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2,6-Difluoropyridine-3-boronic acid is a chemical compound with the molecular formula C5H4BF2N2O2. It is a boronic acid derivative of 2,6-difluoropyridine, featuring a boronic acid functional group attached to the 3-position of the pyridine ring. 2,6-Difluoropyridine-3-boronic acid is known for its potential applications in organic synthesis and pharmaceutical research, given the versatility of boronic acids as building blocks for synthesizing a range of pharmaceuticals, agrochemicals, and materials.

136466-94-9

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136466-94-9 Usage

Uses

Used in Organic Synthesis:
2,6-Difluoropyridine-3-boronic acid is used as a reagent in coupling reactions for the formation of carbon-carbon and carbon-heteroatom bonds. Its unique structure and reactivity make it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2,6-Difluoropyridine-3-boronic acid is utilized as a building block for the development of new drug candidates and biologically active molecules. Its properties allow for the creation of compounds with potential therapeutic applications.
Used in the Development of Agrochemicals and Materials:
2,6-Difluoropyridine-3-boronic acid also finds use in the agrochemical sector for the synthesis of compounds with pesticidal or herbicidal properties. Additionally, it contributes to the development of new materials with specific properties for various industrial applications.

Check Digit Verification of cas no

The CAS Registry Mumber 136466-94-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,6,4,6 and 6 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 136466-94:
(8*1)+(7*3)+(6*6)+(5*4)+(4*6)+(3*6)+(2*9)+(1*4)=149
149 % 10 = 9
So 136466-94-9 is a valid CAS Registry Number.
InChI:InChI=1/C5H4BF2NO2/c7-4-2-1-3(6(10)11)5(8)9-4/h1-2,10-11H

136466-94-9 Well-known Company Product Price

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  • TCI America

  • (D4006)  2,6-Difluoro-3-pyridineboronic Acid (contains varying amounts of Anhydride)  

  • 136466-94-9

  • 1g

  • 890.00CNY

  • Detail
  • TCI America

  • (D4006)  2,6-Difluoro-3-pyridineboronic Acid (contains varying amounts of Anhydride)  

  • 136466-94-9

  • 5g

  • 2,990.00CNY

  • Detail
  • Alfa Aesar

  • (H27509)  2,6-Difluoropyridine-3-boronic acid, 95%   

  • 136466-94-9

  • 250mg

  • 1470.0CNY

  • Detail
  • Alfa Aesar

  • (H27509)  2,6-Difluoropyridine-3-boronic acid, 95%   

  • 136466-94-9

  • 1g

  • 3391.0CNY

  • Detail

136466-94-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-Difluoropyridine-3-boronic acid

1.2 Other means of identification

Product number -
Other names (2,6-difluoropyridin-3-yl)boronic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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More Details:136466-94-9 SDS

136466-94-9Relevant articles and documents

Blue phosphorescent ir(III) complex with high color purity: Fac-tris(2′,6′-difluoro-2,3′-bipyridinato-N,C 4′)iridium(III)

Lee, Seok Jong,Park, Ki-Min,Yang, Kiyull,Kang, Youngjin

, p. 1030 - 1037 (2009)

A blue phosphorescent iridium(III) complex (1) bearing fluorine-substituted bipyridine (dfpypy) has been synthesized and characterized to investigate the effect of the substitution and replacement of the phenyl ring in ppy (phenylpyridine) with pyridine o

Two blue iridium complexes for efficient electroluminescence with low efficiency roll-off

Xu, Qiu-Lei,Liang, Xiao,Jiang, Liang,Zhao, Yue,Zheng, You-Xuan

, p. 89218 - 89225 (2015)

