hexacyclo[12.8.0.02,11.03,8.04,21.017,22]docosa-1,3,5,7,9,11,13,15,17,19,21-undecaene

• ChemBase ID: 126084
• Molecular Formular: C22H12
• Molecular Mass: 276.33068
• Monoisotopic Mass: 276.09390038
• SMILES: c1cc2ccc3ccc4ccc5cccc6c5c4c3c2c6c1
• Canonical SMILES: c1cc2ccc3c4c2c(c1)c1cccc2c1c4c(cc3)cc2
• InChI: InChI=1S/C22H12/c1-3-13-7-9-15-11-12-16-10-8-14-4-2-6-18-17(5-1)19(13)21(15)22(16)20(14)18/h1-12H
• InChIKey: GYFAGKUZYNFMBN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexacyclo[12.8.0.0^2,^1^1.0^3,^8.0^4,^2^1.0^1^7,^2^2]docosa-1,3,5,7,9,11,13,15,17,19,21-undecaene; hexacyclo[12.8.0.0^2,^1^1.0^3,^8.0^4,^2^1.0^1^7,^2^2]docosa-1(22),2,4,6,8,10,12,14,16,18,20-undecaene
• IUPAC Traditional name: hexacyclo[12.8.0.0^2,^1^1.0^3,^8.0^4,^2^1.0^1^7,^2^2]docosa-1,3,5,7,9,11,13,15,17,19,21-undecaene; benzo(ghi)perylene
• Synonyms: Benzo[ghi]perylene solution; 1,12-Benzperylene; NSC 89275; Benzo[ghi]perylene; Benzo(ghi)perylene; 1,12-Benzoperylene; Benzo[ghi]perylene; 苯并[ghi]苝 溶液; 1,12-苯并苝; 苯并[ghi]苝

Database IDs

• CAS Number: 191-24-2
• EC Number: 200-838-9; 205-883-8; 203-806-2
• MDL Number: MFCD00004135
• Beilstein Number: 1913029
• PubChem SID: 162220425; 24872000; 24862985; 24847779; 24892113; 24892170; 24872193; 24891912
• PubChem CID: 9117
• Chemspider ID: 8763
• KEGG ID: C14318
• Wikipedia Title: Benzo(ghi)perylene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.6051326
• LogD (pH = 7.4): 5.6051326
• Log P: 5.6051326
• Molar Refractivity: 90.937 cm^3
• Polarizability: 42.00849 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid
• Melting Point: 276-279 °C; 277-279 °C(lit.); 278°C
• Boiling Point: >500 °C(lit.); 500°C
• Flash Point: -.4 °F; -18 °C; 247.2 °C
• Density: 1.378 g/cm^3

Safety Information

• European Hazard Symbols: Flammable (F); Nature polluting (N); Harmful (Xn)
• UN Number: 1145; 3077
• German water hazard class: 2; 3
• Hazard Class: 3; 9
• Packing Group: 2; 3
• Risk Statements: 11-38-50/53-65-67; 40; 50/53
• Safety Statements: 23-24/25-36/37; 60-61; 9-16-25-33-60-61-62
• GHS Pictograms: GHS02; GHS07; GHS08; GHS09
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225-H304-H315-H336-H410; H351; H410
• GHS Precautionary statements: P210-P261-P273-P301 + P310-P331-P501; P273-P501; P281
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1145 3/PG 2; UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); 98%
• Concentration: 100 ng/μL in cyclohexane; 200 μg/mL in methylene chloride
• Grade: analytical standard; analytical standard, for environmental analysis; BCR® certified Reference Material; purum
• Packaging: ampule of 1 mL; ampule of 25 mg
• Empirical Formula (Hill Notation): C22H12

DETAILS

Sigma Aldrich - B9009

Application
An n-channel organic semiconductor.1
Packaging
5, 25, 100 mg in glass bottle

Sigma Aldrich - BCR052

Legal Information
BCR is a registered trademark of European Commission

Toronto Research Chemicals - B207700

Benzo[ghi]perylene is one of the polycyclic aromatic hydrocarbons (PAH’s), an environmental pollutant with potential carcinogenic activity.

REFERENCES

• Alves, C., et al.: Atmos. Environ., 35, 5485 (2001)
• Jaward, F., et al.: Environ. Sci. Technol., 38, 2523 (2001)
• Lee, R., et al.: Environ. Sci. Technol., 39, 1436 (2001)
• Augusto, S., et al.: Environ. Pollut., 158, 483 (2001)