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:

98%,99%, ^*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:

phenyl(3',4',5',6'-tetraphenyl-[1,1':2',1''-terphenyl]-4-yl)methanone

carbon dioxide

1,3-diaxial-2,4,5,6-tetraequatorial-hexaphenylcyclohexane

all-cis-1,2,3,4,5,6-hexaphenylcyclohexane

Refernces

• 1、 Mondal, Kartik Chandra,Roy, Sudipta,De, Susmita,Parameswaran, Pattiyil,Dittrich, Birger,Ehret, Fabian,Kaim, Wolfgang,Roesky, Herbert W.. "Stabilization of a two-coordinate mononuclear cobalt(0) compound". . p. 11646 - 11649. Retrieved 2014.
• 2、 Gardner et al.. "". . p. 2396,2400. Retrieved 1973.
• 3、 Kharitonov, Vladimir B.,Loginov, Dmitry A.,Muratov, Dmitry V.,Nelyubina, Yulia V.. "Formation of a Naphthalene Framework by Rhodium(III)-Catalyzed Double C-H Functionalization of Arenes with Alkynes: Impact of a Supporting Ligand and an Acid Additive". supporting information. . Retrieved 2022/03/01.
• 4、 Wang, Lijun,Cheng, Jun,Ma, Yingjie,Chen, Qi,Leng, Xuebing,Deng, Liang. "Three-coordinate Bis(N-heterocyclic carbene)iron(0) complexes with alkene and alkyne ligation: Synthesis and characterization". . . Retrieved 2021/02/06.