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Atomfair 2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene C16H26B2O4S CAS 175361-81-6

2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene (CAS No. 175361-81-6) is a high-purity boronic ester derivative featuring a thiophene core functionalized with two pinacol boronate groups. This compound, with the molecular formula C16H26B2O4S , is a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its IUPAC name is 4,4,5,5-tetramethyl-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]-1,3,2-dioxaborolane . The pinacol boronate groups enhance stability and reactivity, making it ideal for constructing complex heterocyclic frameworks. Suitable for researchers and industrial applications, this product is rigorously tested for purity and consistency, ensuring reliable performance in advanced chemical synthesis.

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Description

2,5-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene (CAS No. 175361-81-6) is a high-purity boronic ester derivative featuring a thiophene core functionalized with two pinacol boronate groups. This compound, with the molecular formula C16H26B2O4S, is a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its IUPAC name is 4,4,5,5-tetramethyl-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]-1,3,2-dioxaborolane. The pinacol boronate groups enhance stability and reactivity, making it ideal for constructing complex heterocyclic frameworks. Suitable for researchers and industrial applications, this product is rigorously tested for purity and consistency, ensuring reliable performance in advanced chemical synthesis.

Properties

  • CAS Number: 175361-81-6
  • Complexity: 407
  • IUPAC Name: 4,4,5,5-tetramethyl-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-thienyl]-1,3,2-dioxaborolane
  • InChI: InChI=1S/C16H26B2O4S/c1-13(2)14(3,4)20-17(19-13)11-9-10-12(23-11)18-21-15(5,6)16(7,8)22-18/h9-10H,1-8H3
  • InChI Key: AOJXAKMKFDBHHT-UHFFFAOYSA-N
  • Exact Mass: 336.1737908
  • Molecular Formula: C16H26B2O4S
  • Molecular Weight: 336.1
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(S2)B3OC(C(O3)(C)C)(C)C
  • Topological: 65.2
  • Monoisotopic Mass: 336.1737908
  • Synonyms: 2,5-BIS(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIOPHENE, 878-394-6, 175361-81-6, 2,5-Bis-thiopheneboronic acid pinacol ester, Thiophene-2,5-diboronic acid bis(pinacol) ester, 1,3,2-Dioxaborolane, 2,2′-(2,5-thiophenediyl)bis[4,4,5,5-tetramethyl-, MFCD09800563, 4,4,5,5-TETRAMETHYL-2-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)THIOPHEN-2-YL]-1,3,2-DIOXABOROLANE, C16H26B2O4S, SCHEMBL120211, DTXSID70630116, AKOS015893500, AS-18697, DA-43512, SY033918, B5871, CS-0091655, F10516, 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) thiophene, 2,2′-(Thiene-2,5-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Application

This compound is widely used in polymer chemistry and material science for synthesizing conjugated polymers with optoelectronic properties. It serves as a key intermediate in the preparation of organic semiconductors, OLEDs, and photovoltaic materials. Additionally, it is employed in pharmaceutical research for constructing bioactive thiophene-containing molecules.

Safety and Hazards

GHS Hazard Statements

  • H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

  • P273, and P501

Hazard Classes and Categories

  • Aquatic Chronic 4 (100%)

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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).

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

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