Welcome to LookChem.com Sign In|Join Free
  • or

Encyclopedia

Mesitylene

Base Information
  • Chemical Name:Mesitylene
  • CAS No.:108-67-8
  • Molecular Formula:C9H12
  • Molecular Weight:120.194
  • Hs Code.:29029080
  • European Community (EC) Number:203-604-4
  • ICSC Number:1155
  • NSC Number:9273
  • UN Number:2325
  • UNII:887L18KQ6X
  • DSSTox Substance ID:DTXSID6026797
  • Nikkaji Number:J2.424D
  • Wikipedia:Mesitylene
  • Wikidata:Q425161
  • Metabolomics Workbench ID:49631
  • ChEMBL ID:CHEMBL1797281
  • Mol file:108-67-8.mol
Mesitylene

Synonyms:mesitylene

Suppliers and Price of Mesitylene
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Mesitylene
  • 500 ml
  • $ 65.00
  • TRC
  • Mesitylene
  • 250 ml
  • $ 55.00
  • TRC
  • Mesitylene
  • 1000 ml
  • $ 80.00
  • TCI Chemical
  • 1,3,5-Trimethylbenzene >97.0%(GC)
  • 500mL
  • $ 53.00
  • TCI Chemical
  • 1,3,5-Trimethylbenzene >97.0%(GC)
  • 25mL
  • $ 20.00
  • SynQuest Laboratories
  • Mesitylene
  • 2.5 L
  • $ 474.00
  • SynQuest Laboratories
  • Mesitylene
  • 500 mL
  • $ 106.00
  • SynQuest Laboratories
  • Mesitylene
  • 100 mL
  • $ 26.00
  • Sigma-Aldrich
  • 1,3,5-Trimethylbenzene solution certified reference material, 5000?μg/mL in methanol
  • 1 mL
  • $ 47.90
  • Sigma-Aldrich
  • 1,3,5-Trimethylbenzene solution certified reference material, 5000 μg/mL in methanol
  • 41103
  • $ 46.40
Total 41 raw suppliers
Chemical Property of Mesitylene
Chemical Property:
  • Appearance/Colour:colorless liquid with a peculiar odor 
  • Vapor Pressure:14 mm Hg ( 55 °C) 
  • Melting Point:-45 °C 
  • Refractive Index:n20/D 1.499(lit.)  
  • Boiling Point:166.7 °C at 760 mmHg 
  • PKA:>14 (Schwarzenbach et al., 1993) 
  • Flash Point:44.4 °C 
  • PSA:0.00000 
  • Density:0.869 g/cm3 
  • LogP:2.61180 
  • Storage Temp.:2-8°C 
  • Solubility.:Miscible with alcohol, benzene, ether (Windholz et al., 1983), and trimethylbenzene isomers. 
  • Water Solubility.:2.9 g/L (20 ºC) 
  • XLogP3:3.4
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:0
  • Rotatable Bond Count:0
  • Exact Mass:120.093900383
  • Heavy Atom Count:9
  • Complexity:55
  • Transport DOT Label:Flammable Liquid
Purity/Quality:

