Cas no 1218791-09-3 (4-Fluoro-3-nitrophenylboronic acid, pinacol ester)

4-Fluoro-3-nitrophenylboronic acid pinacol ester is a boronic ester derivative commonly used in Suzuki-Miyaura cross-coupling reactions. Its pinacol ester group enhances stability, improving handling and storage compared to the free boronic acid form. The electron-withdrawing fluoro and nitro substituents on the phenyl ring influence reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. This compound exhibits good solubility in organic solvents, facilitating its use in homogeneous reaction conditions. Its crystalline solid form allows for precise weighing and consistent performance in synthetic applications. The product is particularly useful in constructing complex biaryl structures due to its controlled reactivity profile.
4-Fluoro-3-nitrophenylboronic acid, pinacol ester structure
1218791-09-3 structure
Product Name:4-Fluoro-3-nitrophenylboronic acid, pinacol ester
CAS No:1218791-09-3
MF:C12H15BFNO4
MW:267.061207056046
MDL:MFCD12546515
CID:841978
PubChem ID:45933715
Update Time:2025-06-14

4-Fluoro-3-nitrophenylboronic acid, pinacol ester Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Fluoro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 2-(4-Fluoro-3-nitro-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
    • 4-Fluoro-3-nitrophenylboronic acid, pinacol ester
    • 2-(2-METHOXY-4-NITROPHENYL)ACETALDEHYDE
    • AS-42589
    • 4-Fluoro-3-nitrophenylboronic acid pinacol ester
    • 1,3,2-DIOXABOROLANE, 2-(4-FLUORO-3-NITROPHENYL)-4,4,5,5-TETRAMETHYL-
    • 1218791-09-3
    • 2-(4-Fluoro-3-nitrophenyl)4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • DTXCID50623647
    • MFCD12546515
    • J-505979
    • Z2044812273
    • DB-061989
    • CS-0174810
    • AKOS016011314
    • EN300-6494232
    • MB11988
    • SCHEMBL2489484
    • (4-FLUORO-3-NITROPHENYL)BORONIC ACID PINACOL ESTER
    • DTXSID10672898
    • QBMHYMHOXGOPAF-UHFFFAOYSA-N
    • MDL: MFCD12546515
    • Inchi: 1S/C12H15BFNO4/c1-11(2)12(3,4)19-13(18-11)8-5-6-9(14)10(7-8)15(16)17/h5-7H,1-4H3
    • InChI Key: QBMHYMHOXGOPAF-UHFFFAOYSA-N
    • SMILES: FC1C=CC(B2OC(C)(C)C(C)(C)O2)=CC=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 267.10800
  • Monoisotopic Mass: 267.1078163g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 355
  • 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
  • Topological Polar Surface Area: 64.3?2

Experimental Properties

  • PSA: 64.28000
  • LogP: 2.55630

4-Fluoro-3-nitrophenylboronic acid, pinacol ester Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

4-Fluoro-3-nitrophenylboronic acid, pinacol ester Pricemore >>

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4-Fluoro-3-nitrophenylboronic acid, pinacol ester Related Literature

Additional information on 4-Fluoro-3-nitrophenylboronic acid, pinacol ester

Comprehensive Overview of 4-Fluoro-3-nitrophenylboronic acid, pinacol ester (CAS No. 1218791-09-3)

4-Fluoro-3-nitrophenylboronic acid, pinacol ester is a specialized boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and material science. With the CAS number 1218791-09-3, this compound is recognized for its unique chemical properties, including stability and reactivity, making it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions. Its molecular structure, featuring a fluoro and nitro substituent, enhances its versatility in constructing complex aromatic systems.

The growing demand for 4-Fluoro-3-nitrophenylboronic acid, pinacol ester is driven by its applications in drug discovery and agrochemical development. Researchers frequently search for "boronic ester synthesis" or "fluoro-nitrophenyl derivatives" to explore its role in creating bioactive molecules. Recent trends highlight its use in proteolysis-targeting chimeras (PROTACs), a cutting-edge technology in targeted protein degradation. This aligns with the increasing interest in "small molecule degraders" and "next-generation therapeutics" in scientific literature.

From a technical perspective, CAS 1218791-09-3 exhibits excellent solubility in common organic solvents like THF and dichloromethane, facilitating its integration into multi-step synthetic routes. Its pinacol ester moiety offers improved handling compared to free boronic acids, addressing common challenges such as protodeboronation. These features make it a preferred choice for queries like "stable boronic acid equivalents" or "air-sensitive reagent alternatives."

Environmental and regulatory considerations are also pivotal for users of 4-Fluoro-3-nitrophenylboronic acid, pinacol ester. While not classified as hazardous, proper storage under inert conditions (e.g., nitrogen atmosphere) is recommended to maintain its integrity. Searches for "boronate storage guidelines" or "handling boronates in labs" reflect these practical concerns. Additionally, its role in green chemistry initiatives—such as reducing heavy metal catalysts in couplings—resonates with queries like "sustainable cross-coupling methods."

Innovative applications of CAS 1218791-09-3 extend to materials science, where it serves as a building block for organic electronic materials and metal-organic frameworks (MOFs). This connects to trending topics like "conductive polymers" and "porous materials design." Its electron-withdrawing nitro group further enables tuning of optoelectronic properties, a key focus in "materials informatics" research.

In summary, 4-Fluoro-3-nitrophenylboronic acid, pinacol ester (1218791-09-3) bridges diverse scientific domains, from medicinal chemistry to advanced materials. Its adaptability to emerging fields like degradation therapeutics and green synthesis ensures sustained relevance. For researchers seeking "high-purity boronic esters" or "functionalized arylboronates," this compound remains a cornerstone in modern synthetic strategies.

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