16218-28-3

Basic information

• Product Name: 2,7-DIIODOFLUORENE
• Synonyms: 2,7-DIIODOFLUORENE;2,7-Diiodo-9H-fluorene
• CAS NO: 16218-28-3
• Molecular Formula: C₁₃H₈I₂
• Molecular Weight: 418.01
• EINECS: 1312995-182-4
• Product Categories: Aryl;C13 to C37+;Halogenated Hydrocarbons;Building Blocks;C13 to C37+;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 16218-28-3.mol
• Article Data: 37

Chemical Properties

• Melting Point: 216-218 °C(lit.)
• Boiling Point: 449.7°C at 760 mmHg
• Flash Point: 243.6°C
• Appearance: /
• Density: 2.171g/cm³
• Vapor Pressure: 7.45E-08mmHg at 25°C
• Refractive Index: 1.765
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,7-DIIODOFLUORENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-DIIODOFLUORENE(16218-28-3)
• EPA Substance Registry System: 2,7-DIIODOFLUORENE(16218-28-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 16218-28-3(Hazardous Substances Data)

Usage

General Description

2,7-Diiodofluorene is a chemical compound that is composed of a fluorene molecule with two iodine atoms attached at the 2 and 7 positions. It is often used as a building block in the synthesis of various organic compounds and is known for its potential use in material science applications. Due to its unique structure and properties, 2,7-Diiodofluorene has been studied for its potential use in organic light-emitting diodes (OLEDs), polymer solar cells, and other optoelectronic devices. 2,7-DIIODOFLUORENE is generally considered to be stable and has low toxicity, making it suitable for use in research and development of various technological and pharmaceutical applications.

InChI:InChI=1/C13H8I2/c14-10-1-3-12-8(6-10)5-9-7-11(15)2-4-13(9)12/h1-4,6-7H,5H2

Upstream product

• 86-73-7 9H-fluorene 
• 64-17-5 ethanol 
• 2523-42-4 2-iodo-9H-fluorene 
• 34172-48-0 7-iodo-9H-fluorene-2-amine 
• 525-64-4 2,7-fluorenediamine 
• 67-56-1 methanol 
• 94721-46-7 9-diazo-2,7-diiodo-9H-fluorene 
• 7664-93-9 sulfuric acid 
• 7553-56-2 iodine 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 

Downstream Products

• 28065-98-7 2-phenylfluorene 
• 3419-46-3 2,7-diphenyl-9H-fluorene 
• 1430-97-3 2-methyl-9H-fluorene 
• 2851-80-1 2,7-dimethyl-9H-fluorene 
• 467219-11-0 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluorene 
• 96069-60-2 2,7-bis-(2-methylphenyl)fluorene 
• 170242-36-1 2,7-dimesitylfluorene 
• 278176-06-0 2,7-diiodo-9,9-dioctyl-9H-fluorene 

Relevant articles and documents

Siloles and acetenyl aromatics copolymers: Synthesis, characterization and photophysical properties

Two copolymers, poly(1,1-dimethyl-3,4-diphenylsilole-alt-N-hexyl-3,6-diethynylcarbazole) (PS-DyCz) and poly(1,1-dimethyl-3,4-diphenylsilole-alt-2,7-diethynyl-9,9′-dihexylfluorene) (PS-DyF), were synthesized by Sonogashira coupling reaction of 2,5-dibromo-

α-Cyanostilbene and fluorene based bolaamphiphiles: Synthesis, self-assembly, and AIEE properties with potential as white-light emissive materials and light-emitting liquid crystal displays

