2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene, CAS No. 190788-59-1

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190788-59-1

Catalog No. EBD2048938

CAS 190788-59-1

Name 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene

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Basic Information

Synonyms: 2-nitrobenzeneboronicacidpinacolester 2-nitrophenylboronicacid,pinacolester 2-nitrobenzeneboronicacidpinacolcyclicester 2-(2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2-nitrophenylboronicacidpinacolcyclicester 2-nitrobenzeneboronicacidpinacolester,98+% (2-Nitrophenyl)boronicacid,pinacolester 4,4,5,5-tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane 2-Nitrophenylboronicacidpinacolester (o-nitrophenyl)boron(pin) 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene

Molecular Formula: C12H16BNO4

Molecular Weight: 249.07

MDL Number: MFCD00161358

Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds

Product Description:

2-Nitrophenylboronic acid pinacol ester is an organoboron compound featuring a boronic ester functional group protected by pinacol. It is structurally characterized by a benzene ring substituted with a nitro group at the ortho position and the pinacol boronate ester group. This compound is a stable, crystalline solid that serves as a versatile synthetic intermediate. Its primary application is in organic synthesis, particularly in transition-metal-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling. The boronic ester group acts as a key coupling partner with aryl or vinyl halides (e.g., bromides, iodides) to form new carbon-carbon bonds, constructing biaryl or styrene derivatives. The ortho-nitro substituent can be further transformed into other functional groups like amines, making this reagent a valuable building block for pharmaceuticals, agrochemicals, and material science research. It is a common reagent for introducing the 2-nitrophenyl moiety into more complex molecular architectures. Handling requires standard laboratory precautions for organic compounds. It should be stored in a cool, dry place, protected from moisture to prevent hydrolysis of the boronic ester.

Physical Properties

Melting Point: 42-44°C

Boiling Point: 358.2 °C at 760 mmHg

Flash Point: 170.4 °C

Density: 1.14 g/cm3