Two bis-cyclometalated iridium complexes ((dfpypy)2Ir(tpip) and (dfpypy)2Ir(Ftpip)) with fluorinated substituted bipyridine (2′,6′-difluoro-2,3′-bipyridine, dfpypy) as the main ligand and tetraphenylimidodiphosphinate derivatives (tpip and Ftpip) as the ancillary ligands were prepared, and their X-ray crystallographic, photoluminescence and electrochemical properties were investigated. The (dfpypy)2Ir(tpip) and (dfpypy)2Ir(Ftpip) complexes showed blue emission at 457 nm with quantum efficiency yields of 7.0% and 7.1%, respectively. Organic light emitting diodes (OLEDs) with the structure of ITO/TAPC (1,1-bis[4-(di-p-tolylamino)phenyl]cyclohexane, 40 nm)/mCP (1,3-bis(9H-carbazol-9-yl)benzene, 10 nm)/(dfpypy)2Ir(tpip) or (dfpypy)2Ir(Ftpip) (8 wt%): PPO21 (3-(diphenylphosphoryl)-9-(4-(diphenylphosphoryl)phenyl)-9H-carbazole, 25 nm)/TmPyPB (1,3,5-tri(m-pyrid-3-yl-phenyl)benzene, 50 nm)/LiF (1 nm)/Al (100 nm) (B2 and B3) exhibit performances with the maximum current efficiency (ηc) values of 22.83 and 20.79 cd A-1, respectively, with low efficiency roll-off. For example, at 100 cd m-2 display brightness, the current efficiencies of devices B2 and B3 are 19.78, 13.74 cd A-1, respectively. At 1000 cd m-2 light brightness, these values are still 20.39 and 20.75 cd A-1, respectively. Even at the high luminance of 5000 cd m-2, these data also remained at 19.95 and 20.08 cd A-1, respectively.

Blue phosphorescent bipyridine-based iridium(III) complex for vacuum-deposited organic light-emitting diodes

Jang, Jae-Ho,Park, Jeong Yong,Kim, Hee Un,Park, Hea Jung,Kang, In-Nam,Lee, Jun Yeob,Hwang, Do-Hoon

, p. 7047 - 7052 (2018)

We have synthesized and characterized a blue phosphorescent iridium(III) complex (dfpypy)2Ir(tftamp), which contains 2,6-difluoro-2,3-bipyridine (dfpypy) as the main ligand and 4-methyl-2-(3-trifluoromethyl-1H-1,2,4-triazol-5-yl)pyridine (tftamp) as the ancillary ligand. The photophysical, electrochemical, and electroluminescent (EL) properties of (dfpypy)2Ir(tftamp) were investigated. Vacuum-deposited blue and white organic light-emitting diodes (OLEDs) were fabricated using (dfpypy)2Ir(tftamp) in 1,3-bis(carbazol-9-yl)benzene (mCP) as the emitting layer. The EL spectrum of (dfpypy)2Ir(tftamp) exhibited emission maximum at 472 nm with a full-width at half-maximum (FWHM) of 81 nm and Commission Internationale de L’Eclairage (CIE) coordinates of (0.17, 0.27) at 100 cd · m?2. In addition, white-light-emitting devices were fabricated, which exhibited CIE coordinates of (0.42, 0.40) and a correlated color temperature (CCT) of 3,237 K at 1000 cd · m?2, close to the standard warm-white light CIE coordinates of (0.44, 0.40) and CCT of 3,000 K.

Design, synthesis, and properties of a series of charged iridium(III) complexes with a neutral bidentate ligand for deep-blue phosphorescent emitter

Takahira, Yusuke,Murotani, Eisuke,Fukuda, Keiko,Vohra, Varun,Murata, Hideyuki

, p. 56 - 60 (2016)

We herein report a series of charged iridium(III) complexes with a neutral bidentate ligand for blue phosphorescent emitter. A molecular design bearing a 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine ligand proved suitable for efficient blue emission according to the comparison of photoluminescent properties of the complexes. Its Commission Internationale de L'Eclairage x,y-coordinates (CIEx,y) in solution was estimated to be (0.17, 0.18), indicating that the complex with the ligand is promising candidate for a deep-blue emitter. We further demonstrated that this complex displays blue electroluminescence by successfully integrating it in a light-emitting device.

Unusual dual-emissive heteroleptic iridium complexes incorporating TADF cyclometalating ligands

Batsanov, Andrei S.,Benjamin, Helen,Bryce, Martin R.,Dias, Fernando B.,Fox, Mark A.,Griffiths, Gareth C.,Kozhevnikov, Valery N.,Monkman, Andrew P.,O'Driscoll, Luke J.,Siddle, Jamie S.,Zheng, Yonghao

supporting information, p. 2190 - 2208 (2020/02/26)

Five new neutral heteroleptic iridium(iii) complexes IrL2(pic) (2-6) based on the archetypical blue emitter FIrpic have been synthesised. The cyclometallating ligands L are derived from 2-(2,6-F2-3-pyridyl)-4-mesitylpyridine (7), 2-(

An iridium containing organic electroluminescent blue light material, its preparation process and organic electroluminescent device

