3096-46-6

Basic information

• Product Name: 2-IODO-9H-FLUOREN-9-ONE
• Synonyms: 2-IODO-9H-FLUOREN-9-ONE;2-IODOFLUOREN-9-ONE;2-IODO-9-FLUORENONE
• CAS NO: 3096-46-6
• Molecular Formula: C₁₃H₇IO
• Molecular Weight: 306.1
• Mol File: 3096-46-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 142-143 °C
• Boiling Point: 417.6 °C at 760 mmHg
• Flash Point: 206.4 °C
• Appearance: /
• Density: 1.833 g/cm³
• Vapor Pressure: 3.5E-07mmHg at 25°C
• Refractive Index: 1.733
• CAS DataBase Reference: 2-IODO-9H-FLUOREN-9-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODO-9H-FLUOREN-9-ONE(3096-46-6)
• EPA Substance Registry System: 2-IODO-9H-FLUOREN-9-ONE(3096-46-6)

Safety Data

• Hazardous Substances Data: 3096-46-6(Hazardous Substances Data)

Usage

General Description

2-Iodo-9H-fluoren-9-one is a chemical compound that belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings linearly fused to a central cyclopentane ring. 2-Iodo-9H-fluoren-9-one specifically has an iodine atom attached to the second carbon in the ring structure and a ketone group on the ninth carbon. Ketones are organic compounds containing a carbonyl group (C=O) linked to two carbon atoms. The properties of this compound, such as its reactivity and potential uses, largely depend on these functional groups and the presence of the iodine atom. It has potential uses in a variety of scientific research and industrial applications, although comprehensive information about its biological activity and toxicity is not readily available.

InChI:InChI=1/C13H7IO/c14-8-5-6-10-9-3-1-2-4-11(9)13(15)12(10)7-8/h1-7H

Upstream product

• 2523-42-4 2-iodo-9H-fluorene 
• 64-19-7 acetic acid 

Downstream Products

• 867374-53-6 2-bromo-7-iodo-9H-fluoren-9-one 
• 1210518-83-4 2-((4-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl)phenyl)ethynyl)-9H-fluoren-9-one 
• 1210518-84-5 2-((4-(5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl)phenyl)buta-1,3-diynyl)-9H-fluoren-9-one 
• 784-50-9 fluorenone-2-carboxylic acid 
• 1239233-29-4 C₂₆H₂₀OSi 
• 1239233-63-6 C₄₃H₃₀N₂O₄ 
• 1239233-62-5 C₃₅H₂₆N₂O₄ 
• 1239233-60-3 C₄₁H₂₆N₂O₄ 
• 1239233-58-9 C₃₃H₂₂N₂O₄ 
• 1239233-49-8 dimethyl 2-[[4-[(4-ethynylphenyl)ethynyl]phenyl]ethynyl]-2',4'a-dimethylspiro[9H-fluorene-9,5'(4'aH)-pyrrolo[1,2-b]pyridazine]-6',7'-dicarboxylate 
• 1239233-48-7 dimethyl 2-[(4-ethynylphenyl)ethynyl]-2',4'a-dimethylspiro[9H-fluorene-9,5'(4'aH)-pyrrolo[1,2-b]pyridazine]-6',7'-dicarboxylate 
• 1239233-46-5 dimethyl 2-[[4-[(4-ethynylphenyl)ethynyl]phenyl]ethynyl]spiro[9H-fluorene-9,5'(4'aH)-pyrrolo[1,2-b]pyridazine]-6',7'-dicarboxylate 
• 1239233-44-3 dimethyl 2-[(4-ethynylphenyl)ethynyl]spiro[9H-fluorene-9,5'(4'aH)-pyrrolo[1,2-b]pyridazine]-6',7'-dicarboxylate 
• 1239233-43-2 C₃₇H₂₂O₄ 

Relevant articles and documents

Electrochemical oxidation-induced benzyl C–H carbonylation for the synthesis of aromatic α-diketones

Electrochemical oxidation-induced direct carbonylation of benzyl C–H bond for the synthesis of aromatic α-diketones is described. In this process, tetrabutylammonium iodide (nBu4NI) not only acts as an electrolyte, but its iodine anion is oxidized to an iodine radical at the anode, acting as a hydrogen atom transfer agent. The iodine radical extracts the benzyl hydrogen atom and causes the carbonylation of the benzyl position, where O2 in the air is used as an oxygen source.

Amphiphilic ligands for Cu-catalyzed aerobic oxidation to synthesize 9-fluorenones in water

A series of amphiphilic PEG-functionalized nitrogen ligands were developed for the highly efficient copper-catalyzed aerobic oxidation of 9-fluorenes, with molecular oxygen as the sole oxidant in neat water. A broad range of functional groups are well tolerated and thus offer the opportunity for further functionalization.

Synthesis and Photoisomerization of Substituted Dibenzofulvene Molecular Rotors

The synthesis, spectral and structural characterization, and photoisomerization of a family of 2-substituted dibenzofulvene molecular actuators based on (2,2,2-triphenylethylidene)fluorene (TEF) are reported. The 2-substituted species investigated are nitro (NTEF), cyano (CTEF), and iodo (ITEF). X-ray structures of these three compounds and three intermediates were determined to assign alkene configuration and investigate the effects of the 2-substituents on steric gearing. The addition–elimination reaction of Z-9 with trityl anion to form Z-10 proceeded with complete retention of configuration. Rates of photoisomerization were measured at irradiation wavelengths between 266–355 nm in acetonitrile/dioxane solutions at room temperature. Photoisomerization quantum yields (φ) were calculated by means of a mathematical model that accounts for a certain degree of photodecomposition in the cases of CTEF and ITEF. Quantum yields vary significantly with substituent, having maximum values of φ=0.26 for NTEF, 0.39 for CTEF, and 0.50 for ITEF. NTEF is photochemically robust and has a large quantum yield for photoisomerization in the near-UV, making it a particularly promising drive rotor moiety for light-powered molecular devices.