68716-47-2

Basic information

• Product Name: 2,4-Dichlorophenylboronic acid
• Synonyms: Dichlorophenylboronic aci;RARECHEM AH PB 0087;2,4-DICHLOROBENZENEBORONIC ACID;2,4-DICHLOROPHENYLBORNIC ACID;2,4-DICHLOROPHENYLBORONIC ACID;AKOS BRN-0144;2,4-Dicholorophenylboronic acid;2,4-Dichlorobenzeneboronicacid,98%
• CAS NO: 68716-47-2
• Molecular Formula: C₆H₅BCl₂O₂
• Molecular Weight: 190.82
• Product Categories: Fluorin-contained phenyl boronic acid series;blocks;BoronicAcids;Boronic Acid series;Boronic acids;Boronic Acid;Aryl;Organoborons;B (Classes of Boron Compounds);Aryl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Disubstituted Aryl Boronic Acids;Organometallic Reagents
• Mol File: 68716-47-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 246-249 °C(lit.)
• Boiling Point: 331.3 °C at 760 mmHg
• Flash Point: 154.2 °C
• Appearance: White to off-white/Powder
• Density: 1.47 g/cm³
• Vapor Pressure: 6.27E-05mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 8.10±0.58(Predicted)
• BRN: 4983878
• CAS DataBase Reference: 2,4-Dichlorophenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichlorophenylboronic acid(68716-47-2)
• EPA Substance Registry System: 2,4-Dichlorophenylboronic acid(68716-47-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 68716-47-2(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white powder

Uses

Different sources of media describe the Uses of 68716-47-2 differently. You can refer to the following data:
1. 2,4-Dichlorophenylboronic acid is used as reactant involved in: ? Suzuki coupling reactions with alkynyl bromides or aniline / thiophenol ? Selective hydroxylation to phenols4Reactant involved in synthesis of biologically active molecules including: ? N-hydroxyindole-2-carboxylates for use as lactate dehydrogenase inhibitors ? Non-ATP competitive MK2 inhibitors
2. suzuki reaction
3. Reactant involved in:Suzuki coupling reactions with alkynyl bromides or aniline / thiophenol Selective hydroxylation to phenolsReactant involved in synthesis of biologically active molecules including:N-hydroxyindole-2-carboxylates for use as lactate dehydrogenase inhibitorsNon-ATP competitive MK2 inhibitors

InChI:InChI=1/C6H5BCl2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H

Downstream Products

• 138647-54-8 4-(2,4-Dichloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 1435-48-9 1,3-dichloro-4-fluorobenzene 
• 93-89-0 benzoic acid ethyl ester 
• 541-73-1 1,3-Dichlorobenzene 
• 195457-72-8 2',4'-dichloro-4-biphenylcarboxylic acid 
• 57455-06-8 3-iodobenzylalcohol 
• 33284-50-3 PCB 7 
• 19811-05-3 2,4-dichlorobenzophenone 
• 36315-02-3 4-methoxy-6-phenylpyrimidin-2-ylamine 
• 74298-93-4 2',3,4',5-tetrachloro-4-methoxybiphenyl 
• 849681-26-1 7-(2,4-dichloro-phenyl)-3-(1-ethyl-propyl)-3H-oxazolo[4,5-b]pyridin-2-one 
• 179106-77-5 (Z)-2-(2,4-dichlorophenyl)-3-(1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindol-3-yl)-propenoic acid, t-butyl ester 

Relevant 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

(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.