Description

Dibenzo[b,def]chrysene-7,14-dione, dibromo- (CAS #1324-11-4) is a high-purity polycyclic aromatic compound with the molecular formula C₂₄H₁₀Br₂O₂. This dibrominated derivative, also known by its IUPAC name 3,6-dibromohexacyclo[10.10.2.02,7.09,23.013,18.020,24]tetracosa-1(22),2,4,6,9(23),10,12(24),13,15,17,20-undecaene-8,19-dione, exhibits exceptional thermal stability and photochemical properties. The compound is supplied as a fine crystalline powder with ≥98% purity (HPLC), ideal for advanced material science research and specialty chemical applications. Its unique conjugated structure makes it valuable for optoelectronic studies, while the bromine substituents enhance reactivity for further functionalization. Packaged under inert gas in amber glass vials to ensure stability.

Synonyms include:

• Dibromodibenzo(b,def)chrysene-7,14-dione
• Ahcovat Golden Yellow RK
• Cibanone Golden Yellow RK
• Helanthrene Yellow RK
• Threne gold yellow RK

Properties

• CAS Number: 1324-11-4
• Complexity: 692
• IUPAC Name: 3,6-dibromohexacyclo[10.10.2.02,7.09,23.013,18.020,24]tetracosa-1(22),2,4,6,9(23),10,12(24),13,15,17,20-undecaene-8,19-dione
• InChI: InChI=1S/C24H10Br2O2/c25-17-9-10-18(26)22-21(17)14-6-8-15-19-12(5-7-16(20(14)19)24(22)28)11-3-1-2-4-13(11)23(15)27/h1-10H
• InChI Key: XMDMAACDNUUUHQ-UHFFFAOYSA-N
• Exact Mass: 489.90271
• Molecular Formula: C24H10Br2O2
• Molecular Weight: 490.1
• SMILES: C1=CC=C2C(=C1)C3=C4C(=CC=C5C4=C(C=C3)C(=O)C6=C(C=CC(=C56)Br)Br)C2=O
• Topological: 34.1
• Monoisotopic Mass: 487.90475
• Synonyms: Dibromodibenzo(b,def)chrysene-7,14-dione, Ahcovat Golden Yellow RK, Cibanone Golden Yellow RK, Helanthrene Yellow RK, Threne gold yellow RK, Symuler Fast Red NRK, Vat Golden Yellow KKh, Tinon Golden Yellow RK, Vat Golden Yellow KKhp, Benzadone Gold Yellow RK, Mikethren Gold Yellow RK, Hostavat Golden Yellow RK, Paradone Golden Yellow RK, Ponsol Golden Orange 2BG, Cibanone Golden Yellow FRK, Indanthren Golden Yellow RK, Nyanthrene Golden Yellow RK, Vat Golden Yellow KKh 10, Indanthrene Golden Yellow RK, Nihonthrene Golden Yellow RK, Palanthrene Golden Yellow RK, Romantrene Golden Yellow FRK, Carbanthrene Golden Yellow RK, Indanthrene Golden Orange BBG, Sandothrene Golden Yellow NRK, Solanthrene Brilliant Yellow R, C.I. 59105, EINECS 215-363-2, Dibenzo(b,def)chrysene-7,14-dione, dibromo-, Dibenzo[b,def]chrysene-7,14-dione, dibromo-, dibromodibenzo[b,def]chrysene-7,14-dione, C.I. Vat Orange 1 (6CI,8CI), 215-363-2, Vat Orange 1, 1324-11-4, C.I. Vat Orange 23, VatOrange1, 3,6-dibromohexacyclo[10.10.2.02,7.09,23.013,18.020,24]tetracosa-1(22),2,4,6,9(23),10,12(24),13,15,17,20-undecaene-8,19-dione, C.I. Vat Orange 1, DTXSID9051668, SCHEMBL21436685, XMDMAACDNUUUHQ-UHFFFAOYSA-N, BAA32411

Application

This dibrominated polycyclic quinone serves as a key intermediate in the synthesis of advanced organic semiconductors and photoconductive materials. Researchers utilize its extended π-conjugation system for developing novel organic electronic devices, including OLEDs and photovoltaic cells. The compound’s bromine groups facilitate cross-coupling reactions in palladium-catalyzed transformations, making it valuable for constructing complex polycyclic architectures.

Safety and Hazards

GHS Hazard Statements

• Not Classified
• Reported as not meeting GHS hazard criteria by 12 of 12 companies. For more detailed information, please visit ECHA C&L website.

Hazard Classes and Categories

• Not Classified

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