Description

2-(4-Biphenylyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 144432-80-4) is a high-purity boronic ester compound widely used in organic synthesis, pharmaceutical research, and material science. This product features a biphenyl backbone coupled with a pinacol boronate ester group, making it an essential intermediate for Suzuki-Miyaura cross-coupling reactions. With a molecular formula of C₁₈H₂₁BO₂, it offers excellent stability and reactivity under controlled conditions. Ideal for researchers and industrial applications, it is supplied in rigorously tested batches to ensure consistency and performance. Store in a cool, dry place under inert atmosphere to maintain integrity.

Properties

• CAS Number: 144432-80-4
• Complexity: 336
• IUPAC Name: 4,4,5,5-tetramethyl-2-(4-phenylphenyl)-1,3,2-dioxaborolane
• InChI: InChI=1S/C18H21BO2/c1-17(2)18(3,4)21-19(20-17)16-12-10-15(11-13-16)14-8-6-5-7-9-14/h5-13H,1-4H3
• InChI Key: REDKQKNJWVIPIO-UHFFFAOYSA-N
• Exact Mass: 280.1634601
• Molecular Formula: C18H21BO2
• Molecular Weight: 280.2
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)C3=CC=CC=C3
• Topological: 18.5
• Monoisotopic Mass: 280.1634601
• Synonyms: 4-Biphenylboronic acid pinacol ester, 2-(4-Biphenylyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 107-174-8, 671-857-1, 144432-80-4, 2-([1,1′-Biphenyl]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4-BIPHENYLBORONIC ACID, PINACOL ESTER, 4,4,5,5-tetramethyl-2-(4-phenylphenyl)-1,3,2-dioxaborolane, 1,3,2-DIOXABOROLANE, 2-[1,1′-BIPHENYL]-4-YL-4,4,5,5-TETRAMETHYL-, CHEMBL1952307, MFCD07368291, Biphenyl-4-boronic acid pinacol ester, 4-Methylphentlboronic acid pinacol ester, 4-BIPHENYLBORONIC ACID,PINACOL ESTER, REDKQKNJWVIPIO-UHFFFAOYSA-N, SCHEMBL476870, Pinacol(4-Phenylphenyl)Boronate, 4-Biphenylboronicacidpinacolester, DTXSID60475311, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl, BDBM50364295, AKOS015951042, AB32014, CS-W000872, AS-18691, SY037936, B3019, 4-Biphenylboronic acid pinacol ester, AldrichCPR, EN300-1425720, [1,1′-BIPHENYL]-4-YLBORONIC ACID PINACOL ESTER, Z1336745159

This compound is primarily utilized as a key reagent in palladium-catalyzed cross-coupling reactions, enabling the synthesis of biaryl structures prevalent in pharmaceuticals and advanced materials. It serves as a versatile building block for constructing complex organic molecules, including drug candidates and OLED materials. Researchers also employ it in polymer chemistry and ligand design due to its robust reactivity and compatibility with diverse reaction conditions.

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 (66.7%): 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 (66.7%)

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