Novel bolaamphiphiles containing two α-cyanostilbene units interconnected with 2,7-substituted-9,9-dialkylated fluorene as the central core and a diol unit at each terminal have been synthesized efficiently by a palladium catalyzed Suzuki coupling reaction and the Knoevenagel condensation reaction as key steps. POM, DSC and XRD investigation reveals that these compounds can organize into single wall triangular honeycomb columnar phases. A unique packing model was established in which the twisted π-conjugated backbones stacked alternatively into the walls and were connected through the end diol groups to form a triangular honeycomb, and the almost perpendicularly distributed alkyl side chains filled the cells. Such packing was additionally stabilized by the local anti-parallel dipole interactions of α-cyanostilbene and the H-bonding between CN?H. These compounds showed the AIEE effect and emitted yellow luminescence which could be further utilized to generate white light emission by coating on a commercially available blue LED lamp. Additionally, light-emitting liquid crystal display (LE-LCD) device could be obtained by dissolution of such AIE active distinctive luminogens in commercially available nematic LCs.

Strong enhancement of two-photon absorption properties in synergic 'semi-disconnected' multiporphyrin assemblies designed for combined imaging and photodynamic therapy

The synthesis and photophysical properties of new multiporphyrin assemblies are described. Their design, based on a smooth electronic disconnection between two-photon absorbing (2PA) octupolar or quadrupolar cores and the peripheral porphyrins, leads to a

Synthesis of π-Bridged Dually-Dopable Conjugated Polymers from Benzimidazole and Fluorene: Separating Sterics from Electronics

We describe the synthesis and characterization of three new alternating copolymers containing fluorene and a dually dopable benzimidazole moiety. Poly(2-n-heptyl-benzimidazole-alt-9,9-di-n-octylfluorene) (PBIF), poly(2-n-heptyl-benzimidazole-vinylene-9,9-

Synthesis and two-photon absorption enhancement of porphyrin macrocycles

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The influence of experimental conditions and intermolecular interaction on the band gap determination. Case study of perylene diimide and carbazole-fluorene derivatives.

The perylene diimide and carbazole-fluorene derivatives are intensively investigated in organic electronic and photovoltaic applications. However, they intermolecular interactions vary considerably. Herein, we present a systematic UV–vis spectroscopy and electrochemical study of intermolecular interaction influence on determination of HOMO, LUMO and band gap. The influence of this type of interactions on photophysical properties with the aid of NMR spectroscopy and DFT calculations was examined. Effect of the electrode type was investigated as well. The cyclic voltammetry results obtained at different species concentrations (including solid state measurements) were compared. We have found that when interactions are strong differences in determined bang gap are significant. Contrary to half wave potential, peak onset was found to be concentration independent. Finally, we have observed that comparison of values from solid state measurement and carried out for diluted species can introduce high inconsistencies in determination of structure/property relationships.

Blue light material composed of acetylene bridged fluorene and anthracene derivatives and preparation method thereof

The invention belongs to the technical field of blue-light emitting material preparation, and discloses an acetylene bridged fluorene and anthracene derivative blue-light emitting material and a preparation method thereof. The method comprises the following steps: a compound intermediate product 2, a compound intermediate product 3, Pd(PPh3)2Cl2, CuI, PPh3 and a magnetic stirring bar are added into a single-necked flask with a volume of 250mL, and vacuumizing and nitrogen introducing are repeated for 4 times; under the protection of a nitrogen gas, a mixed solvent subjected to oxygen removal by introducing a nitrogen gas for 30min is added by a syringe, and a reaction is performed for 48h under a nitrogen gas atmosphere; the reaction is stopped, filtration is performed, filter residues arewashed for 3 times with toluene, a filtrate is separately washed twice with water and saturated brine, drying is performed by anhydrous sodium sulfate for overnight, and a solvent is evaporated to dryness to obtain a crude product; and the crude product is subjected to chromatography by applying a silica gel column, concentration is performed, the concentrated material is dropped into absolute methanol for recrystallization, and therefore the yellow solid is obtained. According to the invention, two n-octyl long aliphatic chains on fluorene can increase the solubility of the material in an organic solvent, and the acetylene linked fluorene and anthracene structure can increase the conjugacy and rigidity of the material.

Synthons for developing organic semiconductors

A process for the synthesis of π-conjugated materials including a step of utilizing a synthon having a carbazole or fluorene nucleus.