hexacyclo[10.10.1.02,11.04,9.013,22.015,20]tricosa-2,4,6,8,10,13(22),14,16,18,20-decaen-23-one

• ChemBase ID: 135545
• Molecular Formular: C23H14O
• Molecular Mass: 306.35666
• Monoisotopic Mass: 306.10446507
• SMILES: c1ccc2cc3c(cc2c1)C1c2cc4ccccc4cc2C3C1=O
• Canonical SMILES: O=C1C2c3c(C1c1c2cc2c(c1)cccc2)cc1c(c3)cccc1
• InChI: InChI=1S/C23H14O/c24-23-21-17-9-13-5-1-2-6-14(13)10-18(17)22(23)20-12-16-8-4-3-7-15(16)11-19(20)21/h1-12,21-22H
• InChIKey: NOXKGSQPEBYYNP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexacyclo[10.10.1.0^2,^1^1.0^4,^9.0^1^3,^2^2.0^1^5,^2^0]tricosa-2,4,6,8,10,13(22),14,16,18,20-decaen-23-one
• IUPAC Traditional name: hexacyclo[10.10.1.0^2,^1^1.0^4,^9.0^1^3,^2^2.0^1^5,^2^0]tricosa-2,4,6,8,10,13(22),14,16,18,20-decaen-23-one
• Synonyms: DMP; soluble pentacene precursor; 6,13-Dihydro-6,13-methanopentacene-15-one; 可溶性并五苯前体; 6,13-二氢-6,13-亚甲基并五苯-15-酮

Database IDs

• CAS Number: 904913-36-6
• PubChem SID: 162229819
• PubChem CID: 24884896

CALCULATED PROPERTIES

• Acid pKa: 14.59586
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.1610017
• LogD (pH = 7.4): 5.1610017
• Log P: 5.1610017
• Molar Refractivity: 95.762 cm^3
• Polarizability: 39.31226 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: chloroform: slightly soluble ~0.7 mg/mL; toluene: slightly soluble ~0.7 mg/mL
• Melting Point: 156-165 °C

Safety Information

• European Hazard Symbols: Nature polluting (N)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H400
• GHS Precautionary statements: P273
• Personal Protective Equipment: Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C24H14O

DETAILS

Sigma Aldrich - 688045

Application
Pentacene precursor quantitatively converted to pentacene by heating at 150 °C, generationg CO gas as the only by-product of the thermal conversion. Sparingly (~0.7mg/ml) soluble in apolar solvents (chloroform, toluene, THF).1