1,2,3,4-Tetramethylbenzene

Base Information

• Chemical Name: 1,2,3,4-Tetramethylbenzene
• CAS No.: 488-23-3
• Molecular Formula: C10H14
• Molecular Weight: 134.221
• European Community (EC) Number: 207-673-1
• NSC Number: 93932
• UNII: 96WT7D2WXJ
• DSSTox Substance ID: DTXSID4060072
• Nikkaji Number: J6.030E
• Wikipedia: Prehnitene
• Wikidata: Q27118087
• Metabolomics Workbench ID: 56111
• ChEMBL ID: CHEMBL1797278
• Mol file: 488-23-3.mol

Synonyms:prehnitene

Chemical Property of 1,2,3,4-Tetramethylbenzene

Chemical Property:

• Vapor Pressure: 160 mm Hg ( 140 °C)
• Melting Point: 76-80 °C(lit.)
• Refractive Index: 1.5190
• Boiling Point: 204 °C at 760 mmHg
• Flash Point: 69.7 °C
• PSA: 0.00000
• Density: 0.838 g/mL at 25 °C(lit.)
• LogP: 2.92020
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Immiscible with water.
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 134.109550447
• Heavy Atom Count: 10
• Complexity: 92.6

Purity/Quality:

99.5% ^*data from raw suppliers

1,2,3,4-Tetramethylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Aromatic Solvents
• Canonical SMILES: CC1=C(C(=C(C=C1)C)C)C
• Description: 1, 2, 3, 4-Tetramethylbenzene is used as a starting material in the preparation of 1, 2, 3, 4-tetramethyl benzene-5-chlorosulfonyl chloride by reacting with chlorosulfonic acid1. In industry, it is the precursor to pyromellitic dianhydride, which is used for manufacturing curing agents, adhesives, coating materials. It is used in the manufacture of some raw materials for engineering plastics (polyimides) and cross-linking agent for alkyd resins. It is also a suitable starting material for the synthesis of hexamethylbenzene2-4.
• Uses: 1,2,3,4-Tetramethylbenzene is a useful starting material and building block for organic synthesis. An analyte identified in the volatile oils from Taxodium ascendens leaves and cones. Antibacterial activity.

Technology Process of 1,2,3,4-Tetramethylbenzene

There total 86 articles about 1,2,3,4-Tetramethylbenzene 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: 94.6%

1,2,4,5-tetramethylbenzene (95-93-2) + acetyl chloride (75-36-5) → 1,2,3,4-Tetramethylbenzene (488-23-3) + 1,2,3,5-Tetramethylbenzene (527-53-7) + 2,3,5,6-tetramethylacetophenone (2142-79-2)

Guidance literature:

With aluminium trichloride; In tetrachloromethane; 1.) 5 deg C, 1 h; 2.) 25 deg C, 1 h;

DOI:10.1016/0040-4020(80)80098-6

Reference yield:

pentamethylbenzene, (700-12-9) → 1,2,3,4-Tetramethylbenzene (488-23-3) + Hexamethylbenzene (87-85-4)

Guidance literature:

With sulfuric acid; Darstellung der Sulfonsaeure;

Reference yield:

Dimethyl ether (115-10-6,157621-61-9) + para-xylene (106-42-3) → 1,2,3,4-Tetramethylbenzene (488-23-3) + pentamethylbenzene, (700-12-9) + Hexamethylbenzene (87-85-4)

Guidance literature:

at 450 ℃; Leiten ueber Aluminiumoxyd-Siliciumdioxyd-Kontakte;

upstream raw materials:

1,2-bis(bromomethyl)-3,6-dimethylbenzene

Dimethyl ether

para-xylene

1,2,4,5-tetramethylbenzene

Downstream raw materials:

3-methyl-1-(2,3,4,5-tetramethyl-phenyl)-but-2-en-1-one

1-Bromo-2,3,4,5-tetramethylbenzene

1R,2c,3t,4t-tetramethylcyclohexane

1,2,4,5-tetramethylbenzene

Refernces

• 1、 Sneeden,Zeiss. "". . p. 259,262, 263. Retrieved 1971.
• 2、 -. "A 1, 2, 3, 4 - four-toluol preparation method". Paragraph 0021; 0025; 0030; 0040; 0045. . Retrieved 2018/06/14.
• 3、 Kang, Shimin,Yu, Jian. "One-pot production of hydrocarbon oil from poly(3-hydroxybutyrate)". . p. 14320 - 14327. Retrieved 2014/04/17.