83349-67-1

Basic information

• Product Name: (1aR*,9-alpha,10-beta,10a-alpha)-10,10a-Dihydro-9H-fluorantheno(1,10b- beta)oxirene-9,10-diol
• Synonyms: (1aR*,9-alpha,10-beta,10a-alpha)-10,10a-Dihydro-9H-fluorantheno(1,10b- beta)oxirene-9,10-diol;9H-Fluorantheno(1,10B-beta)oxirene-9,10-diol, 10,10A-dihydro-, (1ar*,9-alpha,10-beta,10A-alpha)-;Anti-1,2,3,10B-tetrahydrofluoranthene-2,3-diol 1,10B-oxide;Anti-2,3-dihydroxy-1,10B-epoxy-1,2,3-trihydrofluoranthene;Anti-trans-2,3-dihydroxy-1,10B-epoxy-1,2,3,10B-tetrahydrofluoranthene;Brn 5291689;Ccris 2182
• CAS NO: 83349-67-1
• Molecular Formula: C16H12O3
• Molecular Weight: 252.268
• Mol File: 83349-67-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 515°C at 760 mmHg
• Flash Point: 265.2°C
• Appearance: /
• Density: 1.56g/cm³
• Vapor Pressure: 1.98E-11mmHg at 25°C
• Refractive Index: 1.791
• CAS DataBase Reference: (1aR*,9-alpha,10-beta,10a-alpha)-10,10a-Dihydro-9H-fluorantheno(1,10b- beta)oxirene-9,10-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1aR*,9-alpha,10-beta,10a-alpha)-10,10a-Dihydro-9H-fluorantheno(1,10b- beta)oxirene-9,10-diol(83349-67-1)
• EPA Substance Registry System: (1aR*,9-alpha,10-beta,10a-alpha)-10,10a-Dihydro-9H-fluorantheno(1,10b- beta)oxirene-9,10-diol(83349-67-1)

Safety Data

• Hazardous Substances Data: 83349-67-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H12O3/c17-13-10-6-3-5-9-8-4-1-2-7-11(8)16(12(9)10)15(19-16)14(13)18/h1-7,13-15,17-18H/t13?,14?,15?,16-/m1/s1

Upstream product

• 82911-12-4 trans-2,3-dihydroxy-2,3-dihydrofluoranthene 
• 5386-28-7 fluoranthene-2,3-quinone 
• 38422-92-3 3-oxo-1,2,3,10b-tetrahydrofluoranthene 
• 35324-29-9 1,10b-dihydrofluoranthene 
• 35324-28-8 3-hydroxy-1,2,3,10b-tetrahydrofluoranthene 
• 83291-44-5 trans-2,3-bis(benzoyloxy)-2,3-dihydrofluoranthene 
• 83291-43-4 C₃₀H₂₂O₄ 

Relevant articles and documents

Oxidation of Polynuclear Aromatic Hydrocarbons with Ceric Ammonium Sulfate: Preparation of Quinones and Lactones

The oxidation of polynuclear aromatic hydrocarbons with ceric ammonium sulfate (CAS) in sulfuric acid was investigated.Oxidation of benzofluoranthene (1) gave a mixture of the 7,12- and 2,3-diones 3 and 4.The 2,3-dione (4) was used as the starting material for a facile synthesis of 2,3-dihydro-2,3-dihydroxybenzofluoranthene (5) and the corresponding diol epoxide 6, which are potentially important metabolites of benzofluoranthene.In a similar manner, 2,3-dihydro-2,3-dihydroxyfluoranthene (7) and its diol epoxide 8 were prepared from fluoranthene.Oxidation of benzofluoranthene (2) with CAS did not yield quinones, but instead gave benzofluorenopyran-5,13-dione (9), which was identified by its spectral properties and by reduction with LiAlH4.The lactone 9 formed via initial K-region oxidation of 2.It was not formed from 1-hydroxybenzofluoranthene (12), which gave benzofluoranthene-1,2-dione (13) upon CAS oxidation.CAS oxidation of benzopyrene (14) gave a mixture of the 1,6- and 3,6-quinones 17 and 18.Treatment of benzanthracene (15) with CAS yielded 7-oxo-12-hydroxy-7,12-dihydrobenzanthracene (19) and the 7,12-quinone 20.Oxidation of chrysene (16) with CAS gave 6H-benzonaphthopyran-6-one (21) and the 5,6-quinone 22.The results of this study demonstrate that CAS oxidation is useful for the synthesis of certain PAH quinones or lactones, from polynuclear aromatic hydrocarbons, depending on the ring system.