5122-99-6

Basic information

• Product Name: 4-Iodophenylboronic acid
• Synonyms: 4-IODOBENZENEBORONIC ACID;4-IODOPHENYLBORONIC ACID;RARECHEM AH PB 0035;P-IODOPHENYLBORONIC ACID;4-Iodophenylboronic acid,97%;p-Iodophenylboromc Acid;4-Iodophenylboronic acid ,98%;4-Iodophenylboronic
• CAS NO: 5122-99-6
• Molecular Formula: C₆H₆BIO₂
• Molecular Weight: 247.83
• Product Categories: Boronic acid;Aryl;Boronic Acids;Boronic Acids and Derivatives;Boronic Acids
• Mol File: 5122-99-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 326-330 °C(lit.)
• Boiling Point: 333.1 °C at 760 mmHg
• Flash Point: 155.3 °C
• Appearance: Light beige/Powder
• Density: 1.95 g/cm³
• Vapor Pressure: 5.53E-05mmHg at 25°C
• Refractive Index: 1.649
• Storage Temp.: 0-6°C
• Solubility: soluble in Methanol
• PKA: 8.29±0.10(Predicted)
• Water Solubility: 25 g/L
• Sensitive: Light Sensitive
• CAS DataBase Reference: 4-Iodophenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Iodophenylboronic acid(5122-99-6)
• EPA Substance Registry System: 4-Iodophenylboronic acid(5122-99-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5122-99-6(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Different sources of media describe the Uses of 5122-99-6 differently. You can refer to the following data:
1. suzuki reaction
2. Reagent used forCopper-mediated ligandless aerobic fluoroalkylation Palladium-catalyzed aerobic oxidative cross-coupling reactions Recyclable magnetic-nanoparticle-supported palladium catalyst for the Suzuki coupling reactions Oxidative hydroxylation using a copper (Cu) catalyst Ligand-free palladium-catalyzed Suzuki-Miyaura cross-coupling Homocoupling using gold salts as a catalyst Ruthenium (Ru)-catalyzed cross-coupling CuI-catalyzed Suzuki coupling reactions Palladium-catalyzed domino Heck-Mizoroki/Suzuki-Miyaura reactions Manganese triacetate-mediated radical additions of arylboronic acids to alkenes Reagent used in Preparation of Pleuromutilin derivatives for ribosomal binding and antibacterial activity via "Click Chemistry" Liquid crystalline polyacetylene derivatives

InChI:InChI=1/C6H6BIO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

Upstream product

• 624-38-4 para-diiodobenzene 
• 121-43-7 Trimethyl borate 
• 688-74-4 boric acid tributyl ester 
• 540-37-4 p-aminoiodobenzene 
• 13675-18-8 tetrahydroxydiboron 
• 1514-50-7 4-iodobenzenediazonium tetrafluoroborate 
• 589-87-7 1,4-bromoiodobenzene 
• 1338250-05-7 dimethyl 4-iodophenylboronate 

Downstream Products

• 5572-94-1 5,5-dimethyl-2-(4-iodophenyl)-1,3,2-dioxaborinane 
• 398-23-2 4,4'-difluorobiphenyl 
• 917081-91-5 tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate 
• 1034926-45-8 (4-iodophenyl)(phenyl)iodonium tetrafluoroborate 
• 7519-90-6 tris(4-iodo phenyl)boroxine 
• 1095476-88-2 3-(4-styrylphenyl)cyclohex-2-enone 
• 1095476-65-5 3-(4-iodophenyl)cyclohex-2-enone 
• 1095476-74-6 3-(4'-methoxybiphenyl-4-yl)cyclohex-2-enone 
• 1095476-78-0 3-(4'-dimethylaminobiphenyl-4-yl)cyclohex-2-enone 
• 1095476-80-4 3-(4'-nitrobiphenyl-4-yl)cyclohex-2-enone 
• 1095476-84-8 4'-(3-oxocyclohex-1-enyl)biphenyl-4-carbonitrile 

Relevant articles and documents

Synthesis of Rigid Rod, Trigonal, and Tetrahedral Nucleobase-Terminated Molecules

An efficient fragment splicing method for the construction of multiple nucleobase-terminated monomers has been developed. Conformationally fixed rod, trigonal planar and tetrahedral thymine and adenine structures were generated in moderate to good yields,

An easy route to (hetero)arylboronic acids

An unprecedented spontaneous reactivity between diazonium salts and diboronic acid has been unveiled, leading to a versatile arylboronic acid synthesis directly from (hetero)arylamines. This fast reaction (35 min overall) tolerates a wide range of functional groups and is carried out under very mild conditions. The radical nature of the reaction mechanism has been investigated.

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.