486422-04-2

Basic information

• Product Name: 4-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester
• Synonyms: N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulphonamide;4-(N,N-Dimethylsulphamoyl)benzeneboronic acid, pinacol ester 98%;N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulphonamide, 4-[(Dimethylamino)sulphonyl]benzeneboronic acid, pinacol ester;4-(N,N-Dimethylsulphamoyl)benzeneboronicacid,pinacolester96%;N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl);4-(N,N-Dimethylsulphamoyl)benzene-boronic acid, pinacol ester;4-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester
• CAS NO: 486422-04-2
• Molecular Formula: C₁₄H₂₂BNO₄S
• Molecular Weight: 311.2
• Product Categories: Aryl;Organoborons
• Mol File: 486422-04-2.mol

Chemical Properties

• Boiling Point: 415.2±47.0 °C(Predicted)
• Appearance: /
• Density: 1.18±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• PKA: -4.88±0.70(Predicted)
• Stability: Moisture Sensitive
• CAS DataBase Reference: 4-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester(486422-04-2)
• EPA Substance Registry System: 4-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester(486422-04-2)

Safety Data

• Hazardous Substances Data: 486422-04-2(Hazardous Substances Data)

Usage

Uses

Used in Synthetic Chemistry:
4-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester is used as a reagent in Suzuki coupling reactions, a widely recognized method for creating carbon-carbon bonds. Its boronic acid functionality allows it to act as a catalyst or reagent, facilitating the formation of these essential bonds in organic molecules.
Used in Palladium-Catalyzed Cross-Coupling Reactions:
In the realm of palladium-catalyzed cross-coupling reactions, 4-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester is employed for its boron atom's distinctive properties. These properties contribute to the efficiency and selectivity of the reactions, making it a preferred choice for chemists working on complex organic synthesis.
Used in Organic Solvent Systems:
The sulfonyl group present in 4-(N,N-Dimethylaminosulfonyl)phenylboronic acid pinacol ester enhances its solubility in organic solvents. This improved solubility is beneficial for increasing the efficiency of various organic reactions, as it allows for better interaction between the compound and other reactants in the reaction mixture.

Upstream product

• 707-60-8 4-bromo-N,N-dimethylbenzenesulfonamide 
• 73183-34-3 bis(pinacol)diborane 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 98-61-3 p-Iodobenzenesulfonyl chloride 

Downstream Products

• 1011732-17-4 C₃₄H₄₀FN₅O₃S 
• 648905-66-2 4-{6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-yl}-N,N-dimethylbenzenesulfonamide 
• 1029713-38-9 N,N-dimethyl-4-[3-(1-quinolin-6-ylcyclopropyl)imidazo[1,2-a]pyrimidin-6-yl]benzenesulfonamide 
• 1235871-96-1 C₂₀H₂₀N₂O₆S 
• 1354821-42-3 6-{4-[(dimethylamino)sulfonyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide 
• 1611472-85-5 8-(4-(N,N-dimethylsulfamoyl)phenyl)-1,6-naphthyridine-2-carboxamide 
• 1644527-12-7 C₈H₁₀⁽¹⁸⁾FNO₂S 
• 1235871-97-2 C₂₀H₂₂N₂O₄S 
• 1235871-98-3 C₂₉H₂₉BrN₂O₇S 
• 1235872-00-0 C₃₀H₃₀N₂O₇S 
• 1235871-99-4 C₃₀H₃₁BrN₂O₇S 
• 1235871-20-1 C₂F₃O₂^(1-)*C₃₀H₃₁N₂O₆S⁽¹⁺⁾ 
• 486422-59-7 {4-[(dimethylamino)sulfonyl]phenyl}boronic acid 

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