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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine is a complex organic chemical compound characterized by a pyridine ring fused with a trifluoromethyl group and a boron-containing heterocycle. 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine is distinguished by its potential to facilitate the formation of carbon-carbon bonds and to introduce the trifluoromethyl group into a variety of organic molecules, which is significant in the synthesis of pharmaceuticals, agrochemicals, and advanced materials.

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  • 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2-(TRIFLUOROMETHYL)PYRIDINE

    Cas No: 1218790-39-6

  • USD $ 1.9-2.9 / Gram

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  • 1218790-39-6 Structure
  • Basic information

    1. Product Name: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine
    2. Synonyms: 2-Trifluoromethylpyridine-5-boronic acid pinacol ester;Pyridine, 2-(trifluoroMethyl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;2-(trifluoroMethyl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine;(6-(TRIFLUOROMETHYL)PYRIDIN-3-YL)BORONIC ACID PINACOL ESTER
    3. CAS NO:1218790-39-6
    4. Molecular Formula: C12H15BF3NO2
    5. Molecular Weight: 273.0592096
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1218790-39-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.18
    6. Refractive Index: N/A
    7. Storage Temp.: Refrigerated.
    8. Solubility: N/A
    9. CAS DataBase Reference: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine(CAS DataBase Reference)
    10. NIST Chemistry Reference: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine(1218790-39-6)
    11. EPA Substance Registry System: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine(1218790-39-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1218790-39-6(Hazardous Substances Data)

1218790-39-6 Usage

Uses

Used in Organic Synthesis:
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine is utilized as a reagent in organic synthesis for its ability to form carbon-carbon bonds and to incorporate the trifluoromethyl group into organic molecules, enhancing the molecular properties and reactivity of the resulting compounds.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine is used as a key intermediate for the synthesis of new drugs. Its unique structure allows for the creation of molecules with specific biological activities, contributing to the development of novel therapeutic agents.
Used in Agrochemical Production:
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine is employed as a building block in the synthesis of agrochemicals, where the trifluoromethyl group can impart increased stability and bioactivity to the final products, improving their performance in agricultural applications.
Used in Suzuki-Miyaura Coupling Reactions:
In the field of organic chemistry, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine is used as a coupling partner in Suzuki-Miyaura reactions, a cross-coupling method for the formation of biaryls and other complex organic compounds. The presence of the boron atom in the compound makes it a suitable candidate for this type of reaction, facilitating the synthesis of a wide range of organic molecules.
Used in Material Science:
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine is also used in material science as a component in the development of new materials with specific properties, such as improved thermal stability or electronic characteristics, owing to the trifluoromethyl group's influence on molecular structure and behavior.

Check Digit Verification of cas no

The CAS Registry Mumber 1218790-39-6 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,1,8,7,9 and 0 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1218790-39:
(9*1)+(8*2)+(7*1)+(6*8)+(5*7)+(4*9)+(3*0)+(2*3)+(1*9)=166
166 % 10 = 6
So 1218790-39-6 is a valid CAS Registry Number.
InChI:InChI=1S/C12H15BF3NO2/c1-10(2)11(3,4)19-13(18-10)8-5-6-9(17-7-8)12(14,15)16/h5-7H,1-4H3

1218790-39-6Relevant articles and documents

Anthracene-containing dimer skeleton ligand and preparation method thereof, and application in metal catalytic reaction

-

Paragraph 0151-0154, (2021/01/29)

The invention provides an anthracene dimer derivative phosphine-containing ligand as shown in the following formula I, wherein the anthracene dimer derivative phosphine-containing ligand can be used for a series of transition metal catalyzed coupling reac

Transformations of Aryl Ketones via Ligand-Promoted C?C Bond Activation

Dai, Hui-Xiong,Li, Hanyuan,Li, Ling-Jun,Liu, Qi-Sheng,Ma, Biao,Wang, Mei-Ling,Wang, Xing,Wang, Zhen-Yu,Xu, Hui

, p. 14388 - 14393 (2020/07/06)

