479-58-3

Basic information

• Product Name: 2,3-dihydro-1H-phenalene
• Synonyms: 2,3-dihydro-1H-phenalene;Perinaphthane
• CAS NO: 479-58-3
• Molecular Formula: C₁₃H₁₂
• Molecular Weight: 168.23438
• EINECS: 207-534-5
• Mol File: 479-58-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 68-69 °C(Solv: ethanol (64-17-5))
• Boiling Point: 316.7°Cat760mmHg
• Flash Point: 151°C
• Appearance: /
• Density: 1.102g/cm³
• Vapor Pressure: 0.00075mmHg at 25°C
• Refractive Index: 1.658
• CAS DataBase Reference: 2,3-dihydro-1H-phenalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydro-1H-phenalene(479-58-3)
• EPA Substance Registry System: 2,3-dihydro-1H-phenalene(479-58-3)

Safety Data

• Hazardous Substances Data: 479-58-3(Hazardous Substances Data)

Usage

General Description

2,3-dihydro-1H-phenalene is a chemical compound with the molecular formula C12H10. It is a polycyclic aromatic hydrocarbon that consists of fused benzene and cyclohexene rings. It is a colorless liquid at room temperature, and it is insoluble in water but soluble in organic solvents. 2,3-dihydro-1H-phenalene is used as a building block in the synthesis of various organic compounds and is a precursor to the synthesis of pharmaceuticals and agrochemicals. It is also used in research and development for its potential application in organic electronic devices and materials. The compound is of interest due to its unique structure and potential applications in various industries.

InChI:InChI=1/C13H12/c1-4-10-6-2-8-12-9-3-7-11(5-1)13(10)12/h1-2,4-6,8H,3,7,9H2

Upstream product

• 203-80-5 phenalene 
• 548-39-0 Perinaphthenon 
• 518-85-4 2,3-dihydro-phenalen-1-one 
• 67-56-1 methanol 
• 6840-31-9 naptho[1’,8a’,8’:bc]-bicyclo[3.1.0]hex-2-ene 
• 62715-22-4 (RS)-2,3,3a,4,5,6-hexahydro-phenalen-1-one 
• 70067-71-9 (RS)-3-(1,2,3,4-tetrahydro-naphthalen-1-yl)-propionic acid 
• 123-91-1 1,4-dioxane 
• 2732-97-0 5,6,6a,7,8,9-hexahydro-4H-phenalene 
• 106409-23-8 toluene-4-sulfonic acid-(5,6,7,8,9,10-hexahydro-benzocycloocten-5-ylmethyl ester) 
• 135-19-3 β-naphthol 
• 74-85-1 ethene 
• 90-12-0 1-Methylnaphthalene 

Downstream Products

• 412019-81-9 (2,3-dihydro-1H-phenalen-6-yl)-phenyl ketone 
• 1146-72-1 4-acetyl-1,8-naphthalic anhydride 
• 193-98-6 2-azapyrene 
• 1380080-48-7 1,2-dibenzyl-2,5,6,7-tetrahydro-1,2-dihydroxycyclopenta[cd]phenalene 
• 1380080-22-7 1,2-dibenzylidene-2,5,6,7-tetrahydrocyclopenta[cd]phenalene 
• 859984-25-1 (5,6-dihydro-4H-phenalen-1-yl)-m-tolyl ketone 

Relevant articles and documents

Synthesis of various (pentamethylcyclopentadienyl) Ru(riG-arene) complexes of phenalene derivatives

The η6-(pentamethylcyclopentadienyl)ruthenium complexes of phenalenone 9, phenalenes 10 and 11, phenalane 12 and phenalanone 13 have been prepared from the corresponding phenalenic derivatives, following Chaudret's procedure. The electron-donating pentamethylcyclopentadienyl ligand modifies the reactivity of phenalene in the corresponding ruthenium complexes, which become unreactive towards dioxygen. Phenalenone, which reacts readily with 2-methylindole in presence of para-toluenesulfonic acid, becomes unreactive when complexed to ruthenium (complex 9). (. Elsevier,.

Electrocyclic Ring Opening of the 6b,7a-Dihydro-7H-cyclopropacenaphthylene Radical Anion

The Na-K alloy and electrochemical reduction of the naphthocyclopropane 6 were investigated.The radical anion of 6 was found to be very labile and could not be observed spectroscopically.In the Na-K reduction of 6, the phenalenyl radical (9) was detected as an intermediate in the reduction, and the phenalenyl anion (10) and perinaphthane (8) were found to be the products of the reduction.Evidence was obtained from polarographic and cyclic voltammetric studies that 8-10 are also formed in the electrochemical reduction of 6.A mechanism is proposed for this reduction which involves an initial electrocyclic ring opening of the cyclopropane ring in the radical anion of 6 which is followed by a 1,2-shift of hydrogen to yield the radical anion of phenalene (11).The radical anion of 11 is then further transformed into 8 and 10; the latter transformation has previously been reported.