950761-81-6

Basic information

• Product Name: 4,4,5,5-tetraMethyl-2-(perylen-3-yl)-1,3,2-dioxaborolane
• Synonyms: 4,4,5,5-tetraMethyl-2-(perylen-3-yl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-(3-perylenyl)-1,3,2-dioxaborolane;(3-Perylenyl)boronic acid pinacol ester
• CAS NO: 950761-81-6
• Molecular Formula: C₂₆H₂₃BO₂
• Molecular Weight: 378.27062
• EINECS: -0
• Mol File: 950761-81-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 234.0 to 238.0 °C
• Boiling Point: 570.4±19.0 °C(Predicted)
• Appearance: /
• Density: 1.21±0.1 g/cm3(Predicted)
• Solubility: slightly sol. in Chloroform
• CAS DataBase Reference: 4,4,5,5-tetraMethyl-2-(perylen-3-yl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-tetraMethyl-2-(perylen-3-yl)-1,3,2-dioxaborolane(950761-81-6)
• EPA Substance Registry System: 4,4,5,5-tetraMethyl-2-(perylen-3-yl)-1,3,2-dioxaborolane(950761-81-6)

Safety Data

• Hazardous Substances Data: 950761-81-6(Hazardous Substances Data)

Usage

Description

4,4,5,5-tetraMethyl-2-(perylen-3-yl)-1,3,2-dioxaborolane is a chemical compound composed of boron, oxygen, carbon, and hydrogen atoms. It is known for its unique fluorescent properties and its boron-containing structure, which makes it a versatile reactant in organic synthesis and a building block for organic electronic materials.

Uses

Used in Organic Synthesis:
4,4,5,5-tetraMethyl-2-(perylen-3-yl)-1,3,2-dioxaborolane is used as a reactant in organic synthesis for the preparation of complex organic molecules. Its boron-containing structure allows for its use in metal-catalyzed cross-coupling reactions, which are important in the construction of these molecules.
Used in Organic Electronic Materials:
In the field of organic electronics, 4,4,5,5-tetraMethyl-2-(perylen-3-yl)-1,3,2-dioxaborolane is used as a building block for the preparation of materials such as organic light-emitting diodes (OLEDs) and organic photovoltaics. Its unique fluorescent properties make it a valuable component in these applications.
Used in Fluorescent Probes:
4,4,5,5-tetraMethyl-2-(perylen-3-yl)-1,3,2-dioxaborolane is used as a fluorescent probe for tracking biological processes in cells and tissues. Its unique fluorescent properties make it useful for visualizing and studying these processes in various research applications.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 5419-55-6 Triisopropyl borate 
• 23683-68-3 3-bromoperylene 
• 198-55-0 PERYLENE 
• 1195-66-0 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 73183-34-3 bis(pinacol)diborane 
• 955121-20-7 (perylene-3-yl)boronic acid 

Downstream Products

• 1435894-83-9 C₂₆H₁₁BrF₄ 
• 1256556-19-0 3-phenylperylene 
• 1425378-72-8 C₄₆H₂₆ 
• 1425378-71-7 C₄₆H₂₇Cl 

Relevant articles and documents

Fluorescent perylenylpyridine complexes: an experimental and theoretical study

The perylene derivative 2-(3-perylenyl)-4-methylpyridine (HPerPy) was prepared and used to synthesize [Ag(HPerPy)(PPh3)(OClO3)], with the perylene ligand bonded to the metal centre only by the pyridine nitrogen. The treatment of HPer

Communication of Bichromophore Emission upon Aggregation – Aroyl-S,N-ketene Acetals as Multifunctional Sensor Merocyanines

Aroyl-S,N-ketene acetal-based bichromophores can be readily synthesized in a consecutive three-component synthesis in good to excellent yields by condensation of aroyl chlorides and an N-(p-bromobenzyl) 2-methyl benzothiazolium salt followed by a Suzuki coupling, yielding a library of 31 bichromophoric fluorophores with substitution pattern-tunable emission properties. Varying both chromophores enables different communication pathways between the chromophores, exploiting aggregation-induced emission (AIE) and energy transfer (ET) properties, and thus, furnishing aggregation-based fluorescence switches. Possible applications range from fluorometric analysis of alcoholic beverages to pH sensors.

Compound containing perylene and fluorobenzene as well as preparation method and application of compound

The invention discloses a compound containing perylene and fluorobenzene. The structure of the compound is shown as a formula 1, the preparation method of the compound comprises the following specificsteps: (1) reacting perylene with N-bromo succinimide to prepare a compound I; (2) reacting the compound I with bis (pinacolato) diboron to obtain a compound II; (3) reacting the compound II with 2,3, 5, 6-tetrafluoro-1, 4-dibromobenzene to prepare a compound III; and (4) reacting the compound III with pentafluorophenylboronic acid to obtain a compound IV. Based on good structural modification and various photoelectric properties of perylene and perylene series compounds, high-color-purity green-light LED devices can be prepared, and huge application potential in the aspect of green fluorescent powder for white-light LEDs is achieved.

Intersystem crossing: via charge recombination in a perylene-naphthalimide compact electron donor/acceptor dyad

In order to study the relationship between the molecular structures of compact electron donor/acceptor dyads and the spin-orbit charge transfer intersystem crossing (SOCT-ISC) efficiency, we prepared a perylene (Pery)-naphthalimide (NI) dyad, in which the Pery unit is the electron donor and the NI unit is the electron acceptor, where the two units adopt an almost orthogonal geometry. The photophysical properties of the dyad were studied with steady state and femtosecond/nanosecond transient absorption (fs TA and ns TA) spectroscopies, time resolved electron paramagnetic resonance (TREPR) spectroscopy and DFT computations. A very weak charge transfer (CT) absorption band was observed, but the fluorescence of the Pery unit is strongly quenched. Upon selective excitation into the NI unit, the fast intramolecular CS process (10 ps) occurs, followed by ISC and only the 3Pery? state is observed; whereas upon selective photoexcitation into the perylene unit, an ultrafast charge separation (0.66 ps) is observed, followed by SOCT-ISC (8 ns) to populate the 3Pery? state. Moreover, the perylene radical cation is also observed on the ns timescale, presumably formed by intermolecular charge transfer. The lifetime of the 3Pery triplet state was determined to be τT = 214 μs with ns TA spectroscopy. The singlet oxygen quantum yield was measured as ΦΔ = 80%, although the potential energy curve of the torsion between the donor and acceptor is shallow. The SOCT-ISC mechanism was confirmed by TREPR spectroscopy. The dyad was used as a triplet photosensitizer for the generation of delayed fluorescence (luminescence lifetime τDF = 57.3 μs). This journal is