The coupling of aromatic electrophiles (aryl halides, aryl ethers, aryl acids, aryl nitriles etc.) with nucleophiles is a core methodology for the synthesis of aryl compounds. Transformations of aryl ketones in an analogous manner via carbon–carbon bond activation could greatly expand the toolbox for the synthesis of aryl compounds due to the abundance of aryl ketones. An exploratory study of this approach is typically based on carbon–carbon cleavage triggered by ring-strain release and chelation assistance, and the products are also limited to a specific structural motif. Here we report a ligand-promoted β-carbon elimination strategy to activate the carbon–carbon bonds, which results in a range of transformations of aryl ketones, leading to useful aryl borates, and also to biaryls, aryl nitriles, and aryl alkenes. The use of a pyridine-oxazoline ligand is crucial for this catalytic transformation. A gram-scale borylation reaction of an aryl ketone via a simple one-pot operation is reported. The potential utility of this strategy is also demonstrated by the late-stage diversification of drug molecules probenecid, adapalene, and desoxyestrone, the fragrance tonalid as well as the natural product apocynin.

A Monophosphine Ligand Derived from Anthracene Photodimer: Synthetic Applications for Palladium-Catalyzed Coupling Reactions

Wang, Xin,Liu, Wei-Gang,Tung, Chen-Ho,Wu, Li-Zhu,Cong, Huan

supporting information, p. 8158 - 8163 (2019/09/07)

Herein, we present an air-stable dianthracenyl monophosphine ligand (diAnthPhos) which can be prepared in two steps from commercially available anthracene derivatives. The ligand exhibits excellent efficiency for palladium-catalyzed coupling reactions. In particular, Miyaura borylation of heterocycle-containing electrophiles can be facilitated employing the diAnthPhos ligand with a broad substrate scope and low catalyst loading. The valuable synthetic utility of the new ligand is further demonstrated by a one-pot Miyaura borylation/Suzuki coupling protocol for heteroaryl-containing substrates.

Compound containing L-prolinamide fragment, and preparation method and application thereof

-

Paragraph 0107; 0108, (2017/07/12)

The invention discloses a compound containing an L-prolinamide fragment, and a preparation method and an application thereof and belongs to the technical field of antitumor drugs. The compound containing the L-prolinamide fragment comprises a 5-aryl pyrid

Iridium-catalyzed C-H borylation of pyridines

Sadler, Scott A.,Tajuddin, Hazmi,Mkhalid, Ibraheem A. I.,Batsanov, Andrei S.,Albesa-Jove, David,Cheung, Man Sing,Maxwell, Aoife C.,Shukla, Lena,Roberts, Bryan,Blakemore, David C.,Lin, Zhenyang,Marder, Todd B.,Steel, Patrick G.

supporting information, p. 7318 - 7327 (2014/11/07)

The iridium-catalysed C-H borylation is a valuable and attractive method for the preparation of aryl and heteroaryl boronates. However, application of this methodology for the preparation of pyridyl and related azinyl boronates can be challenged by low reactivity and propensity for rapid protodeborylation, particularly for a boronate ester ortho to the azinyl nitrogen. Competition experiments have revealed that the low reactivity is due to inhibition of the active catalyst through coordination of the azinyl nitrogen lone pair at the vacant site on the iridium. This effect can be overcome through the incorporation of a substituent at C-2. Moreover, when this is sufficiently electron-withdrawing protodeborylation is sufficiently slowed to permit isolation and purification of the C-6 boronate ester. Following functionalization, reduction of the directing C-2 substituent provides the product arising from formal ortho borylation of an unhindered pyridine ring. This journal is the Partner Organisations 2014.

NOVEL 4-AMINO-6-(PYRIDYL AND 2-SUBSTITUTEDPHENYL)-PICOLINATES AND 6-AMINO-2-(PYRIDYL AND 2-SUBSTITUTEDPHENYL)-PYRIMIDINE-4-CARBOXYLATES AND THEIR USE AS HERBICIDES

-

Paragraph 0250; 0251, (2014/09/29)

4-amino-6-(pyridyl and 2-substitutedphenyl)-picolinic acids and their derivatives; 6-amino-2-(pyridyl and 2-substitutedphenyl)-pyrimidine-4-carboxylates and their derivatives; and methods of using the same as herbicides.

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