2,5,8,11-Tetra-tert-butylperylene

Base Information

• Chemical Name: 2,5,8,11-Tetra-tert-butylperylene
• CAS No.: 80663-92-9
• Molecular Formula: C₃₆H₄₄
• Molecular Weight: 476.745
• DSSTox Substance ID: DTXSID00567941
• Nikkaji Number: J598.092E
• Wikidata: Q82453999
• Mol file: 80663-92-9.mol

Synonyms:80663-92-9;2,5,8,11-TETRA-TERT-BUTYLPERYLENE;2,5,8,11-Tetratert-butylperylene;Perylene, 2,5,8,11-tetrakis(1,1-dimethylethyl)-;MFCD09835379;TBPe, sublimed;DTXSID00567941;BFTIPCRZWILUIY-UHFFFAOYSA-N;2,5,8,11-tetra-tertbutylperylene;2,5,8,11 -tetra-tert-butylperylene;AKOS037646219;AS-67365;SY056043;T3053;D92654

Chemical Property of 2,5,8,11-Tetra-tert-butylperylene

Chemical Property:

• Melting Point: 312°C(lit.)
• Boiling Point: 595.0±45.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.030±0.06 g/cm3(Predicted)
• LogP: 10.92720
• XLogP3: 12.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 476.344301404
• Heavy Atom Count: 36
• Complexity: 658

Purity/Quality:

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

2,5,8,11-Tetra-tert-butylperylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC2=C3C(=C1)C=C(C=C3C4=CC(=CC5=CC(=CC2=C54)C(C)(C)C)C(C)(C)C)C(C)(C)C
• Description: 2,5,8,11-Tetra-tert-butylperylene (TBPe), a family member of perylene, has been widely used as a blue?fluorescence?emitter in OLED devices.

Technology Process of 2,5,8,11-Tetra-tert-butylperylene

There total 6 articles about 2,5,8,11-Tetra-tert-butylperylene 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%

tertiary butyl chloride (507-20-0) + PERYLENE (198-55-0) → 2,5,8,11-tetra-tert-butylperylene (80663-92-9)

Guidance literature:

With aluminum (III) chloride; at 55 ℃; for 46h; Inert atmosphere;

DOI:10.1021/jacs.0c06386

Reference yield: 57.3%

tertiary butyl chloride (507-20-0) + PERYLENE (198-55-0) → 2, 5-di-tert-butylperylene (369612-06-6) + 2,8-di-tert-butylperylene + 2,5,8,11-tetra-tert-butylperylene (80663-92-9) + 2-tert-butyl-perylene (108318-07-6)

Guidance literature:

With aluminium trichloride; In chlorobenzene; at 20 ℃; for 72h;

DOI:10.1021/jp011106z

Reference yield: 55.0%

3,3',6,6'-Tetra-tert-butyl-1,1'-binaphthyl (126822-81-9) → 2,5,8,11-tetra-tert-butylperylene (80663-92-9)

Guidance literature:

With cadmium(II) chloride; In 1,2-dimethoxyethane; for 168h; Ambient temperature;

upstream raw materials:

tertiary butyl chloride

PERYLENE

3,3',6,6'-Tetra-tert-butyl-1,1'-binaphthyl

bis(pinacol)diborane

Refernces

• 1、 Minsky,A.,Meyer,A.Y.,Rabinovitz,M.. "-". . p. 2475. Retrieved 1982.
• 2、 Johansson, Lennart B.-A.,Molotkovsky, Julian G.,Bergelson, Lev D.. "Fluorescence and Absorption Properties of Perylenyl and Perylenoyl Probe Molecules in Solvents and Liquid Crystals". . p. 7374 - 7381. Retrieved 1987.
• 3、 Mileti?, Tanja,Fermi, Andrea,Orfanos, Ioannis,Avramopoulos, Aggelos,De Leo, Federica,Demitri, Nicola,Bergamini, Giacomo,Ceroni, Paola,Papadopoulos, Manthos G.,Couris, Stelios,Bonifazi, Davide. "Tailoring Colors by O Annulation of Polycyclic Aromatic Hydrocarbons". supporting information. p. 2363 - 2378. Retrieved 2017/02/23.