99% *data from raw suppliers

Mesitylene *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi,DangerousN,FlammableF,Toxic
  • Hazard Codes:Xi,N,F,T 
  • Statements: 10-37-51/53-39/23/24/25-23/24/25-11-37/38 
  • Safety Statements: 61-45-36/37-16-7 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Solvents -> Aromatic Solvents
  • Canonical SMILES:CC1=CC(=CC(=C1)C)C
  • Inhalation Risk:A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
  • Effects of Short Term Exposure:The substance is irritating to the eyes, skin and respiratory tract. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis. The substance may cause effects on the central nervous system.
  • Effects of Long Term Exposure:The substance defats the skin, which may cause dryness or cracking. Repeated or prolonged inhalation may cause effects on the lungs. This may result in chronic bronchitis. The substance may have effects on the central nervous system and blood.
  • Uses It can be used for the production of trimesic acid and antioxidants, epoxy curing agents, stabilizers polyester resin, alkyd resin, plasticizers and dyes etc. It can be used as raw material of organic synthesis, it can be used in the preparation of trimesic acid, and antioxidants, epoxy curing agents, stabilizers polyester resin, alkyd resin, plasticizer, 2,4,6-trimethyl aniline reactive brilliant blue, K-3R and other dye. It can be used as analytical reagents, solvents, it can be also used in organic synthesis, etc. Intermediate, including anthraquinone vat dyes, UV oxidation stabilizers for plastics. Mesitylene is used to make plastics and dyes. It acts as a solvent, ligand in organometallic chemistry and precursor to 2,4,6-trimethylaniline. It is also used as a developer for photopatternable silicones due to its solvent properties in the electronics industry. It is used as an internal standard in nuclear magnetic resonance (NMR) samples due to the presence of three equivalent protons in it. It is involved in the production of trimesic acid and antioxygen, epoxy firming agent and polyester resin stabilizers. Further, it is used as an additive and component in aviation gasoline blends.
  • Production method 1. It is derived by the separation of C9 aromatic hydrocarbon. 2. In the reforming of heavy aromatics the amount of mesitylene is about 11.8%. However, due to its boiling point (164.7 ℃) is extremely close to the boiling point of O-methyl benzene (165.15 ℃), it is difficult to separate for using distillation method. 3.The isomerization method with partial three toluene as raw material can fractionate, and can get mesitylene which the one way yield is 21.6%, the purity is more than 95%, while 4%-7% of by-product is durene, xylene is 9%. The average temperature of reactor bed is 260℃, pressure is 2.35MPa, empty the entire is 1.0h-1, molar ratio of reforming hydrogen and oil is 10: 1, the catalyst is mordenite which lack of aluminum hydrogen form: Cu: Ni: binder = 85.2: 0.5: 15. Under these conditions, the conversion rate of partial three toluene is 46%, selectivity is 47% , one way yield of mesitylene is 21.6%. HF-BF3 is xylene separated and through the method of isomerization by Japanese Mitsubishi Gas Company, by-products contain high concentration of mesitylene of high boiling, the goods can be get by distilled and refined. 4. Acetone in sulfuric acid-catalyzed goes through dehydration synthesis can obtain this goods with the yield of 13%-15%. 4600g (79mol) of industrial acetone is cooled to 0-5℃, and 4160ml concentrated sulfuric acid is added with stirring, the temperature can not exceed 10℃. After addition is completed, cntinue stirring 3-4h, place at room temperature for 18-24h. The product is subjected to steam distillation, mesitylene is separated, then it is washed with alkali, water, and then collect distillation fraction of 210℃, 15g sodium metal is added into this fraction, it is heated to near the boiling point, 2/3 liquid is evaporated. the residue is distilled to 210℃, efficient fractionation collection is done for the 163-167℃ distillate, 430-470g1,3,5-mesitylene can be obtained.
  • Physical properties Colorless liquid with a peculiar odor. An odor threshold concentration of 170 ppbv was reported by Nagata and Takeuchi (1990).
Technology Process of Mesitylene

There total 417 articles about Mesitylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With aluminum oxide; at 420 ℃; flowrate: 33 ml/ h;
Refernces

Regioselective, nucleophilic activation of C&F bonds in o-fluoroanilines

10.1016/j.jfluchem.2019.03.009

The research aims to explore and optimize reactions involving the selective activation and substitution of aromatic fluorine substituents in ortho-fluorinated anilines using Ti(NMe2)4 as a reagent. The study focuses on the regioselective defluoroamination reaction, where a fluorine atom vicinal to the NH2 group of the starting aniline is replaced with an NMe2 group, resulting in the formation of N,N-dimethyl-1,2-phenylenediamine derivatives. The conclusions drawn from the research indicate that the reactivity of these reactions increases with additional ring fluorination, generally following established regiochemical trends. Notably, compounds with fluorines in both the 2- and 6-positions can undergo substitution at both positions given extended reaction times. The chemicals used in this process include ortho-fluorinated anilines, Ti(NMe2)4, mesitylene as the solvent, and bis(4-fluorophenyl)ether as an internal NMR standard. The reactions were found to be general, reasonably efficient, and consistent with established ancillary-fluorine substituent effects, although preliminary experiments showed limited generalization to ortho-fluorinated phenols.

