Cas no 1799974-98-3 ([2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol)

[2-Chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol is a boronic ester derivative featuring a chlorophenyl backbone with a hydroxymethyl substituent and a tetramethyl dioxaborolane group. This compound serves as a versatile intermediate in Suzuki-Miyaura cross-coupling reactions due to its stable boronate ester moiety, which enhances handling and storage compared to free boronic acids. The hydroxymethyl group offers additional functionalization potential for further synthetic modifications. Its structural design ensures compatibility with a wide range of substrates, making it valuable in pharmaceutical and materials science research. The chlorine substituent provides a reactive site for selective transformations, while the tetramethyl dioxaborolane group improves solubility and stability under typical reaction conditions.
[2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol structure
1799974-98-3 structure
Product Name:[2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol
CAS No:1799974-98-3
MF:C13H18BClO3
MW:268.544223308563
MDL:MFCD18729958
CID:2155066
PubChem ID:75487013
Update Time:2025-07-02

[2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol Chemical and Physical Properties

Names and Identifiers

    • (2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol
    • [2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol
    • Benzenemethanol, 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • AKOS027460797
    • SY029354
    • ZWC97498
    • F20111
    • AB86645
    • EN300-1614324
    • CS-0136781
    • 1799974-98-3
    • (2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan- 2-yl)phenyl)methanol
    • 4-Chloro-3-(hydroxymethyl)phenylboronic Acid Pinacol Ester
    • [2-CHLORO-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]METHANOL
    • MFCD18729958
    • DB-234749
    • MDL: MFCD18729958
    • Inchi: 1S/C13H18BClO3/c1-12(2)13(3,4)18-14(17-12)10-5-6-11(15)9(7-10)8-16/h5-7,16H,8H2,1-4H3
    • InChI Key: PSSMJUJQLCKZAW-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(B2OC(C)(C)C(C)(C)O2)=CC=1CO

Computed Properties

  • Exact Mass: 268.1037523 g/mol
  • Monoisotopic Mass: 268.1037523 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 293
  • 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: 268.54
  • Topological Polar Surface Area: 38.7?2

[2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol Pricemore >>

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Additional information on [2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol

[2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol and CAS No. 1799974-98-3: A Comprehensive Overview

The compound with the CAS number 1799974-98-3 and the product name [2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol represents a significant advancement in the field of pharmaceutical chemistry. This compound has garnered considerable attention due to its unique structural properties and potential applications in drug development. The synthesis and characterization of this molecule have opened new avenues for researchers exploring novel therapeutic agents.

In recent years, the demand for innovative pharmaceutical intermediates has surged, driven by the need for more effective and targeted treatments. The compound in question is a prime example of how sophisticated molecular design can lead to breakthroughs in medicinal chemistry. Its structure incorporates a borylated phenyl ring, which is a key feature that enhances its reactivity and utility in various synthetic pathways.

The tetramethyl-1,3,2-dioxaborolan-2-yl moiety in the molecule is particularly noteworthy. This group not only contributes to the overall stability of the compound but also facilitates its participation in cross-coupling reactions, which are fundamental to modern organic synthesis. These reactions are widely used in the preparation of complex molecules, including many pharmaceuticals. The presence of this borylated group makes the compound an invaluable tool for chemists working on the synthesis of biologically active compounds.

One of the most exciting applications of this compound is in the field of drug discovery. The phenyl ring, with its electron-rich nature, can interact with a variety of biological targets. This property makes it an excellent scaffold for designing molecules that can modulate biological processes. Recent studies have shown that derivatives of this compound exhibit promising activity against various diseases, including cancer and inflammatory disorders.

The synthesis of [2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol involves a multi-step process that requires precise control over reaction conditions. The borylation step is particularly critical and must be performed under inert conditions to prevent any unwanted side reactions. Advances in synthetic methodologies have made it possible to achieve high yields and purity levels, which are essential for pharmaceutical applications.

Another important aspect of this compound is its role as a building block for more complex molecules. Chemists often use such intermediates to construct larger structures with specific functionalities. The chlorine substituent on the phenyl ring provides a handle for further modifications, allowing researchers to tailor the properties of the final product to meet specific requirements.

In conclusion, the compound with CAS number 1799974-98-3 and the product name [2-chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol is a versatile and powerful tool in pharmaceutical chemistry. Its unique structure and reactivity make it an excellent candidate for further development into novel therapeutic agents. As research in this area continues to progress, we can expect to see more applications of this compound in drug discovery and development.

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