Hexaphenylbenzene

Base Information

• Chemical Name: Hexaphenylbenzene
• CAS No.: 992-04-1
• Molecular Formula: C42H30
• Molecular Weight: 534.7
• Hs Code.: 29029090
• European Community (EC) Number: 213-591-7
• NSC Number: 220313
• UNII: 35L5JAJ94N
• DSSTox Substance ID: DTXSID30243983
• Nikkaji Number: J125.072H
• Wikipedia: Hexaphenylbenzene
• Wikidata: Q3270405
• Mol file: 992-04-1.mol

Synonyms:Hexaphenylbenzene;992-04-1;Benzene, hexaphenyl-;1,2,3,4,5,6-hexakis-phenylbenzene;3',4',5',6'-Tetraphenyl-o-terphenyl;35L5JAJ94N;EINECS 213-591-7;C42H30;NSC-220313;1,1':2',1''-Terphenyl, 3',4',5',6'-tetraphenyl-;m-Terphenyl, 2',4',5',6'-tetraphenyl-;3',4',5',6'-tetraphenyl-1,1':2',1''-terphenyl;1,2,3,4,5,6-Hexaphenylbenzene;NSC220313;Hexaphenylbenzene, 98%;UNII-35L5JAJ94N;ghl.PD_Mitscher_leg0.890;YSZC309;DTXSID30243983;MFCD00003057;AKOS004909040;m-Terphenyl,4',5',6'-tetraphenyl-;C42-H30;NSC 220313;BS-49309;CS-0314378;FT-0627037;H1412;T73114;1,1''-Terphenyl, 3',4',5',6'-tetraphenyl-;A905819;Q3270405;1,1':2',1''-Terphenyl,3',4',5',6'-tetraphenyl-;1,1':2',1''-terphenyl, 3',4',5',6'-tetraphenyl- (en)

Chemical Property of Hexaphenylbenzene

Chemical Property:

• Appearance/Colour: white to off-tan powder
• Vapor Pressure: 5.64E-11mmHg at 25°C
• Melting Point: 454-456 °C
• Refractive Index: 1.642
• Boiling Point: 534.8 °C at 760 mmHg
• Flash Point: 284 °C
• PSA: 0.00000
• Density: 1.111 g/cm³
• LogP: 11.68860
• Water Solubility.: Insoluble in water.
• XLogP3: 11.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 534.234750957
• Heavy Atom Count: 42
• Complexity: 579

Purity/Quality:

97% ^*data from raw suppliers

Hexaphenylbenzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-25-24

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C(=C(C(=C2C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6)C7=CC=CC=C7
• Uses: Hexaphenylbenzene was used to prepare the fluorescent nanorods used for the detection of trinitrotoulene (TNT).

Technology Process of Hexaphenylbenzene

There total 90 articles about Hexaphenylbenzene 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: 99.0%

diphenyl acetylene (501-65-5) → hexaphenylbenzene (992-04-1)

Guidance literature:

With bis(acetylacetonate)nickel(II); 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride; butyl magnesium bromide; In tetrahydrofuran; toluene; at 20 ℃; for 0.333333h; Reagent/catalyst; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/asia.201601469

Reference yield: 93.0%

diphenyl acetylene (501-65-5) + 2,3,4,5-tetraphenylcyclopenta-2,4-dienone (479-33-4) → hexaphenylbenzene (992-04-1)

Guidance literature:

In diphenylether; Heating;

DOI:10.1021/ja067571x

Reference yield: 79.0%

hexabromobenzene (87-82-1) + phenylboronic acid (98-80-6) → hexaphenylbenzene (992-04-1)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dichloro bis(acetonitrile) palladium(II); potassium phosphate; In toluene; at 110 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2016.01.010

upstream raw materials:

tetrachloromethane

hexaphenyl-[3,3']bicycloprop-1-enyl

diphenyl acetylene

2,3,4,5-tetraphenylcyclopenta-2,4-dienone

Downstream raw materials:

hexabenzocoronene

9,18-diohenyltetrabenzanthracene

4,4''-dibromo-3',4',5',6'-tetrakis(4-bromophenyl)-1,1':2',1''-terphenyl

tricarbonyl(hexaphenylbenzene)chromium⁽⁰⁾

Refernces

Synthesis of hexa- peri -hexobenzocoronenes carrying linear or branched perfluoroalkylated side chains

10.1055/s-0029-1218667

The study investigates the synthesis and characterization of substituted hexa-peri-hexobenzocoronenes (HBC) with linear or branched perfluoroalkylated side chains. These molecules are known for their ability to self-assemble into conducting ordered architectures, making them promising candidates for advanced functional materials. The researchers systematically varied the perfluoroalkylated side chains to study their influence on one-dimensional self-aggregation. The synthesis involved cyclodehydrogenation of hexaphenylbenzene (HPB) under Kovacic conditions, with modifications to accommodate the electron-withdrawing effect of the perfluorinated lateral chains. Key steps included the preparation of correctly substituted tolane derivatives through tandem Sonogashira cross-coupling and subsequent cyclotrimerization using cobalt-mediated catalysts. The study also explored the synthesis of HBC derivatives with branched perfluoroalkylated side chains to further investigate the impact of steric hindrance on self-assembly. The synthesized HBC derivatives were characterized using various techniques, including NMR, mass spectrometry, and UV/VIS spectroscopy, to confirm their structures and properties.