Solarylations via 4-aminophenyl cations

10.1021/jo902669j

The research explores the application of the photo-SN1 reaction on 4-chloroanilines under solar irradiation to develop a metal-free arylation method. The study aims to improve the environmental sustainability of arylations by using sunlight, more environmentally friendly solvents, and reducing the excess of trapping agents. The researchers optimized the reaction conditions using a solar simulator and then tested the reactions under direct sunlight. They found that the process could be scaled up to a gram scale with satisfactory yields, even with higher starting concentrations of halides and lower proportions of trapping agents. The study concludes that solar-induced photo-ArSN1 arylations are a viable and environmentally friendly alternative to traditional metal-catalyzed arylations, with the added benefit of being powered by renewable solar energy. 4-Chloro-N,N-dimethylaniline (1a) serves as the starting material for generating the 4-N,N-dimethylaminophenyl cation upon irradiation. Mesitylene (2a) acts as a p-trap in the reaction. R-Methylstyrene (2b) is another nucleophile used in the study. Allyltrimethylsilane (2c) serves as a nucleophile in the reaction.

Rearrangement of N-acyl-3,4-dihydro-1H-2,1-benzoxazines to 2-substituted-4H-3,1-benzoxazines through a retro-Diels-Alder extrusion of formaldehyde

10.1039/P29960001367

The research focuses on the thermal decomposition of N-acyl-3,4-dihydro-1H-2,1-benzoxazines, which undergo a retro-Diels-Alder reaction to extrude formaldehyde and form N-acylazaxylylenes. These intermediates then undergo a 6a electrocyclisation to yield 2-substituted-4H-3,1-benzoxazines, rather than a 47c electrocyclisation which would lead to N-acyl-1,2-dihydrobenzazetes. The study provides a detailed characterization of the compounds formed using spectroscopic methods, revealing data inconsistent with previous reports, and suggests that the previously reported structures for these compounds may need to be reevaluated. The chemicals used in this process include a range of N-acyl-3,4-dihydro-1H-2,1-benzoxazines with different substituents (such as N-benzoyl, N-acetyl, N-pivaloyl, etc.), formaldehyde, and various solvents like mesitylene and cyclohexanol for the reactions.

Asymmetric indoline synthesis via intramolecular aza-Michael addition mediated by bifunctional organocatalysts

10.1021/ol401538b

The study presents a novel method for the asymmetric synthesis of 2-substituted indolines using bifunctional amino(thio)urea catalysts. The key chemicals involved include the starting materials, which are aniline derivatives bearing an R,?-unsaturated carbonyl moiety, and the bifunctional organocatalysts, specifically quinidine-derived thiourea and urea catalysts. The reaction proceeds through an intramolecular aza-Michael addition, activated by hydrogen bonding, which allows for high enantioselectivity and versatility across a wide range of substrates. The study optimized reaction conditions, finding that less polar aromatic solvents like mesitylene were most effective, and that urea catalysts generally provided better yields and enantioselectivity compared to thiourea catalysts. The scope of substrates was explored, demonstrating the applicability of the method to various electron-rich and electron-poor enones, as well as higher oxidation state substrates like R,?-unsaturated thioesters. The synthesized indolines can be further transformed, highlighting the potential for this method in the synthesis of biologically active compounds.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1 Customer Service

What can I do for you?
Get Best Price

Get Best Price for 108-67-8