5565-36-6

Basic information

• Product Name: 1,4-BENZENEDIBORONIC ACID BIS(NEOPENTYL GLYCOL) ESTER
• Synonyms: 1,4-BENZENEDIBORONIC ACID BIS(NEOPENTYL GLYCOL) CYCLIC ESTER;1,4-BENZENEDIBORONIC ACID BIS(NEOPENTYL GLYCOL) ESTER;1,4-Benzenediboronic acid bis-2,2-dimethyltrimethylene cyclic ester~2,2-(1,4-Phenylene)bis(5,5-dimethyl-1,3,2-dioxaborinane);1,4-Benzenediboronicacidbis-2,2-dimethyltrimethylenecyclicester~2,2'-(1,4-Phenylene)bis(5,5-dimethyl-1,3,2-dioxabori;1,4-Benzenediboronic acid bis(neophtyl glycol) ester;1,4-Benzenediboronic acid bis (NPG) cyclic ester;1,4-Bis(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzene
• CAS NO: 5565-36-6
• Molecular Formula: C₁₆H₂₄B₂O₄
• Molecular Weight: 301.98
• Product Categories: Boronic acids
• Mol File: 5565-36-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 231-233°C
• Boiling Point: 425.7 °C at 760 mmHg
• Flash Point: 211.3 °C
• Appearance: /
• Density: 1.05 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.493
• Storage Temp.: 2-8°C(protect from light)
• BRN: 2952607
• CAS DataBase Reference: 1,4-BENZENEDIBORONIC ACID BIS(NEOPENTYL GLYCOL) ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-BENZENEDIBORONIC ACID BIS(NEOPENTYL GLYCOL) ESTER(5565-36-6)
• EPA Substance Registry System: 1,4-BENZENEDIBORONIC ACID BIS(NEOPENTYL GLYCOL) ESTER(5565-36-6)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 5565-36-6(Hazardous Substances Data)

Usage

General Description

1,4-Benzenediboronic acid bis(neopentyl glycol) ester is a chemical compound with the formula C22H32B2O6. It is a boronic acid derivative that is commonly used in organic synthesis as a reagent for Suzuki-Miyaura cross-coupling reactions. It is a white, crystalline solid that is insoluble in water but soluble in organic solvents such as dichloromethane and tetrahydrofuran. 1,4-BENZENEDIBORONIC ACID BIS(NEOPENTYL GLYCOL) ESTER is often used as a building block in the preparation of pharmaceuticals, agrochemicals, and organic materials. Its unique structure and reactivity make it a valuable tool for the construction of complex organic molecules in chemical research and development.

InChI:InChI=1/C16H24B2O4/c1-15(2)9-19-17(20-10-15)13-5-7-14(8-6-13)18-21-11-16(3,4)12-22-18/h5-8H,9-12H2,1-4H3

Upstream product

• 214360-44-8 2-(4-cyanophenyl)-5,5-dimethyl[1,3,2]dioxaborinane 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 106-46-7 para-dichlorobenzene 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 71-43-2 benzene 
• 688-74-4 boric acid tributyl ester 
• 106-37-6 1.4-dibromobenzene 
• 121-43-7 Trimethyl borate 
• 4612-26-4 1,4-Phenyldiboronic acid 

Downstream Products

• 1116113-75-7 4,4''''-di-(1-pentylnonyl)-p-quinquephenyl 
• 1417418-12-2 (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)iodonium tosylate 
• 1417418-13-3 (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)(phenyl)iodonium trifluoroacetate 
• 1417418-28-0 C₁₄H₁₄I⁽¹⁺⁾*C₂F₃O₂^(1-) 
• 113268-53-4 p-Trifluorovinyl α,β,β-trifluorostyrene 
• 1006603-40-2 C₈₆H₁₁₀O₈ 

Relevant articles and documents

Anionic Conjugated Polyelectrolytes for FRET-based Imaging of Cellular Membrane Potential

We report a F?rster resonance energy transfer (FRET)-based imaging ensemble for the visualization of membrane potential in living cells. A water-soluble poly(fluorene-cophenylene) conjugated polyelectrolyte (FsPFc10) serves as a FRET donor to a voltage-sensitive dye acceptor (FluoVolt?). We observe FRET between FsPFc10 and FluoVolt?, where the enhancement in FRET-sensitized emission from FluoVolt? is measured at various donor/acceptor ratios. At a donor/acceptor ratio of 1, the excitation of FluoVolt? in a FRET configuration results in a three-fold enhancement in its fluorescence emission (compared to when it is excited directly). FsPFc10 efficiently labels the plasma membrane of HEK 293T/17 cells and remains resident with minimal cellular internalization for ~ 1.5 h. The successful plasma membrane-associated colabeling of the cells with the FsPFc10-FluoVolt? donor-acceptor pair is confirmed by dual-channel confocal imaging. Importantly, cells labeled with FsPFc10 show excellent cellular viability with no adverse effect on cell membrane depolarization. During depolarization of membrane potential, HEK 293T/17 cells labeled with the donor-acceptor FRET pair exhibit a greater fluorescence response in FluoVolt? emission relative to when FluoVolt? is used as the sole imaging probe. These results demonstrate the conjugated polyelectrolyte to be a new class of membrane labeling fluorophore for use in voltage sensing schemes.

Rhodium(I)-catalyzed borylation of nitriles through the cleavage of carbon-cyano bonds

The reaction of aryl cyanides with diboron in the presence of a rhodium/Xantphos catalyst and DABCO affords arylboronic esters via carbon-cyano bond cleavage. This unprecedented mode of reactivity for a borylrhodium species allows the regioselective intro

Neopentylglycolborylation of aryl chlorides catalyzed by the mixed ligand system NiCl2(dppp)/dppf

The mixed ligand system 10 mol % NICl2(dppp) with 5 mol % dppf was discovered to be an extremely efficient catalyst for the neopentylglycolborylation of a diversity of electron-rich and electron-deficient aryl chlorides. Optimization showed tha