Description

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (CAS No. 214360-76-6) is a high-purity boronic ester derivative with the molecular formula C₁₂H₁₇BO₃. This compound features a phenol group ortho-substituted with a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane moiety, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its stable boronate ester structure enhances reactivity in Suzuki-Miyaura cross-coupling reactions, enabling efficient C-C bond formation. Ideal for researchers and scientists, this product is rigorously tested for purity and consistency, ensuring reliable performance in synthetic applications. Available in various quantities, it is packaged under inert conditions to maintain stability and shelf life.

Properties

• CAS Number: 214360-76-6
• Complexity: 249
• IUPAC Name: 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• InChI: InChI=1S/C12H17BO3/c1-11(2)12(3,4)16-13(15-11)9-6-5-7-10(14)8-9/h5-8,14H,1-4H3
• InChI Key: MUKIFYQKIZOYKT-UHFFFAOYSA-N
• Exact Mass: 220.1270746
• Molecular Formula: C12H17BO3
• Molecular Weight: 220.07
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)O
• Topological: 38.7
• Monoisotopic Mass: 220.1270746
• Synonyms: 214360-76-6, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol, DTXSID10370403, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-phenol, DTXCID90321438, 627-498-8, 3-Hydroxyphenylboronic acid pinacol ester, 3-hydroxyphenylboronic acid, pinacol ester, MFCD02093755, Phenol, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenol, 2-(3-Hydroxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, (3-HYDROXYPHENYL)BORONIC ACID PINACOL ESTER, SCHEMBL177535, SCHEMBL16087354, 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol, S9439Y82RG, PIA36076, AKOS005254529, AS-2490, CS-W005864, HY-W005864, 3-hydroxybenzeneboronic acid pinacol ester, SY003748, 3-hydroxyphenyl-boronic acid pinacol ester, T1953, 3-Hydroxyphenylboronic acid pinacol ester, 97%, EN300-264438, Z1741960627

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds. It serves as a versatile building block in pharmaceutical research, particularly in the development of drug candidates and bioactive molecules. Additionally, this boronic ester is employed in materials science for the preparation of functionalized polymers and advanced organic frameworks. Its stability and reactivity make it a preferred choice for synthetic chemists working on complex molecular architectures.

Safety and Hazards

GHS Hazard Statements

• H315 (97.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.3%): 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 (97.7%)
• Eye Irrit. 2 (97.7%)
• STOT SE 3 (95.3%)

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