243-17-4 Usage
Description
2,3-Benzofluorene is an organic compound that is characterized by its almost white to yellow-green crystalline powder appearance. It has been identified in a coal liquid product and has shown to inhibit estradiol-dependent reporter activity in yeast.
Uses
Used in Environmental Analysis:
2,3-Benzofluorene is used as a standard in the three-way analysis of fluorescence excitation-emission matrices of mixtures of polycyclic aromatic hydrocarbons (PAHs). This application aids in the detection and analysis of these compounds in environmental samples.
Used in Air Quality Monitoring:
In the field of air quality monitoring, 2,3-benzofluorene is utilized as a standard to detect ambient particle-bound polycyclic aromatic hydrocarbons using a real-time aerosol mass spectrometer. This helps in assessing the presence and concentration of PAHs in the atmosphere, which are known to have potential health risks.
Used in Chemical Research:
Due to its unique chemical properties, 2,3-benzofluorene can be employed in various chemical research applications, particularly in the study of PAHs and their interactions with other compounds. This can contribute to the development of new methods for environmental monitoring and the understanding of the effects of PAHs on human health and the environment.
Synthesis Reference(s)
The Journal of Organic Chemistry, 53, p. 904, 1988 DOI: 10.1021/jo00239a050
Carcinogenicity
Benzo[b]fluoranthene gave a
positive result in one two-stage carcinogenesis test in
mice.
Check Digit Verification of cas no
The CAS Registry Mumber 243-17-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,4 and 3 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 243-17:
(5*2)+(4*4)+(3*3)+(2*1)+(1*7)=44
44 % 10 = 4
So 243-17-4 is a valid CAS Registry Number.
InChI:InChI=1/C17H12/c1-2-6-13-11-17-15(9-12(13)5-1)10-14-7-3-4-8-16(14)17/h1-9,11H,10H2
243-17-4Relevant articles and documents
Streitwieser et al.
, p. 59,60 (1967)
-
Koelsch
, p. 3885 (1933)
-
Synthesis of Medium-Sized Carbocycles via a Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels-Alder Reaction Followed by Photoinduced Ring-Opening
Ruhl, Julia,Ahles, Sebastian,Strauss, Marcel A.,Leonhardt, Christopher M.,Wegner, Hermann A.
supporting information, p. 2089 - 2093 (2021/04/05)
The combination of a Lewis acid-catalyzed inverse electron-demand Diels-Alder (IEDDA) reaction with a photoinduced ring-opening (PIRO) reaction in a domino process has been established as an efficient synthetic method to access medium-sized carbocycles. From readily available electron-rich and electron-poor phthalazines and enamines, respectively, as starting materials, various 9- and 11-membered carbocycles were prepared. This versatile transition-metal-free tool will be valuable for broadening the structural space in biologically active compounds and functional materials.
Dual Gold Catalysis: Synthesis of Fluorene Derivatives from Diynes
Bucher, Janina,Wurm, Thomas,Taschinski, Svenja,Sachs, Eleni,Ascough, David,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
supporting information, p. 225 - 233 (2017/02/05)
1,5-Diyne systems bearing one terminal and one benzyl- or allyl-substituted alkyne attached to an aromatic backbone were converted in the presence of a gold catalyst. In a dual gold-catalyzed process, gold vinylidenes are formed that selectively undergo formal CH insertion into the C(sp2)–H bond of the offered unsaturated systems. If H atoms are present in the propargylic position, a subsequent isomerization to the aromatic system takes place leading to 9H-fluorene and 11H-benzo[b]fluorene derivatives as final products. In the case of a quaternary carbon in the propargylic position no further aromatization is observed and 10H-benzo[b]fluorene derivatives are obtained in high yield. (Figure presented.).