Cas no 2246842-34-0 (2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-4-(Difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a high-purity boronic ester derivative widely used in Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane framework ensures excellent shelf life and handling properties, while the difluoromethyl-thiophene moiety enhances reactivity in palladium-catalyzed transformations. This compound is particularly valuable in pharmaceutical and agrochemical synthesis, where selective C-C bond formation is critical. The tetramethyl substitution on the borolane ring improves solubility in common organic solvents, facilitating reaction optimization. Its well-defined structure and consistent performance make it a reliable intermediate for constructing complex heterocyclic systems. Suitable for use under inert conditions, it offers precise control in advanced synthetic applications.
2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane structure
2246842-34-0 structure
Product Name:2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No:2246842-34-0
MF:C11H15BF2O2S
MW:260.108409166336
CID:5465888
PubChem ID:165605072
Update Time:2025-06-15

2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical and Physical Properties

Names and Identifiers

    • Z2754945120
    • 2-[4-(difluoromethyl)thiophen-3-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • Inchi: 1S/C11H15BF2O2S/c1-10(2)11(3,4)16-12(15-10)8-6-17-5-7(8)9(13)14/h5-6,9H,1-4H3
    • InChI Key: WRICMQXZLDWWLK-UHFFFAOYSA-N
    • SMILES: S1C=C(C(F)F)C(B2OC(C)(C)C(C)(C)O2)=C1

Computed Properties

  • Exact Mass: 260.0853874 g/mol
  • Monoisotopic Mass: 260.0853874 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 283
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Molecular Weight: 260.11
  • Topological Polar Surface Area: 46.7

2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Pricemore >>

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Additional information on 2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Comprehensive Introduction to 2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 2246842-34-0)

The compound 2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 2246842-34-0) is a highly specialized boron-containing intermediate widely used in organic synthesis and pharmaceutical research. Its unique structure, featuring a thiophene ring and a dioxaborolane moiety, makes it a valuable building block for Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern drug discovery and material science.

In recent years, the demand for boronic acid derivatives like this compound has surged due to their pivotal role in developing targeted therapies and bioconjugation techniques. Researchers are particularly interested in its difluoromethyl group, which enhances metabolic stability and bioavailability—a hot topic in medicinal chemistry forums and AI-driven drug design platforms. The CAS No. 2246842-34-0 is frequently searched alongside terms like "boron reagents for drug development" and "thiophene-based catalysts," reflecting its niche applications.

From a synthetic chemistry perspective, this compound’s tetramethyl-dioxaborolane unit offers exceptional stability under ambient conditions, addressing a common challenge in air-sensitive boron reagents. Its compatibility with green chemistry protocols—another trending focus—makes it attractive for sustainable API manufacturing. Laboratories optimizing C-H activation or late-stage functionalization often prioritize such reagents to streamline workflows.

The thiophene scaffold in 2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane also aligns with the growing interest in heterocyclic compounds for optoelectronic materials. Searches for "thiophene boronic esters in OLEDs" or "fluorinated organic semiconductors" highlight its potential beyond pharmaceuticals. This dual applicability in life sciences and advanced materials underscores its versatility.

Quality control of CAS No. 2246842-34-0 typically involves HPLC and NMR spectroscopy, with purity thresholds exceeding 97% for most high-throughput screening applications. Suppliers emphasizing batch-to-batch consistency and regulatory compliance (e.g., REACH) dominate search rankings, as users increasingly prioritize reliable sourcing for preclinical studies.

In summary, 2-4-(difluoromethyl)thiophen-3-yl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane represents a critical tool at the intersection of cutting-edge chemistry and industrial innovation. Its design addresses key pain points in small-molecule synthesis while catering to emergent trends like fluorine chemistry and catalytic borylation—ensuring its relevance in both academic and commercial spheres.

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