1,3,5-Triisopropylbenzene

Base Information

• Chemical Name: 1,3,5-Triisopropylbenzene
• CAS No.: 717-74-8
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• Hs Code.: 29029080
• European Community (EC) Number: 211-941-3
• NSC Number: 403075
• UNII: FR9Y346WPB
• DSSTox Substance ID: DTXSID4041232
• Nikkaji Number: J540A
• Wikidata: Q27278148
• Metabolomics Workbench ID: 130684
• ChEMBL ID: CHEMBL3187859
• Mol file: 717-74-8.mol

Synonyms:2,4,6-triisopropylbenzene

Chemical Property of 1,3,5-Triisopropylbenzene

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.91Pa at 25℃
• Melting Point: -14--11°C
• Refractive Index: n20/D 1.488(lit.)
• Boiling Point: 238.6 °C at 760 mmHg
• Flash Point: 86.7 °C
• PSA: 0.00000
• Density: 0.852 g/cm³
• LogP: 5.05680
• Storage Temp.: Store below +30°C.
• Water Solubility.: Immiscible with water.
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 133

Purity/Quality:

98% ^*data from raw suppliers

1,3,5-Triisopropylbenzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: CC(C)C1=CC(=CC(=C1)C(C)C)C(C)C
• Uses: 1,3,5-Triisopropylbenzene can be usually used as swelling agent during the synthesis of mesoporous silicas with two-dimensional hexagonal pores,also used as micelle expander in the synthesis of highly ordered mesoporous SBA-15 silica and magnetic mesoporous silica nanoparticles. 1,3,5-Triisopropylbenzene is used as a micelle expander in hybrid periodic mesoporous organosilica designed to improve the properties of immobilized enzymes. 1,3,5-Triisopropylbenzene was employed as swelling agent during the synthesis of mesoporous silicas with two-dimensional hexagonal pores. It was also employed as micelle expander in the synthesis of highly ordered mesoporous SBA-15 silica and magnetic mesoporous silica nanoparticles.

Technology Process of 1,3,5-Triisopropylbenzene

There total 63 articles about 1,3,5-Triisopropylbenzene 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: 94.0%

2,4,6-triisopropyl-1-bromobenzene (21524-34-5) → 1,3,5-triisopropyl benzene (717-74-8)

Guidance literature:

With ethanol; cobalt(II) tetrabutylporphyrin; potassium hydroxide; at 150 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tet.2018.12.010

Reference yield: 72.0%

2,4,6-triisopropyl-1-bromobenzene (21524-34-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(2,4,6-triisopropylphenyl)-1,3,2-dioxaborolane + 1,3,5-triisopropyl benzene (717-74-8)

Guidance literature:

With triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 6h;

DOI:10.1055/s-2006-947365

Reference yield: 1.0%

1,3-diisopropylbenzene (99-62-7) + 1,2-diisopropylbenzene (577-55-9) → Isopropylbenzene (98-82-8) + 1,4-bis(1-methylethyl)benzene (100-18-5) + 1,3,5-triisopropyl benzene (717-74-8) + 1,2,4-triisopropylbenzene (948-32-3)

Guidance literature:

at 199.99 - 234.99 ℃; under 36961.4 Torr; Product distribution / selectivity;

upstream raw materials:

Isopropylbenzene

1,2,4-triisopropylbenzene

1,2,4,5-tetraisopropylbenzene

1,3,5-tri(2-hydroxyisopropyl)benzene

Downstream raw materials:

(2,4,6)-triisopropylphenyl ethyl ketone

3,5-diisopropylphenol

1-(2,4,6-triisopropylphenyl)ethanone

C₃₀H₄₆O₅S₂

Refernces

• 1、 Lipschutz, Michael I.,Chantarojsiri, Teera,Dong, Yuyang,Tilley, T. Don. "Synthesis, characterization, and alkyne trimerization catalysis of a heteroleptic two-coordinate FeI complex". . p. 6366 - 6372. Retrieved 2015.
• 2、 Joni,Schmitt,Schulz,Lotz,Wasserscheid. "Detailed kinetic study of cumene isopropylation in a liquid-liquid biphasic system using acidic chloroaluminate ionic liquids". . p. 401 - 409. Retrieved 2008.
• 3、 Chen, Chen,Zuo, Huiping,Chan, Kin Shing. "Catalytic hydrodebromination of aryl bromides by cobalt tetra-butyl porphyrin complexes with EtOH". . p. 510 - 517. Retrieved 2019/01/04.
• 4、 Barham, Joshua P.,Dalton, Samuel E.,Allison, Mark,Nocera, Giuseppe,Young, Allan,John, Matthew P.,McGuire, Thomas,Campos, Sebastien,Tuttle, Tell,Murphy, John A.. "Dual Roles for Potassium Hydride in Haloarene Reduction: CSNAr and Single Electron Transfer Reduction via Organic Electron Donors Formed in Benzene". supporting information. p. 11510 - 11518. Retrieved 2018/09/12.