-

Paragraph 0056-0059, (2017/01/26)

The invention belongs to the photoelectric material field, and discloses an iridium-containing organic electroluminescence blue light phosphorescence material, a preparation method and an organic electroluminescent device; the iridium-containing organic electroluminescence blue light phosphorescence material comprises a following structural formula:. A molecular structure of the iridium-containing organic electroluminescence blue light phosphorescence material contains a dipyridine ligand, an alkoxyl group and a fluorine group; so that the carrier injection and transmission capability of the polymer can be enhanced, and the iridium-containing organic electroluminescence blue light phosphorescence material has high internal quantum efficiency and electroluminescent efficiency; in addition, the iridium-containing organic electroluminescence blue light phosphorescence material employs a strong field ligand tetra pyrazoles boron as an auxiliary ligand, thereby the luminescence spectrum enables effective blue shift, and the luminescence efficiency of blue light phosphorescence can be greatly enhanced.

ORGANIC ELECTROLUMINESCENT COMPOUND CONTAINING IRIDIUM, PREPARATION METHOD THEREOF AND ORGANIC ELECTROLUMINESCENT DEVICE

-

Paragraph 0027, (2014/05/20)

An organic electroluminescent compound containing Iridium, preparation method thereof and an organic electroluminescent device are disclosed. The compound is represented by the structure (2), wherein, R is C1~C4 alkyl. The structure of the compound contains bipyridine ligand, also carries alkoxy group and fluorine atom, which improves its carrier injection and transfer ability, and increases its internal quantum efficiency and electroluminescent efficiency. Furthermore, the compound uses strong field ligand 2-pyridine carboxylic acid as assistant ligand, which causes an effective blue shift of its emission spectrum and increases light-emitting efficiency of blue light phosphorescence greatly.

Organic electroluminescent compound containing iridium, preparation method thereof and organic electroluminescent device

-

Page/Page column 11, (2014/10/29)

An organic electroluminescent compound containing Iridium, preparation method thereof and an organic electroluminescent device are disclosed. The compound is represented by the structure (2), wherein, R is C1?C4 alkyl. The structure of the compound contains bipyridine ligand, also carries alkoxy group and fluorine atom, which improves its carrier injection and transfer ability, and increases its internal quantum efficiency and electroluminescent efficiency. Furthermore, the compound uses strong field ligand 2-pyridine carboxylic acid as assistant ligand, which causes an effective blue shift of its emission spectrum and increases light-emitting efficiency of blue light phosphorescence greatly.

ORGANIC ELECTROLUMINESCENCE DEVICE, NOVEL PLATINUM COMPLEX COMPOUND AND NOVEL COMPOUND CAPABLE OF BEING A LIGAND THEREOF

-

, (2009/10/30)

An organic electroluminescence device, includes: a pair of electrodes; and at least one organic layer including a light emitting layer, the light emitting layer being provided between the pair of electrodes, wherein at least one layer of the at least one organic layer contains a compound represented by formula (1) as defined in the specification.

(Dimethoxy- and dihalopyridyl)boronic acids and highly functionalized heteroarylpyridines by Suzuki cross-coupling reactions

Smith, Amy E.,Clapham, Kate M.,Batsanov, Andrei S.,Bryce, Martin R.,Tarbit, Brian

experimental part, p. 1458 - 1463 (2009/04/04)

We report the synthesis of (2,6-dimethoxy-3-pyridyl)boronic acid (2), (2,3-dimethoxy-4-pyridyl)boronic acid (4), (2,6-difluoro-3-pyridyl)boronic acid (6), (2,6-dichloro-3-pyridyl)-boronic acid (8) and (2,3-dichloro-4-pyridyl) boronic acid (10) by directed ortho-metalation reactions on the corresponding disubstituted pyridine precursor, followed by the reaction with triisopropyl borate (TPB) or trimethyl borate. The reactivity of the pyridylboronic acids with heteroaryl halides in Suzuki-Miyaura cross-coupling reactions has been evaluated. New highly functionalized heteroarylpyridine derivatives have thereby been obtained in moderate to high yields. The reaction of 8 and 3-amino-2-chloropyridine yielded the rare 5H-pyrrolo[2,3-b:4,5-b′] dipyridine (i.e. 1,5-diazacarbazole) ring system by sequential cross-coupling and intramolecular cyclisation reactions. The X-ray crystal structures are reported for the pyridylboronic acids 2, 4, 8 and 10. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

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