195062-61-4 Usage
Description
4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)CHLOROBENZENE is an organic compound that serves as a versatile reagent in various chemical reactions, particularly in the field of organic synthesis. It is characterized by its chlorobenzene core with a unique 1,3,2-dioxaborolane group attached, which allows for a range of applications in chemical reactions and the formation of new compounds.
Uses
Used in Suzuki-Miyaura Cross-Coupling Reactions:
4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)CHLOROBENZENE is used as a reagent in the Suzuki-Miyaura cross-coupling reaction for the formation of C-C bonds. This reaction is facilitated by palladium catalysts and allows for the reaction with different aryl halides, leading to the formation of a variety of biaryl compounds.
Used in the Synthesis of 2-(4-chlorophenyl)-4H-chromen-4-one:
In the field of organic synthesis, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)CHLOROBENZENE is used as a reactant to prepare 2-(4-chlorophenyl)-4H-chromen-4-one. This is achieved through a one-pot palladium-catalyzed dehydrogenation and oxidative boron-Heck coupling reaction, starting from 4-chromanone.
Used in Ligand-Enabled C-H Bond Activation Reactions:
4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)CHLOROBENZENE is also utilized in the ligand-enabled C-H bond activation reaction, which occurs in the presence of a palladium catalyst. This reaction allows for the functionalization of C-H bonds, leading to the formation of new carbon-carbon or carbon-heteroatom bonds.
Used in the Synthesis of Biaryl Amides:
In the pharmaceutical industry, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)CHLOROBENZENE is used as a reactant to synthesize biaryl amides via Cu-catalyzed C-H bond coupling of aryl arylamides. This reaction is significant for the development of new pharmaceutical compounds with potential biological activities.
Check Digit Verification of cas no
The CAS Registry Mumber 195062-61-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,5,0,6 and 2 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 195062-61:
(8*1)+(7*9)+(6*5)+(5*0)+(4*6)+(3*2)+(2*6)+(1*1)=144
144 % 10 = 4
So 195062-61-4 is a valid CAS Registry Number.
InChI:InChI=1/C12H16BClO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,1-4H3
195062-61-4Relevant articles and documents
Electrochemical reduction of polyhalogenated aryl derivatives in the presence of pinacolborane: Electrosynthesis of functionalised arylboronic esters
Laza,Pintaric,Olivero,Dunach
, p. 4897 - 4901 (2005)
The electroreduction of several dihalogenated aryl compounds was carried out in the presence of pinacolborane as the electrophile for the synthesis of halogenated arylboronic ester derivatives. The nature and the relative position of the halogen substituents strongly influence the boration results. The electroreduction of a trihalogenated derivative was also examined. Reactions were carried out in THF in a single-compartment cell in the presence of a Mg anode.
COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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Paragraph 0088; 0090-0091; 0114; 0117, (2022/03/02)
Provided is a novel compound capable of improving the luminous efficiency and stability of a device, an organic electronic element using the same, and an electronic device thereof.
Palladium-Catalyzed Chemoselective Borylation of (Poly)halogenated Aryl Triflates and Their Application in Consecutive Reactions
Chen, Zicong,Ng, Shan Shan,So, Chau Ming,Yuen, On Ying
, (2022/03/15)
This study reports the palladium-catalyzed chemoselective borylation of (poly)halogenated aryl triflates with a reactivity order of C?Cl>C?OTf. A catalyst system comprising Pd(OAc)2 and SelectPhos (L1) enables a reaction with high reactivity and chemoselectivity. The consecutively chemoselective borylation reaction followed by the chemoselective intermolecular Suzuki-Miyaura reaction can be performed using a one-pot two-step approach to synthesize unsymmetrical biaryl compounds containing the triflate moiety. The reaction can be scaled up to the gram scale without diminishing the yield and chemoselectivity. (Figure presented.).
