173392-87-5

Basic information

• Product Name: 4-(N-NONYLOXY)BENZENEBORONIC ACID
• Synonyms: 4-(N-NONYLOXY)PHENYLBORONIC ACID;4-(N-NONYLOXY)BENZENEBORONIC ACID;AKOS BRN-0178;(4-(Nonyloxy)phenyl)boronic acid
• CAS NO: 173392-87-5
• Molecular Formula: C₁₅H₂₅BO₃
• Molecular Weight: 264.17
• Mol File: 173392-87-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 408.4 °C at 760 mmHg
• Flash Point: 200.8 °C
• Appearance: /
• Density: 1.01 g/cm³
• Vapor Pressure: 2.11E-07mmHg at 25°C
• Refractive Index: 1.5
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(N-NONYLOXY)BENZENEBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(N-NONYLOXY)BENZENEBORONIC ACID(173392-87-5)
• EPA Substance Registry System: 4-(N-NONYLOXY)BENZENEBORONIC ACID(173392-87-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 173392-87-5(Hazardous Substances Data)

Usage

General Description

4-(N-nonyloxy)benzeneboronic acid is a chemical compound with the molecular formula C16H27BO3. It is commonly used in organic synthesis as a reagent for the Suzuki-Miyaura cross-coupling reaction, which is used to form carbon-carbon bonds. 4-(N-NONYLOXY)BENZENEBORONIC ACID is known for its ability to efficiently and selectively catalyze the formation of carbon-carbon bonds, making it a valuable tool in the field of organic chemistry. It is also used in the production of various pharmaceuticals and agrochemicals. Additionally, 4-(N-nonyloxy)benzeneboronic acid has the potential for applications in materials science, including the development of functionalized polymers and advanced materials.

InChI:InChI=1/C15H25BO3/c1-2-3-4-5-6-7-8-13-19-15-11-9-14(10-12-15)16(17)18/h9-12,17-18H,2-8,13H2,1H3

Upstream product

• 121-43-7 Trimethyl borate 
• 105100-90-1 1-bromo-4-(nonyloxy)benzene 
• 693-58-3 1-Bromononane 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 178758-51-5 3-(4-Nonyloxy-phenyl)-cyclohex-2-enone 
• 1187186-16-8 1,4-bis(4-nonyloxyphenyl)-6,7-dimethylanthraquinone 

Relevant articles and documents

Suzuki-Miyaura reaction of chloroarenes using Pd(PPh3) 4 as catalyst

The reactivity of a number of chloroarenes was investigated and chloro-nitroarenes were found to undergo facile arylation with Pd(PPh 3)4 / [Pd(PPh3)2Cl 2/n.PPh3] as catalyst. Furthermore, 4-chlorobenzaldehyde underwent arylation under the conditions, albeit with a higher catalyst loading.

Highly efficient syntheses of 3-aryl-2-cycloalken-1-ones and an evaluation of their liquid crystalline properties

Cycloalkenones are shown to be mesogens and can be synthesised in near quantitative yields by a convergent palladium(0)-catalysed cross-coupling strategy; a 2-methyl group induces a change of phase from smectic to nematic.

The X-ray crystal structures and computational analysis of NH...π hydrogen bonded banana-shaped carbazole derivatives and thermal analysis of higher mesogenic homologues

The synthesis of a series of banana-shaped mesogenic structures has been carried out, in which the bend unit is formed by the 3,6-substitution of carbazole by 4-alkoxyphenyl moieties. The crystal structures of the methoxy and propyloxy derivatives are reported with an analysis of the N-H...π interactions that are observed in the crystalline state. This analysis was aided by semi-empirical molecular orbital calculations. Additionally, the thermal analysis of the complete series has been carried out in order to investigate the phase properties of these materials. The 4-nonyloxyphenyl derivative displays two melting points by DSC and normal light microscopy, but yields non-birefringent liquids. The incorporation of photorefractive molecular units, such as carbazole. into anisotropic materials may offer many advantages over conventional electrical poling of photorefractive polymers.