853377-11-4

Basic information

• Product Name: 1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-(2-PYRENYL)-
• Synonyms: 1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-(2-PYRENYL)-;4,4,5,5-Tetramethyl-2-(2-pyrenyl)-1,3,2-dioxaborolane
• CAS NO: 853377-11-4
• Molecular Formula: C22H21BO2
• Molecular Weight: 328.219
• Mol File: 853377-11-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 128 °C
• CAS DataBase Reference: 1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-(2-PYRENYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-(2-PYRENYL)-(853377-11-4)
• EPA Substance Registry System: 1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-(2-PYRENYL)-(853377-11-4)

Safety Data

• Hazardous Substances Data: 853377-11-4(Hazardous Substances Data)

Usage

Structure

Contains a dioxaborolane ring and a pyrenyl group

Type of compound

Boron-containing compound

Potential applications

a. Organic synthesis
b. Materials science
c. Pharmaceutical research

Uses

a. Development of new boron-containing molecules for various applications
b. Organic light-emitting diodes (OLEDs) due to the presence of the pyrenyl group

Scientific interest

Unique structure and properties make it an interesting subject for further investigation in various scientific fields.

Upstream product

• 129-00-0 pyrene 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 13517-10-7 boron triiodide 
• 784-02-1 2-chloropyrene 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 1189552-33-7 Au(tricyclohexylphosphine)(pyrenyl) 
• 1327238-61-8 pyren-2-yl-[4-methyloxycarbonylbenzene] 
• 1327238-65-2 2-(dimesitylboryl)pyrene 
• 1714-27-8 2-Bromopyrene 
• 1527009-81-9 C₂₃H₁₆OS 
• 1527009-87-5 C₂₃H₁₆S 
• 1732-23-6 2-aminopyrene 

Relevant articles and documents

Self-assembly of pyrene boronic acid-based chemodosimeters for highly efficient mercury(II) ion detection

A new chemodosimeter consisting of pyrene and boronic acid (1) for the detection of Hg2+ ions is described. The amphiphilic nature of 1 leads to self-assembly in aqueous solution and the high electron density throughout the aggregated pyrene units provides an outstanding platform for energy and electron transport. Self-assembled 1 exhibits a selective and sensitive fluorescence response to Hg2+ ions, where the Hg2+ ion allows a fast transmetallation of 1, which drastically reduces its fluorescence. The Stern-Volmer (SV) quenching constant for the fluorescence quenching of self-assembled 1 by Hg2+ ions is approximately 1.8 × 106 M?1, and Hg2+ ions can be sensed with a detection limit of 6.6 × 10?9 M. In addition, self-assembled 1 exhibits excellent sensing performance at nano-molar concentration levels for Hg2+ ion contamination of tap water, fresh water, and seawater.

Multiple Electrophilic C-H Borylation of Arenes Using Boron Triiodide

Electrophilic C-H borylation of arenes using boron triiodide has been developed. This reaction proceeded smoothly in the absence of additives, and the diiodoboryl group was installed at the most sterically accessible carbon, where the HOMO is localized to a certain extent. Moreover, regioselective multiple borylation of polycyclic aromatic compounds was achieved by using excess boron triiodide. The borylated intermediates were transformed into a variety of arylboron compounds such as arylboronates, boronic acids, and trifluoroborates.

O-Annulation to Polycyclic Aromatic Hydrocarbons: A Tale of Optoelectronic Properties from Five- To Seven-Membered Rings

We take advantage of the Pummerer oxidative annulation reaction to extend PAHs through the formation of an intramolecular C-O bond with a suitable phenol substituent. Depending on the peripheral topology of the PAH precursor (e.g., pyrene, boron-dipyrromethene, or perylene diimide) five-, six-, and seven-membered O-containing rings could be obtained. The effect of the O-annulations on the optoelectronic properties were studied by various methods with the pyrano-annulated pyrene and BODIPY derivatives depicting quantitative emission quantum yields.