Atomfair 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene 3-Nitrophenylboronic acid pinacol ester C12H16BNO4 CAS 68716-48-3

Description

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene (CAS No. 68716-48-3) is a high-purity boronic ester derivative with the molecular formula C₁₂H₁₆BNO₄. This compound, also known as 3-Nitrophenylboronic acid pinacol ester, is a versatile intermediate in organic synthesis and pharmaceutical research. Its IUPAC name is 4,4,5,5-tetramethyl-2-(3-nitrophenyl)-1,3,2-dioxaborolane. The presence of the nitro group and the pinacol boronate moiety makes it a valuable reagent for Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex molecular architectures. This product is rigorously tested for quality, ensuring optimal performance in synthetic applications. Suitable for use in research laboratories and industrial settings, it is supplied in a stable, crystalline form with detailed analytical data (including NMR, HPLC, and MS) for verification.

Properties

• CAS Number: 68716-48-3
• Complexity: 323
• IUPAC Name: 4,4,5,5-tetramethyl-2-(3-nitrophenyl)-1,3,2-dioxaborolane
• InChI: InChI=1S/C12H16BNO4/c1-11(2)12(3,4)18-13(17-11)9-6-5-7-10(8-9)14(15)16/h5-8H,1-4H3
• InChI Key: JWEAFTZTLIGAQU-UHFFFAOYSA-N
• Exact Mass: 249.1172382
• Molecular Formula: C12H16BNO4
• Molecular Weight: 249.07
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)[N+](=O)[O-]
• Topological: 64.3
• Monoisotopic Mass: 249.1172382
• Synonyms: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene, 624-690-3, 68716-48-3, 3-Nitrophenylboronic acid pinacol ester, 4,4,5,5-tetramethyl-2-(3-nitrophenyl)-1,3,2-dioxaborolane, 3-nitrophenylboronic acid, pinacol ester, MFCD05663879, (3-NITROPHENYL)BORONIC ACID PINACOL ESTER, SCHEMBL103381, DTXSID00460569, JWEAFTZTLIGAQU-UHFFFAOYSA-N, 1,3,2-DIOXABOROLANE, 4,4,5,5-TETRAMETHYL-2-(3-NITROPHENYL)-, AKOS015951145, AB22006, AS-2751, CS-W010221, SY059195, tetra-methylethylene 3-nitrobenzeneboronate, DB-016021, 3-Nitrophenylboronic acid pinacol ester, 97%, EN300-1706258

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene is widely used as a key building block in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds. Its nitro-functionalized aromatic ring enhances reactivity in palladium-catalyzed transformations, making it ideal for pharmaceutical and materials science research. This reagent is also employed in the preparation of advanced intermediates for agrochemicals and functionalized polymers. Its stability and compatibility with diverse reaction conditions make it a preferred choice for synthetic chemists.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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