perylene

• ChemBase ID: 128894
• Molecular Formular: C20H12
• Molecular Mass: 252.30928
• Monoisotopic Mass: 252.09390038
• SMILES: c1ccc2cccc3c2c1c1cccc2cccc3c12
• Canonical SMILES: c1cc2cccc3c2c(c1)c1cccc2c1c3ccc2
• InChI: InChI=1S/C20H12/c1-5-13-6-2-11-17-18-12-4-8-14-7-3-10-16(20(14)18)15(9-1)19(13)17/h1-12H
• InChIKey: CSHWQDPOILHKBI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: perylene
• IUPAC Traditional name: perylene
• Synonyms: peri-Dinaphthalene; Perilene; Dibenz[de,kl]anthracene; Perylene; Perylene; Dibenz[de,kl]anthracene; dibenz(de,kl)anthracene; 二萘嵌苯; 苝; 二萘嵌苯

Database IDs

• CAS Number: 198-55-0
• EC Number: 205-900-9
• MDL Number: MFCD00004142
• Beilstein Number: 1911335
• Merck Index: 147184
• PubChem SID: 24864599; 24868002; 162223196; 24898154
• PubChem CID: 9142
• CHEMBL: 1797415
• Chemspider ID: 8788
• KEGG ID: C19497
• Unique Ingredient Identifier: 5QD5427UN7
• Wikipedia Title: Perylene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.273404
• LogD (pH = 7.4): 5.273404
• Log P: 5.273404
• Molar Refractivity: 83.1728 cm^3
• Polarizability: 37.739956 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Brown solid
• Melting Point: 276-279 °C; 276-279 °C(lit.); 276-280°C; 277-280 °C
• Absorption Wavelength: λmax 436 nm
• Fluorescence: λem 447 nm in THF; λex 400 nm; λem 445 nm (CH3CN:H2O (8:2))
• Orbital energy: HOMO 5.3 eV; LUMO 2.3 eV

Safety Information

• RTECS: SE3794000
• German water hazard class: 3
• Safety Statements: 22-24/25; S22 S24/25
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99%; ≥99.0% (HPLC); ≥99.5%; 98%; 98+%
• Grade: analytical standard; analytical standard, for environmental analysis; for fluorescence; puriss.; purum; sublimed grade
• Packaging: ampule of 50 mg
• Loss on Drying: 0.5 wt. % loss on heating, 232°C (TGA)
• OLED Device Performance: ITO/NPD/ADN:Perylene/Alq3/Mg:Ag1• Color: blue• Max. Luminance: 8000 Cd/m2• Turn-On Voltage: 3.4 V
• Empirical Formula (Hill Notation): C20H12

DETAILS

Sigma Aldrich - 394475

General description
TGA/DSC Lot specific traces available upon request
Packaging
1, 5 g in glass bottle

Sigma Aldrich - 77340

Quantity
λmax. 435 nm, log ε 4.52

Sigma Aldrich - P11204

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 77341

Other Notes
Fluorophore with the strongest chemiluminescence response used in peroxyoxalate luminescence1

REFERENCES

• Fluorescent and chemiluminescent agent: Anal. Chim. Acta, 97, 21 (1978).