917985-54-7

Basic information

• Product Name: 2-(5-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-(5-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;5-Hexyl-2-thiopheneboronic acid pinacol ester;2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane;5-hexylthiophen-2-boronic acid pinacol ester;5-Hexyl-2-thiopheneboronic acid pinacol ester 97%;5-Hexylthiopheneboronic acid pinacol ester
• CAS NO: 917985-54-7
• Molecular Formula: C₁₆H₂₇BO₂S
• Molecular Weight: 294.26
• Product Categories: Boronate Esters;Boronic Acids and Derivatives;Chemical Synthesis;Heteroaryl Boronate Esters;Materials Science;Organic and Printed Electronics;Organometallic Reagents;Synthetic Tools and Reagents;Thiophene Monomers and Building Blocks
• Mol File: 917985-54-7.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 140-142 °C/0.5 mmHg
• Appearance: /
• Density: 0.977 g/mL at 25 °C
• Refractive Index: n20/D 1.5
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-(5-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(917985-54-7)
• EPA Substance Registry System: 2-(5-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(917985-54-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 917985-54-7(Hazardous Substances Data)

Usage

Chemical Properties

Orange-red liquid

Upstream product

• 111-25-1 1-bromo-hexane 
• 18794-77-9 2-hexylthiophene 
• 73183-34-3 bis(pinacol)diborane 
• 211737-28-9 2-bromo-5-hexylthiophene 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 10294-34-5 boron trichloride 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 173448-31-2 5-n-hexyl-2,2'-bithiophene 

Relevant articles and documents

Reticulated heterojunctions for photovoltaic devices

An organic semiconductor device is formed by the self-assembly on a transparent electrode surface. The donor (see picture; dibenzotetrathienocoronene, yellow layer) deposits as supramolecular cables, and the acceptor (C60, orange) subsequently infiltrates this network. This network provides a donor-acceptor interface that is interwoven at the nanoscale. When incorporated into a solar cell, the active layer provides large increases in power conversion efficiencies.

Aggregation-Induced Emission and Aggregation-Promoted Photo-oxidation in Thiophene-Substituted Tetraphenylethylene Derivative

Aggregation-induced emission combined with aggregation-promoted photo-oxidation has been reported only in two works quite recently. In fact, this phenomenon is not commonly observed for AIE-active molecules. In this work, a new tetraphenylethylene derivative (TPE-4T) with aggregation-induced emission (AIE) and aggregation-promoted photo-oxidation was synthesized and investigated. The pristine TPE-4T film exhibits strong bluish-green emission, which turns to quite weak yellow emission after UV irradiation. Interestingly, after solvent treatment, the weakly fluorescent intermediate will become bright-yellow emitting. Moreover, the morphology of the TPE-4T film could be regulated by UV irradiation. The wettability of the TPE-4T microcrystalline surface is drastically changed from hydrophobic to hydrophilic. This work contributes a new member to the aggregation induced photo-oxidation family and enriches the photo-oxidation study of tetraphenylethylene derivatives.

Orthogonal functionalization of cyclopenta[hi]aceanthrylenes

A synthetic strategy to prepare 2,7- or 4,9-functionalized cyclopenta[hi]aceanthrylenes that are capable of Suzuki cross-coupling reactions is demonstrated. This method has been utilized to create a series of thiophene derivatized compounds that were subsequently used to investigate the role of substitution pattern on the photophysical and electronic properties of cyclopenta[hi]aceanthrylenes. The orthogonal functionalization provides access to unique substitution patterns (e.g., cruciform-like architectures) and materials with small optical band gaps (1.22-1.97 eV).