1,2,3,4-Tetraphenylnaphthalene

Base Information

• Chemical Name: 1,2,3,4-Tetraphenylnaphthalene
• CAS No.: 751-38-2
• Molecular Formula: C34H24
• Molecular Weight: 432.565
• European Community (EC) Number: 623-131-0
• NSC Number: 63121
• UNII: AQ533SQ362
• DSSTox Substance ID: DTXSID90226070
• Nikkaji Number: J581.879F
• Wikipedia: 1,2,3,4-Tetraphenylnaphthalene
• Wikidata: Q1934549
• Mol file: 751-38-2.mol

Synonyms:1,2,3,4-Tetraphenylnaphthalene;751-38-2;Naphthalene, 1,2,3,4-tetraphenyl-;AQ533SQ362;NSC 63121;NSC-63121;NSC63121;UNII-AQ533SQ362;1,2,3,4 Tetraphenylnaphthalene;DTXSID90226070;C34H24;AKOS015896258;C34-H24;1,2,3,4-Tetraphenylnaphthalene, 97%;A9587;FT-0632895;Q-102007;Q1934549

Chemical Property of 1,2,3,4-Tetraphenylnaphthalene

Chemical Property:

• Vapor Pressure: 3.96E-09mmHg at 25°C
• Melting Point: 751-38-2
• Refractive Index: 1.662
• Boiling Point: 486.1 °C at 760 mmHg
• Flash Point: 250.2 °C
• PSA: 0.00000
• Density: 1.124 g/cm³
• LogP: 9.50780
• XLogP3: 9.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 432.187800766
• Heavy Atom Count: 34
• Complexity: 544

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2,3,4-Tetraphenylnaphthalene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

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=C(C(=C(C3=CC=CC=C32)C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6
• Uses: The triplet excited-state of 1,2,3,4-tetraphenylnaphthalene is a primary intermediate of the photochemical transformation of 7,7′-dimethylgerma-1,4,5,6-tetraphenyl-2,3-benzo-norbornadiene (GNB) in hexane solution.

Technology Process of 1,2,3,4-Tetraphenylnaphthalene

There total 107 articles about 1,2,3,4-Tetraphenylnaphthalene 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: 96.0%

diphenyl acetylene (501-65-5) + benzoic acid (65-85-0,8013-63-6) → 1,2,3,4-tetraphenylnaphthalene (751-38-2)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,2,3,4-tetraphenylcyclopentadiene; copper diacetate; In o-xylene; at 160 ℃; for 24h; under 760.051 Torr; Inert atmosphere;

DOI:10.1055/a-1416-6997

Reference yield: 93.0%

diphenyl acetylene (501-65-5) + benzoic acid (65-85-0,8013-63-6) → 1,2,3,4-tetraphenylnaphthalene (751-38-2) + 3,4-diphenyl-isochromen-1-one (1684-07-7)

Guidance literature:

copper diacetate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In N,N-dimethyl-formamide; for 2h; Heating;

DOI:10.1021/jo070735n

Reference yield: 87.0%

Bis(trimethylsilyl)thioketene (62827-97-8) + 7,7-dimethyl-1,4,5,6-tetraphenyl-2,3-benzo-7-germanorbornadiene (76054-64-3) → 1,2,3,4-tetraphenylnaphthalene (751-38-2) + Bis(trimethylsilyl)ethyne (14630-40-1)

Guidance literature:

In benzene; at 70 ℃; for 3h;

DOI:10.1016/S0040-4039(00)85145-X

upstream raw materials:

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

anthranilic acid

dibromo(phenyl)borane

diphenyl acetylene

Downstream raw materials:

dibenzo[fg,ij]naphtho[1,2,3,4-rst]pentaphene

Refernces

• 1、 Kolesnikov, S. P.,Egorov, M. P.,Galminas, A. M.,Ezhova, M. B.,Nefedov, O. M.,et al.. "CIDNP 1H study of the photolysis of 7-sila- and 7-germa-norbornadienes". . p. C1 - C6. Retrieved 1990.
• 2、 Taraban,Volkova,Kruppa,Plyusnin,Grivin,Ivanov, Yu.V.,Leshina,Egorov,Nefedov. "Paramagnetic intermediates in the photolysis of 7-silanorbornadiene studied by means of spin chemistry method". . p. 73 - 83. Retrieved 1998.
• 3、 Yasukawa, Toshiya,Satoh, Tetsuya,Miura, Masahiro,Nomura, Masakatsu. "Iridium-catalyzed reaction of aroyl chlorides with internal alkynes to produce substituted naphthalenes and anthracenes". . p. 12680 - 12681. Retrieved 2002.
• 4、 Volkova, Olga S.,Taraban, Marc B.,Plyusnin, Victor F.,Leshina, Tatyana V.,Egorov, Michael P.,Nefedov, Oleg M.. "Attempts to observe spin catalysis by paramagnetic particles in the photolysis of 7-silanorbonadiene in solution". . p. 4001 - 4005. Retrieved 2003.
• 5、 Inai, Yasuhito,Usuki, Yoshinosuke,Satoh, Tetsuya. "Synthesis of Benzo-Fused Cyclic Compounds via Rhodium-Catalyzed Decarboxylative Coupling of Aromatic Carboxylic Acids with Alkynes". supporting information. p. 3029 - 3036. Retrieved 2021/04/15.
• 6、 Kharitonov, Vladimir B.,Runikhina, Sofiya A.,Nelyubina, Yulia V.,Muratov, Dmitry V.,Chusov, Denis,Loginov, Dmitry A.. "Easy Access to Versatile Catalytic Systems for C?H Activation and Reductive Amination Based on Tetrahydrofluorenyl Rhodium(III) Complexes". supporting information. p. 10903 - 10912. Retrieved 2021/06/28.