1,3,5-Triethylbenzene

Base Information

• Chemical Name: 1,3,5-Triethylbenzene
• CAS No.: 102-25-0
• Molecular Formula: C12H18
• Molecular Weight: 162.275
• Hs Code.: 2902909090
• European Community (EC) Number: 203-017-3
• NSC Number: 406584
• UNII: 02K328WWZQ
• DSSTox Substance ID: DTXSID30881228
• Nikkaji Number: J110.674K
• Wikipedia: 1,3,5-Triethylbenzene
• Wikidata: Q27231532
• Mol file: 102-25-0.mol

Synonyms:1,3,5-triethylbenzene

Chemical Property of 1,3,5-Triethylbenzene

Chemical Property:

• Melting Point: -66 °C
• Refractive Index: n20/D 1.495(lit.)
• Boiling Point: 215.899 °C at 760 mmHg
• Flash Point: 81.111 °C
• PSA: 0.00000
• Density: 0.864 g/cm³
• LogP: 3.37380
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water. Soluble in alcohol, ether.
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 162.140850574
• Heavy Atom Count: 12
• Complexity: 81.4

Purity/Quality:

98%, ^*data from raw suppliers

1,3,5-Triethylbenzene >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1=CC(=CC(=C1)CC)CC
• Uses: 1,3,5-Triethylbenzene was used as a supramoelcular template to organize molecular-recognition elements. It was also used to synthesize a series of di- and trinucleating ligands.

Technology Process of 1,3,5-Triethylbenzene

There total 47 articles about 1,3,5-Triethylbenzene 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: 90.0%

ethyl bromide (74-96-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1,3,5-triethylbenzene (102-25-0)

Guidance literature:

With aluminium trichloride; at 0 - 20 ℃; for 12h;

DOI:10.1055/s-2005-869963

Reference yield: 90.0%

but-1-yne (107-00-6) → 1,3,5-triethylbenzene (102-25-0)

Guidance literature:

With indium(III) chloride; 2-Iodophenol; In chlorobenzene; for 24h; regioselective reaction; Reflux;

DOI:10.1021/jo201010d

Reference yield: 83.0%

trimethyl 1-butynylsilane (62108-37-6) → 1,3,5-triethylbenzene (102-25-0)

Guidance literature:

With toluene-4-sulfonic acid; In neat (no solvent); at 60 - 140 ℃; for 23h; regioselective reaction; Green chemistry;

DOI:10.3998/ark.5550190.0014.305

upstream raw materials:

ethyl bromide

bromobenzene

ethylbenzene

ethene

Downstream raw materials:

2-(2,4,6-triethyl-benzoyl)-benzoic acid

2,4,6-triethyl-benzyl chloride

1,2,3,5-tetraethylbenzene

1,2,4,5-tetraethylbenzene

Refernces

C₃-symmetric proline-functionalized organocatalysts: Enantioselective michael addition reactions

10.1002/ejoc.201000569

The research focuses on the development and application of C3-symmetric proline-functionalized organocatalysts for enantioselective Michael addition reactions. The purpose of this study was to design catalysts with higher symmetry to reduce the number of reaction pathways and enhance selectivity in asymmetric synthesis. The researchers synthesized a series of C3-symmetric catalysts based on 1,3,5-triethylbenzene and evaluated their performance in the Michael addition of carbonyl compounds to β-nitrostyrenes. The catalysts were synthesized from Boc-protected L-proline and various substituted amines, and the key chemicals used in the process included ethyl chloroformate, trifluoroacetic acid (TFA), and borane-tetrahydrofuran complex (BH3·SMe2). The study concluded that the C3-symmetric catalyst 4, which allowed for conformational flexibility, was highly effective for the Michael addition reactions, leading to products with high diastereo- and enantioselectivities. This work demonstrates the potential of C3-symmetric catalysts in organocatalysis and their ability to control molecular order in enantioselective reactions.