Description
4,4,5,5-Tetramethyl-2-(thiophen-3-yl)-1,3,2-dioxaborolane (CAS No. 214360-70-0) is a high-purity boronic ester derivative with the molecular formula C10H15BO2S. This compound features a thiophene moiety coupled to a dioxaborolane ring, making it a valuable intermediate in organic synthesis and cross-coupling reactions. Its rigid, sterically hindered structure enhances stability, ensuring reliable performance in Suzuki-Miyaura and other palladium-catalyzed transformations. Ideal for researchers in pharmaceuticals, agrochemicals, and materials science, this reagent is supplied as a crystalline solid with ≥95% purity (GC). Store under inert conditions to maintain reactivity and shelf life. Available in scalable quantities with comprehensive analytical data (NMR, HPLC, MS) for quality assurance.
Properties
- CAS Number: 214360-70-0
- Complexity: 214
- IUPAC Name: 4,4,5,5-tetramethyl-2-(3-thienyl)-1,3,2-dioxaborolane
- InChI: InChI=1S/C10H15BO2S/c1-9(2)10(3,4)13-11(12-9)8-5-6-14-7-8/h5-7H,1-4H3
- InChI Key: HQXQOBAEDQBINI-UHFFFAOYSA-N
- Exact Mass: 210.0885811
- Molecular Formula: C10H15BO2S
- Molecular Weight: 210.11
- SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CSC=C2
- Topological: 46.7
- Monoisotopic Mass: 210.0885811
- Synonyms: 214360-70-0, 4,4,5,5-tetramethyl-2-(thiophen-3-yl)-1,3,2-dioxaborolane, DTXSID10375251, DTXCID30326280, 674-923-8, thiophene-3-boronic acid pinacol ester, 4,4,5,5-Tetramethyl-2-(3-thienyl)-1,3,2-dioxaborolane, thiophene-3-boronic acid, pinacol ester, 4,4,5,5-tetramethyl-2-thiophen-3-yl-1,3,2-dioxaborolane, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene, 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(3-thienyl)-, MFCD05663893, 3-Thiopheneboronic acid pinacol ester, 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-thiophene, SCHEMBL1033417, HQXQOBAEDQBINI-UHFFFAOYSA-N, AKOS015950768, AB22039, AS-2654, SY122156, DB-010617, CS-0043239, EN300-262828, THIOPHEN-3-YLBORONIC ACID PINACOL ESTER, Z1269204423, 4,4,5,5-tetramethyl-2-thiophen-3-yl-[1,3,2]dioxaborolane
Application
4,4,5,5-Tetramethyl-2-(thiophen-3-yl)-1,3,2-dioxaborolane is widely used as a key building block in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl compounds for drug discovery. Its thiophene-boronate structure facilitates the introduction of sulfur-containing heterocycles into complex molecules, enhancing electronic properties in organic semiconductors. This reagent is also employed in the development of conjugated polymers and advanced materials for optoelectronic applications.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
- H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
- H335 (66.7%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (66.7%)
- Eye Irrit. 2A (66.7%)
- Acute Tox. 4 (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.


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