Naphtho[1,2,3,4-ghi]perylene

Base Information

• Chemical Name: Naphtho[1,2,3,4-ghi]perylene
• CAS No.: 190-84-1
• Molecular Formula: C26H14
• Molecular Weight: 326.397
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID60172459
• Nikkaji Number: J1.010.874H
• Wikidata: Q83042565
• Mol file: 190-84-1.mol

Synonyms:Naphtho[1,2,3,4-ghi]perylene;190-84-1;Naphtho(1,2,3,4-ghi)perylene;heptacyclo[16.8.0.02,11.03,8.04,25.012,17.021,26]hexacosa-1(18),2(11),3(8),4,6,9,12,14,16,19,21(26),22,24-tridecaene;1,12-Phenyleneperylene;DTXSID60172459;FT-0701538

Chemical Property of Naphtho[1,2,3,4-ghi]perylene

Chemical Property:

• Vapor Pressure: 8.5E-13mmHg at 25°C
• Boiling Point: 579°C at 760 mmHg
• Flash Point: 298.8°C
• PSA: 0.00000
• Density: 1.391g/cm³
• LogP: 7.48140
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 326.109550447
• Heavy Atom Count: 26
• Complexity: 514

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C3=C4C5=C(C=CC=C5C6=CC=CC7=C6C4=C(C2=C1)C=C7)C=C3

Technology Process of Naphtho[1,2,3,4-ghi]perylene

There total 12 articles about Naphtho[1,2,3,4-ghi]perylene 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: 77.0%

PERYLENE (198-55-0) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → Naphtho<1,2,3,4-ghi>perylen (190-84-1)

Guidance literature:

anthranilic acid; With para-dodecylbenzenesulfonic acid; isopentyl nitrite; In ethyl acetate; at 25 ℃; for 1h;

PERYLENE; With potassium fluoride; 18-crown-6 ether; In toluene; at 100 ℃; for 2h; Solvent;

DOI:10.1134/S1070428019030278

Reference yield: 66.0%

benzenedizolium-2-carboxylate (1608-42-0) + PERYLENE (198-55-0) → Naphtho<1,2,3,4-ghi>perylen (190-84-1)

Guidance literature:

In tetrahydrofuran; dichloromethane; Reflux;

DOI:10.1016/j.tetlet.2010.10.033

Reference yield: 45.0%

PERYLENE (198-55-0) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → Naphtho<1,2,3,4-ghi>perylen (190-84-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In toluene; for 1.5h; Reflux; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.033

upstream raw materials:

naphtho[1,2,3,4-ghi]perylene-1,4-dione

Naphtho<1,2,3,4-ghi>perylen-5,6-dicarbonsaeureanhydrid

naphtho[1,2-g]chrysene

1,2,7,8-tetrahydro-naphtho[1,2-g]chrysene-3,6-dione

Refernces

• 1、 Pavlyuk,Gundala,Kovalev,Kopchuk,Krinochkin,Budeev,Zyryanov,Venkatapuram,Rusinov,Chupakhin. "Reactions of Perylene with Aryne Intermediates". . p. 409 - 411. Retrieved 2019.
• 2、 Ott,R. et al.. "-". . p. 2032 - 2047. Retrieved 1968.