para-nitrobenzeneboronic acid pinacol ester, CAS No. 171364-83-3

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171364-83-3

Catalog No. EBD955789

CAS 171364-83-3

Name para-nitrobenzeneboronic acid pinacol ester

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Basic Information

Synonyms: (4-Nitrophenyl)boronicacid,pinacolester 4,4,5,5-tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane 4-NitrophenylboronicAcidPinacolEster 4-nitrobenzeneboronicacid,pinacolester -nitrophenylboronicacidpinacolester 1,3,2-dioxaborolane,4,4,5,5-tetramethyl-2-(4-nitrophenyl)- para-nitrobenzeneboronicacidpinacolester 4-nitrophenylboronatepinacolester pinacol(4-nitrophenyl)boronate 4,4,5,5-tetramethyl-2-(4-nitro-phenyl)-[1,3,2]dioxaborolane 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene 4,4,5,5-tetramethyl-2-(4-nitrophenyl)-[1,3,2]dioxaborolane

Molecular Formula: C12H16BNO4

Molecular Weight: 249.07

MDL Number: MFCD02179437

Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Synthetic Chemistry > Basic Synthetic Reagents > C-C Bond Formation Reagents

Product Description:

4-Nitrophenylboronic acid pinacol ester is an organoboron compound characterized by a nitrophenyl group attached to a boronic ester functional group. It is a stable, crystalline solid that serves as a protected form of 4-nitrophenylboronic acid, offering improved handling and storage properties compared to the free boronic acid. This compound is a versatile building block in synthetic organic chemistry, primarily utilized in Suzuki-Miyaura cross-coupling reactions. The boronic ester moiety acts as a key coupling partner with aryl or vinyl halides in the presence of a palladium catalyst to form biaryl or styrene derivatives. The electron-withdrawing nitro group on the phenyl ring makes it a valuable precursor for synthesizing more complex nitro-substituted aromatic compounds, which are intermediates in the production of pharmaceuticals, agrochemicals, and functional materials like dyes and liquid crystals. As a stable and commercially available reagent, it is widely used in research and development for constructing carbon-carbon bonds. Standard safety precautions for handling organic compounds should be observed.

Physical Properties

Melting Point: 112-116 °C(lit.)

Boiling Point: 357.544 °C at 760 mmHg

Flash Point: 170.037 °C

Density: 1.148 g/cm3

Storage: Store Cold