Tetrabenzo(DE,HI,MN,QR)naphthacene

Base Information

• Chemical Name: Tetrabenzo(DE,HI,MN,QR)naphthacene
• CAS No.: 385-13-7
• Molecular Formula: C₃₀H₁₆
• Molecular Weight: 376.457
• DSSTox Substance ID: DTXSID10191817
• Nikkaji Number: J554.169G
• Wikidata: Q83064395
• Mol file: 385-13-7.mol

Synonyms:tetra-BN;tetrabenz(de,hi,mn,qr)naphthacene;tetrabenzo(de,hi,mn,qr)naphthacene

Chemical Property of Tetrabenzo(DE,HI,MN,QR)naphthacene

Chemical Property:

• Vapor Pressure: 3.01E-16mmHg at 25°C
• Boiling Point: 653.8°C at 760 mmHg
• Flash Point: 346°C
• Density: 1.401g/cm³
• XLogP3: 8.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 376.125200510
• Heavy Atom Count: 30
• Complexity: 566

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C4=C(C5=CC=CC(=C53)C=C2)C6=CC=CC7=C6C8=C(C=CC=C84)C=C7

Technology Process of Tetrabenzo(DE,HI,MN,QR)naphthacene

There total 8 articles about Tetrabenzo(DE,HI,MN,QR)naphthacene 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: 70.0%

4-Hydroxy-4,4'-bi-4H-cyclopentaphenanthryl (143924-58-7) → Tetrabenzonaphthacene (385-13-7)

Guidance literature:

With phosphorus pentoxide; In xylene; for 0.666667h; Heating;

DOI:10.1021/jo00073a060

Reference yield: 55.0%

Bi-(4H-cyclopentaphenanthren-4-ylidene) (70939-43-4) → Tetrabenzonaphthacene (385-13-7)

Guidance literature:

With PPA; In xylene; for 2h; Heating;

DOI:10.1021/jo00073a060

Reference yield: 28.0%

C30H18 (1175710-82-3) → Tetrabenzonaphthacene (385-13-7)

Guidance literature:

With iron(III) chloride; nitromethane; In dichloromethane; at 23 ℃; Inert atmosphere;

DOI:10.1021/jo901177e

upstream raw materials:

cyclopenta[def]phenanthren-4-one

Bi-(4H-cyclopentaphenanthren-4-ylidene)

4-Hydroxy-4,4'-bi-4H-cyclopentaphenanthryl

9,24><2.1.2.1>metacyclophane-9-ene

Downstream raw materials:

5-(o-Toluyl)-pyreno<1',2':1,2>pyren

Refernces

• 1、 Mukherjee, Anupam,Pati, Kamalkishore,Liu, Rai-Shung. "A convenient synthesis of tetrabenzo[de,hi,mn, qr]naphthacene from readily available 1,2-di(phenanthren-4-yl)ethyne". . p. 6311 - 6314. Retrieved 2009.
• 2、 Huang, Ding-Chi,Kuo, Chi-Hsien,Ho, Man-Tzu,Lin, Bo-Chao,Peng, Wei-Tao,Chao, Ito,Hsu, Chao-Ping,Tao, Yu-Tai. "Contorted tetrabenzoacenes of varied conjugation: Charge transport study with single-crystal field-effect transistors". supporting information. p. 7935 - 7943. Retrieved 2017/08/17.