Atomfair 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 4-Cyanophenylboronic acid pinacol ester C13H16BNO2 CAS 171364-82-2

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (CAS No. 171364-82-2) is a high-purity boronic ester derivative, widely utilized as a versatile intermediate in organic synthesis and pharmaceutical research. This compound, with the molecular formula C₁₃H₁₆BNO₂, features a benzonitrile group tethered to a pinacol boronate ester, offering excellent stability and reactivity for Suzuki-Miyaura cross-coupling reactions. Its crystalline solid form and well-defined structure make it ideal for precise stoichiometric applications. Suitable for use in anhydrous conditions, this reagent is rigorously tested for quality, ensuring optimal performance in catalysis, material science, and medicinal chemistry. Packaged under inert gas to maintain integrity, it is a must-have for researchers seeking reliable boron-based building blocks.

Properties

• CAS Number: 171364-82-2
• Complexity: 321
• IUPAC Name: 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
• InChI: InChI=1S/C13H16BNO2/c1-12(2)13(3,4)17-14(16-12)11-7-5-10(9-15)6-8-11/h5-8H,1-4H3
• InChI Key: HOPDTPGXBZCBNP-UHFFFAOYSA-N
• Exact Mass: 229.1274089
• Molecular Formula: C13H16BNO2
• Molecular Weight: 229.08
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)C#N
• Topological: 42.3
• Monoisotopic Mass: 229.1274089
• Synonyms: 171364-82-2, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, DTXSID30370405, DTXCID60321440, 4-Cyanophenylboronic acid pinacol ester, 4-cyanophenylboronic acid, pinacol ester, 4-cyanobenzeneboronic acid, pinacol ester, MFCD03093897, 4-(Cyanophenyl)boronic Acid Pinacol Ester, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile, 1,1,2,2-Tetramethyldimethylene (4-cyanophenyl)boronate;, HOPDTPGXBZCBNP-UHFFFAOYSA-N, Pinacolborane Impurity 2, Benzonitrile, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, (4-CYANOPHENYL)BORONIC ACID PINACOL ESTER, SCHEMBL476909, 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, 2-(4-CYANOPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE, AKOS015950729, AB13287, AS-2265, SY024024, DB-043864, CS-0030567, T3350, 4-Cyanophenylboronic acid pinacol ester, 97%, EN300-1706218, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-benzonitrile

Application

This compound is primarily employed in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl derivatives, a key step in pharmaceutical and agrochemical development. Its stability under aerobic conditions makes it advantageous for complex multi-step syntheses. Researchers also utilize it in the preparation of fluorescent markers and polymer precursors due to its reactive boronate moiety.

Safety and Hazards

GHS Hazard Statements

• H302 (14.9%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (14.9%)
• Skin Irrit. 2 (97.9%)
• Eye Irrit. 2 (97.9%)
• STOT SE 3 (95.7%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.