53223-75-9

Basic information

• Product Name: 12H-dibenzo[b,h]fluoren-12-one
• CAS NO: 53223-75-9
• Molecular Formula: C₂₁H₁₂O
• Molecular Weight: 280.3194
• Mol File: 53223-75-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 520.9°C at 760 mmHg
• Flash Point: 233.8°C
• Density: 1.315g/cm³
• Vapor Pressure: 5.98E-11mmHg at 25°C
• Refractive Index: 1.782
• CAS DataBase Reference: 12H-dibenzo[b,h]fluoren-12-one(CAS DataBase Reference)
• NIST Chemistry Reference: 12H-dibenzo[b,h]fluoren-12-one(53223-75-9)
• EPA Substance Registry System: 12H-dibenzo[b,h]fluoren-12-one(53223-75-9)

Safety Data

• Hazardous Substances Data: 53223-75-9(Hazardous Substances Data)

Upstream product

• 13209-15-9 1,2-bis(dibromomethyl)benzene 
• 109341-49-3 2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one 
• 239-60-1 13H-dibenzo[a,i]fluorene 
• 4599-94-4 13H-dibenzo[a,h]fluoren-13-one 
• 86854-01-5 13H-dibenzo[ai]fluoren-13-one 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 242-47-7 2,3-6,7-dibenzofluorene 
• 216070-60-9 tri(naphthalene-2-yl)methanol 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 855879-83-3 N-(3-[2]naphthoyl-[2]naphthyl)-acetamide 
• 159113-90-3 naphthocyclopentadienone 
• 468751-38-4 ortho-(phenylsulfonylmethyl)benzaldehyde 
• 858489-20-0 (2-aminonaphthalen-3-yl)(naphthalen-3-yl)methanone 

Downstream Products

• 242-47-7 2,3-6,7-dibenzofluorene 
• 4599-94-4 13H-dibenzo[a,h]fluoren-13-one 

Relevant articles and documents

Design and synthesis of new stable fluorenyl-based radicals

Organic neutral radicals have long fascinated chemists with a fundamental understanding of structure-reactivity relationships in organic reactions and with applications as new functional materials. However, the elusive nature of these radicals makes the synthesis, isolation, and characterization very challenging. In this work, the synthesis of three long-lived, fluorenyl-based radicals are reported. The geometry and electronic structures of these radicals were systematically investigated with a combination of various experimental methods, besides density functional theory (DFT) calculations, which include X-ray crystallographic analysis, electron spin resonance (ESR), electron nuclear double resonance (ENDOR), cyclic voltammetry, and UV-vis-NIR measurements. Their half-life periods (τ1/2) in air-saturated solution under ambient conditions were also determined. Surprisingly, all three radicals showed remarkable stabilities: τ1/2 = 7, 3.5, and 43 days.

Aerobic oxidation of 9H-fluorenes to 9-fluorenones using mono-/multilayer graphene-supported alkaline catalyst

The synthesis of 9-fluorenone derivatives has been achieved in high yield and with high purity by aerobic oxidation of 9H-fluorenes at room temperature in the presence of a graphene-supported KOH composite that acts as a catalyst in N,N-dimethylformamide. The new protocol involves very simple work-up procedures, and the solvent and the catalyst can be recycled and reused. A scaled-up preparative study employing this method was also conducted and showed its advantages of being both cost-effective and environmentally friendly, and has potential for application in industrial processes. Copyright

Regiospecific synthesis of benzo[b]fluorenones via ring contraction by benzil-benzilic acid rearrangement of benz[a]anthracene-5,6-diones

A regiospecific route to benzo[b]fluorenones is described. The synthesis is based upon a one-pot, regiospecific benzannulation of 1,4-dipolar synthons with naphthoquinone monoketal and ring contraction of the generated benz[a]anthracene-5,6-diones through benzil-benzilic acid rearrangement. Georg Thieme Verlag Stuttgart.