68716-47-2 Usage
Description
2,4-Dichlorophenylboronic acid is an organic compound that features a boron atom bonded to a 2,4-dichlorophenyl group. It is a versatile building block in organic synthesis and has a wide range of applications in chemical reactions and the production of biologically active molecules.
Uses
Used in Pharmaceutical Industry:
2,4-Dichlorophenylboronic acid is used as a reactant in Suzuki coupling reactions with alkynyl bromides or aniline/thiophenol for the synthesis of biologically active molecules. It is also used as a reactant in selective hydroxylation to phenols.
Used in Organic Synthesis:
2,4-Dichlorophenylboronic acid is used as a reactant involved in the synthesis of biologically active molecules, including N-hydroxyindole-2-carboxylates for use as lactate dehydrogenase inhibitors and non-ATP competitive MK2 inhibitors.
Used in Suzuki Reaction:
2,4-Dichlorophenylboronic acid is used as a reactant in the Suzuki reaction, a widely used cross-coupling reaction in organic chemistry for the formation of carbon-carbon bonds.
Check Digit Verification of cas no
The CAS Registry Mumber 68716-47-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,8,7,1 and 6 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 68716-47:
(7*6)+(6*8)+(5*7)+(4*1)+(3*6)+(2*4)+(1*7)=162
162 % 10 = 2
So 68716-47-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H5BCl2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H
68716-47-2Relevant articles and documents
Substituent effects on aryltrifluoroborate solvolysis in water: Implications for Suzuki-Miyaura coupling and the design of stable 18F-labeled aryltrifluoroborates for use in PET imaging
Ting, Richard,Harwig, Curtis W.,Lo, Justin,Li, Ying,Adam, Michael J.,Ruth, Thomas J.,Petrin, David M.
, p. 4662 - 4670 (2008/09/20)
(Chemical Equation Presented) Whereas electron withdrawing substituents retard the rate of aryltrifluoroborate solvolysis, electron-donating groups enhance it. Herein is presented a Hammett analysis of the solvolytic lability of aryltrifluoroborates where log(Ksolv) values correlate to a values with a ρ value of approximately -1. This work provides a predictable rubric for tuning the reactivity of boron for several uses including 18F-labeled PET reagents and has mechanistic implications for ArBF3-enhanced ligandless metal-mediated cross coupling reactions with aryltrifluoroborates.
