1,3,5-Triphenylbenzene

Base Information

• Chemical Name: 1,3,5-Triphenylbenzene
• CAS No.: 612-71-5
• Molecular Formula: C24H18
• Molecular Weight: 306.407
• Hs Code.: 2902909090
• European Community (EC) Number: 210-318-3
• NSC Number: 17358
• UNII: 408MSO5WO3
• DSSTox Substance ID: DTXSID9073917
• Nikkaji Number: J43.332B
• Wikidata: Q27258308
• Mol file: 612-71-5.mol

Synonyms:1,3,5-Triphenylbenzene;612-71-5;5'-Phenyl-1,1':3',1''-terphenyl;Triphenylbenzene;s-Triphenylbenzene;5'-Phenyl-m-terphenyl;1,1':3',1''-Terphenyl, 5'-phenyl-;m-Terphenyl, 5'-phenyl-;Benzene, 1,3,5-triphenyl-;1,1'-Biphenyl, 3,5-diphenyl-;NSC 17358;EINECS 210-318-3;BRN 1912744;UNII-408MSO5WO3;AI3-02595;408MSO5WO3;MFCD00003060;NSC-17358;4-05-00-02732 (Beilstein Handbook Reference);1,3,5-Triphenylbenzene 10 microg/mL in Acetonitrile;NSC17358;1,5-Triphenylbenzene;1, 3,5-diphenyl-;Benzene,3,5-triphenyl-;WLN: RR CR ER;Symmetrical triphenylbenzene;1,3,5-Triphenyl Benzene;YSWG254;DTXSID9073917;1,3,5-Triphenylbenzene, 97%;1,1''-Terphenyl, 5'-phenyl-;AKOS015904072;3,5-DIPHENYL-1,1'-BIPHENYL;AC-13455;PS-11005;SY033595;LS-148794;CS-0111053;FT-0606526;T0509;D70967;EN300-171705;A833137;W-108998;Q27258308

Chemical Property of 1,3,5-Triphenylbenzene

Chemical Property:

• Appearance/Colour: LIGHT BROWN /CRYSTALLINE POWDER
• Vapor Pressure: 3.31E-08mmHg at 25°C
• Melting Point: 172-174 °C(lit.)
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 460 °C(lit.)
• Flash Point: 238 ºC
• PSA: 0.00000
• Density: 1.074 g/cm³
• LogP: 6.68760
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Solubility in toluene is almost transparent.
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 306.140850574
• Heavy Atom Count: 24
• Complexity: 285

Purity/Quality:

99.5% ^*data from raw suppliers

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

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=CC(=C2)C3=CC=CC=C3)C4=CC=CC=C4
• Uses: 1,3,5-Triphenylbenzene fluorophore as a selective Cu2+ sensor in aqueous media.

Technology Process of 1,3,5-Triphenylbenzene

There total 259 articles about 1,3,5-Triphenylbenzene 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: 65.0%

chloro-trimethyl-silane (75-77-4) + acetophenone dibutyl acetal (7457-09-2) → n-Butyl chloride (109-69-3) + butoxytrimethylsilane (1825-65-6) + 1,3,5-triphenylbenzene (612-71-5) + butan-1-ol (71-36-3)

Guidance literature:

for 20h; Mechanism; Product distribution; Ambient temperature; various reactant ratio;

Reference yield: 60.0%

dipropylchloroborane (22086-53-9) + acetophenone dibutyl acetal (7457-09-2) → n-Butyl chloride (109-69-3) + butoxydipropylborane (3578-40-3) + 1,3,5-triphenylbenzene (612-71-5) + butan-1-ol (71-36-3)

Guidance literature:

for 20h; Mechanism; Product distribution; Ambient temperature; various reactant ratio;

Reference yield: 52.0%

acetophenone (98-86-2) → C23H17O(1+)*F6P(1-) + dypnone (495-45-4) + 1,3,5-triphenylbenzene (612-71-5)

Guidance literature:

With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; at 120 ℃; for 24h;

DOI:10.1002/jccs.200800075

upstream raw materials:

5-phenyl-cyclohexane-1,3-dione

diethyl ether

ascaridole

1-chlorostyrene

Downstream raw materials:

2,4,6-Triphenyl-benzophenon

(+/-)-Hydroxy-phenyl-(5'-phenyl-m-terphenylyl-(2'))-methan

1,3,9-triphenyl-9H-fluorene

1,2,4-triphenylbenzene

Refernces

• 1、 Phatangare, Kiran,Padalkar, Vikas,Mhatre, Devidas,Patil, Ketan,Chaskar, Atul. "Highly efficient and novel method for synthesis of 1,3,5-triarylbenzenes from acetophenones". . p. 4117 - 4121. Retrieved 2009.
• 2、 Shmidt,Zorina,Mikhaleva,Ushakov,Skital'Tseva,Trofimov. "1,3,5-triphenylbenzene as unexpected by-product in the synthesis of 2,5-diphenylpyrrole from acetophenone oxime and phenylacetylene". . p. 457 - 458. Retrieved 2010.
• 3、 Adams, Richard D.,Babin, James E.,Tasi, Miklos. "". . p. 2263 - 2270. Retrieved 1988.
• 4、 Iranpoor,Zeynizaded. "TiCl3(OTf) catalyses the efficient conversion of acetophenones to 1,3,5-triaryl benzenes". . p. 1079 - 1080. Retrieved 1998.
• 5、 Crist, DeLanson R.,Hsieh, Zon-Hong,Quicksall, Carl O.,Sun, Michael K.. "Silver(I) Interactions with Ketones. Site of Complexation with Acetophenones and Effectiveness as a Lewis Acid Catalyst". . p. 2478 - 2483. Retrieved 1984.
• 6、 Montevecchi, Pier Carlo,Navacchia, Maria Luisa,Spagnolo, Piero. "2-cyano-iso-propyl radical addition to alkynes". . p. 7929 - 7936. Retrieved 1997.
• 7、 Mottalib, M. Abdul,Haukka, Matti,Nordlander, Ebbe. "Chiral diphosphine derivatives of alkylidyne tricobalt carbonyl clusters - A comparative study of different cobalt carbonyl (pre)catalysts for (asymmetric) intermolecular Pauson-Khand reactions". . p. 275 - 282. Retrieved 2016.
• 8、 Patel, Sejal J.,Jamison, Timothy F.. "Catalytic three-component coupling of alkynes, imines, and organoboron reagents". . p. 1364 - 1367. Retrieved 2003.
• 9、 Cheng, Ke-Jun,Ding, Zong-Biao,Wu, Shi-Hui. "A facile synthesis of 1,3,5-triaryl benzenes from acetophenone diethyl ketals in the presence of acetyl chloride and SmCl3". . p. 11 - 15. Retrieved 1997.
• 10、 Burukin, A. S.,Vasil’ev, A. A.,Zhdankina, G. M.,Zlotin, S. G.. "Suzuki cross-coupling of hexachlorobenzene promoted by the Buchwald ligands". . p. 169 - 172. Retrieved 2022/02/17.