9,10-Di(1-naphthyl)anthracene

Base Information

• Chemical Name: 9,10-Di(1-naphthyl)anthracene
• CAS No.: 26979-27-1
• Molecular Formula: C₃₄H₂₂
• Molecular Weight: 430.549
• Hs Code.: 29029090
• NSC Number: 90485
• DSSTox Substance ID: DTXSID50293541
• Nikkaji Number: J1.406.145B
• Wikidata: Q72472411
• Mol file: 26979-27-1.mol

Synonyms:26979-27-1;9,10-di(1-naphthyl)anthracene;9,10-Di(naphthalen-1-yl)anthracene;9,10-Di-(1-naphthyl)anthracene;9,10-dinaphthalen-1-ylanthracene;Anthracene, 9,10-di-1-naphthalenyl-;NSC90485;Anthracene, 9,10-di-1-naphthyl-;9,10-Di-a-naphthyl-anthracen;Anthracene,10-di-1-naphthyl-;9,10-Di(1-naphthayl)anthracene (purified by sublimation);DTXSID50293541;Anthracene,10-di-1-naphthalenyl-;9,10-Di-(1-naphthyl)-anthracen;MFCD04222155;NSC-90485;AKOS003333915;AC-5808;CS-W013851;SB66450;AS-15950;D3975;D5065;FT-0657819;T70696;A818766;9,10-Di(1-naphthyl)anthracene (purified by sublimation)

Chemical Property of 9,10-Di(1-naphthyl)anthracene

Chemical Property:

• Vapor Pressure: 9.82E-13mmHg at 25°C
• Melting Point: 360°C(lit.)
• Refractive Index: 1.76
• Boiling Point: 577.5 °C at 760 mmHg
• Flash Point: 304.1 °C
• PSA: 0.00000
• Density: 1.208 g/cm³
• LogP: 9.63340
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 10.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 430.172150702
• Heavy Atom Count: 34
• Complexity: 598

Purity/Quality:

99% ^*data from raw suppliers

9,10-Di(1-naphthyl)anthracene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C3=C4C=CC=CC4=C(C5=CC=CC=C53)C6=CC=CC7=CC=CC=C76

Technology Process of 9,10-Di(1-naphthyl)anthracene

There total 7 articles about 9,10-Di(1-naphthyl)anthracene 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: 87.0%

9,10-dinaphthalenyl-9,10-epoxyanthracene → 9,10-di(1-naphthyl)anthracene (26979-27-1)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0036-1591510

Reference yield: 85.0%

1-Bromonaphthalene (90-11-9) + 9,10-Dibromoanthracene (523-27-3) → 9,10-di(1-naphthyl)anthracene (26979-27-1)

Guidance literature:

1-Bromonaphthalene; With tert.-butyl lithium; In pentane; at -78 - 20 ℃;

With indium(III) chloride; In tetrahydrofuran; diethyl ether; pentane; at -78 - 20 ℃; for 1h;

9,10-Dibromoanthracene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; diethyl ether; pentane; at 70 ℃; for 8h; Further stages.;

DOI:10.1021/jo800438n

Reference yield:

1,3-dinaphthalen-1-ylisobenzofuran (272456-33-4) → 9,10-di(1-naphthyl)anthracene (26979-27-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bis(2,2,6,6-tetramethylpiperidin-1-yl)magnesium-bis(lithium chloride) complex / tetrahydrofuran / 3 h / -78 - 20 °C / Inert atmosphere

2: triethylsilane; trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C / Inert atmosphere; Sealed tube

With triethylsilane; bis(2,2,6,6-tetramethylpiperidin-1-yl)magnesium-bis(lithium chloride) complex; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-0036-1591510

upstream raw materials:

9,10-di-(1'-naphthyl)-9,10-dihydroanthracene-9,10-diol

1-Bromonaphthalene

9,10-Dibromoanthracene

tri(naphthalen-1-yl)indium

Downstream raw materials:

1,2-benzoperylene

Refernces

• 1、 Miyamoto, Naoya,Nakazawa, Yuki,Nakamura, Takanori,Okano, Kentaro,Sato, Sota,Sun, Zhe,Isobe, Hiroyuki,Tokuyama, Hidetoshi. "Synthesis of 9,10-Diarylanthracenes via Mg(TMP) 2 ·2LiCl-Mediated Benzyne Generation/[4+2] Cycloaddition and Deoxygenation of 9,10-Epoxyanthracene Intermediates". supporting information. p. 513 - 518. Retrieved 2017/12/08.