20279-21-4

Basic information

• Product Name: 1,2,3,10B-TETRAHYDROFLUORANTHENE
• Synonyms: Fluoranthene, 1,2,3,10b-tetrahydro-;1,2,3,10B-TETRAHYDROFLUORANTHENE;1,2,3,10B-TETRAHYDROFLUOROANTHENE;1,2,3,10B-TETRAHYDROFLUORANTHENE 98+% GC
• CAS NO: 20279-21-4
• Molecular Formula: C₁₆H₁₄
• Molecular Weight: 206.28
• EINECS: 243-672-2
• Mol File: 20279-21-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 76 °C
• Boiling Point: 205 °C / 12mmHg
• Flash Point: 179.4°C
• Appearance: /
• Density: 0.9900 (rough estimate)
• Vapor Pressure: 7.29E-05mmHg at 25°C
• Refractive Index: 1.6420 (estimate)
• CAS DataBase Reference: 1,2,3,10B-TETRAHYDROFLUORANTHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,10B-TETRAHYDROFLUORANTHENE(20279-21-4)
• EPA Substance Registry System: 1,2,3,10B-TETRAHYDROFLUORANTHENE(20279-21-4)

Safety Data

• Hazardous Substances Data: 20279-21-4(Hazardous Substances Data)

Usage

General Description

1,2,3,10B-tetrahydrofluoranthene is a chemical compound that belongs to the group of polycyclic aromatic hydrocarbons (PAHs). It is a white solid with a molecular formula of C16H12 and a molecular weight of 204.269 g/mol. 1,2,3,10B-tetrahydrofluoranthene is commonly used in laboratory research as a reference standard for analysis and characterization of PAHs. It is produced by the incomplete combustion of organic material and can be found in environmental samples such as air, soil, and water. Like other PAHs, 1,2,3,10B-tetrahydrofluoranthene is considered to be a potential human carcinogen and is subject to regulation in environmental and occupational settings.

InChI:InChI=1/C16H14/c1-2-8-13-12(7-1)14-9-3-5-11-6-4-10-15(13)16(11)14/h1-3,5,7-9,15H,4,6,10H2

Upstream product

• 26765-68-4 5,6-dihydrofluoranthene-6a(4H)-methanol 
• 64-17-5 ethanol 
• 417710-46-4 4-bromo-1,2,3,10b-tetrahydro-fluoranthene 
• 2693-46-1 3-aminofluoranthene 
• 64-19-7 acetic acid 
• 13438-50-1 3-bromofluoranthene 
• 206-44-0 fluoranthene 
• 29078-78-2 10b-Formyl-1.2.3.10b-tetrahydro-fluoranthen 
• 29078-87-3 5,6-Dihydro-4H-fluoranthene-6a-carbaldehyde oxime 
• 38422-92-3 3-oxo-1,2,3,10b-tetrahydrofluoranthene 

Downstream Products

• 13373-07-4 phenyl-(4,5,6,6a-tetrahydro-fluoranthen-3-yl)-ketone 
• 13177-28-1 1-Nitrofluoranthene 
• 83291-51-4 (1R,2S,10bS)-2-Phenylselanyl-10b-trimethylsilanyloxy-1,2,3,10b-tetrahydro-fluoranthen-1-ol 
• 83291-51-4 (1S,2S,10bS)-2-Phenylselanyl-10b-trimethylsilanyloxy-1,2,3,10b-tetrahydro-fluoranthen-1-ol 
• 83291-50-3 (2S,10bS)-2-Phenylselanyl-10b-trimethylsilanyloxy-3,10b-dihydro-2H-fluoranthen-1-one 
• 83291-49-0 10b-Trimethylsilanyloxy-3,10b-dihydro-2H-fluoranthen-1-one 
• 83291-47-8 (2,3-Dihydro-fluoranthen-1-yloxy)-trimethyl-silane 
• 83291-45-6 (1R,10bS)-2,3-Dihydro-1H-fluoranthene-1,10b-diol 
• 83291-48-9 10b-Hydroxy-3,10b-dihydro-2H-fluoranthen-1-one 
• 83291-46-7 1-oxo-1,2,3,10b-tetrahydrofluoranthene 
• 206-44-0 fluoranthene 
• 31398-92-2 5,6-dihydrofluoranthen-6a(4H)-ol 
• 1573-92-8 9-oxo-9H-fluorene-1-carboxylic acid 
• 13177-25-8 1-Amino-fluoranthen 

Relevant articles and documents

Birch-Type Photoreduction of Arenes and Heteroarenes by Sensitized Electron Transfer

The direct reduction of arenes and heteroarenes by visible-light irradiation remains challenging, as the energy of a single photon is not sufficient for breaking aromatic stabilization. Shown herein is that the energy accumulation of two visible-light photons allows the dearomatization of arenes and heteroarenes. Mechanistic investigations confirm that the combination of energy-transfer and electron-transfer processes generates an arene radical anion, which is subsequently trapped by hydrogen-atom transfer and finally protonated to form the dearomatized product. The photoreduction converts planar aromatic feedstock compounds into molecular skeletons that are of use in organic synthesis.

Partial Hydrogenation of Polycyclic Aromatic Hydrocarbons by Electroreduction in Protic Solvents

Polycyclic aromatic hydrocarbons (PAH) such as anthracene (1), phenanthrene (5), acenaphthylene (15), pyrene (17), chrysene (22), and fluoranthene (28) are selectively hydrogenated upon electroreduction at a lead cathode in ethanolic solution. The degree of hydrogenation and the structure of the products depend on the reaction conditions, in particular on the applied reduction potential.

Mechanisms of Electrochemical Hydrogenation of Fluoranthene in HMPA with Ethanol and Aqueous HCl as Proton Donors

The electrochemical hydrogenation of the non-alternant aromatic hydrocarbon fluoranthene has been investigated in LiClO4-hexamethylphosphoric triamide; it has been found that hydrogenation cannot be achieved satisfactorily, not even to the dihydro derivative, when ethanol is used as the proton donor, whether present during or added after electrolysis.On the other hand, reaction of a stock of fluoranthene dianion with aqueous hydrochloric acid proves to be a clean, easy way to prepare 1,2,3,10b-tetrahydrofluoranthene, a product which requires donation of four electrons to fluoranthene.A mechanism is discussed to account for such a transfer of electrons.