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Atomfair 4,4,5,5-Tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane C10H15BO2S CAS 193978-23-3

4,4,5,5-Tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane (CAS No. 193978-23-3) is a high-purity boronic ester derivative with the molecular formula C10H15BO2S. This compound features a thiophene-substituted dioxaborolane structure, making it a valuable intermediate in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its robust stability and reactivity under mild conditions make it ideal for constructing complex heterocyclic frameworks. The product is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring consistent performance in research and industrial applications. Proper storage under inert conditions (argon or nitrogen) is recommended to maintain its integrity.

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Description

4,4,5,5-Tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane (CAS No. 193978-23-3) is a high-purity boronic ester derivative with the molecular formula C10H15BO2S. This compound features a thiophene-substituted dioxaborolane structure, making it a valuable intermediate in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its robust stability and reactivity under mild conditions make it ideal for constructing complex heterocyclic frameworks. The product is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring consistent performance in research and industrial applications. Proper storage under inert conditions (argon or nitrogen) is recommended to maintain its integrity.

Properties

  • CAS Number: 193978-23-3
  • Complexity: 214
  • IUPAC Name: 4,4,5,5-tetramethyl-2-(2-thienyl)-1,3,2-dioxaborolane
  • InChI: InChI=1S/C10H15BO2S/c1-9(2)10(3,4)13-11(12-9)8-6-5-7-14-8/h5-7H,1-4H3
  • InChI Key: FFZHICFAHSDFKZ-UHFFFAOYSA-N
  • Exact Mass: 210.0885811
  • Molecular Formula: C10H15BO2S
  • Molecular Weight: 210.11
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CS2
  • Topological: 46.7
  • Monoisotopic Mass: 210.0885811
  • Synonyms: 193978-23-3, 4,4,5,5-tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane, DTXSID40443735, DTXCID40394556, 674-696-5, 2-thiopheneboronic acid pinacol ester, Thiophene-2-boronic acid pinacol ester, 4,4,5,5-Tetramethyl-2-(2-thienyl)-1,3,2-dioxaborolane, 2-(Thiopheneboronic acid)pinacol ester, 4,4,5,5-tetramethyl-2-thiophen-2-yl-1,3,2-dioxaborolane, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene, MFCD05663878, thiophene-2-boronic acid, pinacol ester, 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(2-thienyl)-, SCHEMBL121468, SCHEMBL28376766, FFZHICFAHSDFKZ-UHFFFAOYSA-N, 4,4,5,5-Tetramethyl-2-(thien-2-yl)-1,3,2-dioxaborolane, AKOS015920426, 2-Thiopheneboronic acid, pinacol ester, AS-2556, CS-W000892, NCGC00663116-01, SY003144, DB-010487, T2924, EN300-262722, THIOPHEN-2-YLBORONIC ACID PINACOL ESTER, doi:10.14272/FFZHICFAHSDFKZ-UHFFFAOYSA-N.1, doi:10.14272/FFZHICFAHSDFKZ-UHFFFAOYSA-N.3, Thiophene-2-boronic acid pinacol ester, 98% (GC), Z1269127341, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene, AldrichCPR

Application

4,4,5,5-Tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane is widely used as a key reagent in palladium-catalyzed cross-coupling reactions to synthesize thiophene-containing pharmaceuticals and organic electronic materials. Its stability and compatibility with diverse reaction conditions make it a preferred choice for constructing conjugated polymers in OLED and photovoltaic research. Researchers also employ it in medicinal chemistry to develop novel heterocyclic compounds with potential biological activity.

Safety and Hazards

GHS Hazard Statements

  • H302 (60%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H312 (60%): Harmful in contact with skin [Warning Acute toxicity, dermal]
  • H315 (80%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (80%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H332 (60%): Harmful if inhaled [Warning Acute toxicity, inhalation]
  • H335 (80%): 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 (60%)
  • Acute Tox. 4 (60%)
  • Skin Irrit. 2 (80%)
  • Eye Irrit. 2 (80%)
  • Acute Tox. 4 (60%)
  • STOT SE 3 (80%)

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

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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