |
Safety Description | S16 - Keep away from sources of ignition. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN 1325 4.1/PG 2 |
WGK Germany | 1 |
RTECS | DC0500000 |
TSCA | Yes |
HS Code | 29029080 |
Hazard Class | 4.1 |
Packing Group | III |
Toxicity | LD50 orally in Rabbit: 6700 mg/kg |
white monoclinic crystals. Melting point 79.2 °c. Boiling point 196.8 °c. The relative density was 0.8918. Flash point 73. Soluble in ethanol, ether, benzene, insoluble in water.
mainly used for the preparation of pyromellitic dianhydride, also used in the production of polyimide resin, dyes, plasticizers, surfactants and so on.
Henry's Law Constant | 2.49 at 25 °C (approximate - calculated from water solubility and vapor pressure) |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
properties | mesitylene, 1,2,4, 5-tetramethylbenzene, is an organic compound, the chemical formula is C6H2(CH3)4. It is a colorless solid with a sweet odor. It is one of the three isomers of tetramethylbenzene, the other two being 1,2,3, 4-tetramethylbenzene (melting point − 6.2 ° C) and 1,2,3, 5-tetramethylbenzene (melting point -23.7°C). Mesitylene has a higher melting point (79.2°C), which reflects its high molecular symmetry. |
Application | mesitylene is a component with higher utilization value in C10 heavy aromatics, mainly used for the production of benzene four acid dianhydride (PMDA). The main use of phthalic acid dianhydride is to react with 4, 4-diamino Diether to produce a new type of high temperature engineering plastic and insulating material polyimide (PI). Polyimide with excellent electrical insulation properties, high temperature resistance, radiation resistance is widely used in aerospace, atomic energy, mechanical and electrical industrial production. In addition, PMDA is also an important raw material of high quality plasticizer, curing agent and powder coating matting agent, and the demand is increasing, and the demand for mesitylene is also increasing exponentially. mainly used for the preparation of pyromellitic dianhydride, also used in the production of polyimide resin, dyes, plasticizers, surfactants and so on. It is the most ideal raw material for the preparation of pyromellitic anhydride by oxidation organic synthesis. Plasticizers. |
preparation | mesitylene is one of the components of coal tar and was originally prepared from trimethylbenzene in 1870. It is derived from the methylation of other toluene, such as para-xylene or meta-trimethylbenzene. C6H4(CH3)2 2CH3Cl → C6H2(CH3)4 2 HCl it was prepared by alkylation of xylene with trimethylbenzene and methanol. Mesitylene can be selectively crystallized from its isomers according to its high melting point. The original synthesis method involved a similar reaction with toluene as the starting material. |
production method | C9-C10 aromatics fraction was removed by distillation, and then frozen (-70 ℃), recrystallization to produce tetramethylbenzene. But the cost is higher. Now they are all produced by synthetic method, for example, using M-xylene as raw material, adding anhydrous aluminum trichloride, passing methyl chloride at 100 ℃ for reaction, standing, cooling, separating the upper layer of dark green oil, after drying, atmospheric distillation, collecting 180-205 deg C fraction. In addition, there are methods for preparing tetramethylbenzene by isomerization, alkylation and conversion alkylation of xylene and meta-trimethylbenzene, disproportionation-isomerization of meta-trimethylbenzene, and the like. |
category | relatively flammable solid |
toxicity grade | poisoning |
Acute toxicity | oral-rat LD50: 6989 mg/kg; Intravenous-mouse LD50: 180 mg/kg |
flammability hazard characteristics | in case of fire, high temperature, oxidant flammable; combustion produces irritating smoke |
storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored separately from the oxidant |
extinguishing agent | water, dry sand, carbon dioxide, foam, 1211 extinguishing agent |