Hexamethylbenzene

Base Information

• Chemical Name: Hexamethylbenzene
• CAS No.: 87-85-4
• Deprecated CAS: 46010-49-5
• Molecular Formula: C12H18
• Molecular Weight: 162.275
• Hs Code.: 29029090
• European Community (EC) Number: 201-777-0
• NSC Number: 3838
• UNII: J8SD5741V8
• DSSTox Substance ID: DTXSID3058957
• Nikkaji Number: J4.281A
• Wikipedia: Hexamethylbenzene
• Wikidata: Q413592
• Metabolomics Workbench ID: 56113
• ChEMBL ID: CHEMBL16347
• Mol file: 87-85-4.mol

Synonyms:1,2,3,4,5,6-hexamethylbenzene;hexamethylbenzene

Chemical Property of Hexamethylbenzene

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 0.0245mmHg at 25°C
• Melting Point: 165 °C
• Refractive Index: 1.501
• Boiling Point: 256.6°C at 760 mmHg
• Flash Point: 261.4 °C
• Density: 1,063 g/cm³
• Water Solubility.: Insoluble in water
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 162.140850574
• Heavy Atom Count: 12
• Complexity: 91.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

Hexamethylbenzene Zone Refined (number of passes:20) >99.5%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: CC1=C(C(=C(C(=C1C)C)C)C)C
• Uses: Hexamethylbenzene is used as pharmaceutical intermediates, in organic synthesis of compounds, as a solvent for He-NMR spectroscopy. Used as a ligand in organometallic chemistry. Reaction with dimethyldioxirane, gives the major product, an unusual oxepane triepoxide.

Technology Process of Hexamethylbenzene

There total 243 articles about Hexamethylbenzene 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:

Reference yield: 100.0%

dimethylacetylene (503-17-3) → Hexamethylbenzene (87-85-4)

Guidance literature:

With bis(cyclopentadienyl)titanium dichloride; C₁₄H₁₀Mg(THF)3; In benzene-d6; at 70 ℃; for 18h; Further Variations:; Reagents; Product distribution;

DOI:10.1016/j.jorganchem.2003.10.039

Reference yield: 100.0%

dimethylacetylene (503-17-3) + [D3]acetonitrile (2206-26-0) → Hexamethylbenzene (87-85-4) + 2-Methyl-3,4,5,6-tetramethylpyridin

Guidance literature:

(η3-allyl)(η5-pentamethylcyclopentadienyl)cobalt; In hexane; at 20 ℃; for 72h;

Reference yield: 90.0%

1,2,3,4,5,6-hexamethylbicyclo[2.2.0]hexa-2,5-diene (7641-77-2) → Hexamethylbenzene (87-85-4)

Guidance literature:

With cadmium(II) sulphide; In dichloromethane; for 0.5h; Rate constant; Quantum yield; Mechanism; Irradiation; further reagents, effect of substrate concentration;

DOI:10.1021/j100408a048

upstream raw materials:

methanol

2,4,6-trimethylaniline hydrochloric acid salt

methyl bromide

2,3,4,5,6-pentamethylbromobenzene

Downstream raw materials:

o-xylene

tetrachloro-[1,4]benzoquinone; compound with hexamethylbenzene

1-ethoxymethyl-2,3,4,5,6-pentamethyl-benzene

3-Chloromethyl-1,2,3,4,5-pentamethyl-6-methylene-cyclohexa-1,4-diene

Refernces

• 1、 Al-Ekabi, Hussian,Mayo, Paul de. "Surface Photochemistry: On the Mechanism of the Semiconductor Photoinduced Valence Isomerization of Hexamethyl-Dewar Benzene to Hexamethylbenzene". . p. 4075 - 4080. Retrieved 1986.
• 2、 Skell et al.. "". . p. 3337,3338,3339. Retrieved 1973.
• 3、 Dietl,Maitlis. "". . p. 759. Retrieved 1967.
• 4、 Hogeveen,Kwant. "". . p. 5357. Retrieved 1972.
• 5、 Jones, Guilford,Becker, William G.. "Photoisomerization of Charge-Transfer Complexes of Hexamethyl(Dewar benzene). Contrasting Paths for Rearrangement Involving Adiabatic Reaction and Ionic Photodissociation". . p. 1276 - 1283. Retrieved 1983.
• 6、 Closs, G. L.,Gordon, S.,Mulac, W. A.. "Generation of Trialkylcyclopropenyl Radicals by Pulse Radiolysis and Radical-Ion Complex Formation". . p. 5415 - 5416. Retrieved 1982.
• 7、 Booth et al.. "". . p. 491,493. Retrieved 1969.
• 8、 Peacock, Nancy J.,Schuster, Gary B.. "Isomerization of Hexamethyl(Dewar benzene) to Hexamethylbenzene Catalyzed by Electron Acceptors. Thermal Generation of an Exciplex". . p. 3632 - 3638. Retrieved 1983.
• 9、 Traylor, Teddy G.,Miksztal, Andrew R.. "Mechanism of Hemin-Catalyzed Epoxidations: Electron Transfer from Alkenes". . p. 2770 - 2774. Retrieved 1987.
• 10、 Lee,Blintzinaer. "". . p. 93,102. Retrieved 1977.