Cas no 214907-33-2 ((4-Methylpent-1-en-1-yl)boronic acid)

(4-Methylpent-1-en-1-yl)boronic acid is a versatile organoboron compound widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in synthetic organic chemistry. Its alkenyl boronic acid structure enables efficient coupling with aryl or vinyl halides, facilitating the synthesis of complex olefin derivatives. The compound's stability and reactivity make it valuable in pharmaceutical and materials science research, particularly for constructing stereoselective frameworks. The presence of the methyl substituent enhances steric control, improving selectivity in catalytic transformations. It is typically handled under inert conditions due to boronic acid sensitivity to protodeboronation. Suitable for palladium-catalyzed reactions, it offers reliable performance in constructing advanced intermediates.
(4-Methylpent-1-en-1-yl)boronic acid structure
214907-33-2 structure
Product Name:(4-Methylpent-1-en-1-yl)boronic acid
CAS No:214907-33-2
MF:C6H13BO2
MW:127.977222204208
MDL:MFCD01074680
CID:92438
PubChem ID:6081507
Update Time:2025-10-29

(4-Methylpent-1-en-1-yl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-Methylpent-1-en-1-yl)boronic acid
    • 4-Methyl-1-pentenylboronic acid
    • 4-methylpent-1-enylboronic acid
    • 1036988-60-9
    • AS-62945
    • 214907-33-2
    • [(E)-4-methylpent-1-enyl]boronic acid
    • AKOS006343442
    • [(1E)-4-methylpent-1-en-1-yl]boronic acid
    • Rarechem ah pb 0237
    • SCHEMBL3290880
    • 4-Methyl-1-pentenylboronic acid, AldrichCPR
    • (E)-(4-methylpent-1-en-1-yl)boronic acid
    • OLTGERMANPOCTC-HWKANZROSA-N
    • D95553
    • CS-0132334
    • MFCD01074680
    • AKOS025293831
    • trans-4-methyl-1-pentenylboronic acid
    • MDL： MFCD01074680
    • Inchi： 1S/C6H13BO2/c1-6(2)4-3-5-7(8)9/h3,5-6,8-9H,4H2,1-2H3/b5-3+
    • InChI Key： OLTGERMANPOCTC-HWKANZROSA-N
    • SMILES： OB(/C=C/CC(C)C)O

Computed Properties

  • Exact Mass: 128.10100
  • Monoisotopic Mass: 128.1008598g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 3
  • Complexity: 89.1
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 40.5?2

Experimental Properties

  • Color/Form: White crystalline powder
  • Density: 0.923
  • Melting Point: 99-102°C
  • Boiling Point: 220°C at 760 mmHg
  • Flash Point: 86.9°C
  • Refractive Index: 1.437
  • PSA: 40.46000
  • LogP: 0.60070
  • Solubility: Not determined

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(4-Methylpent-1-en-1-yl)boronic acid Related Literature

Additional information on (4-Methylpent-1-en-1-yl)boronic acid

Comprehensive Guide to (4-Methylpent-1-en-1-yl)boronic acid (CAS No. 214907-33-2): Properties, Applications, and Market Insights

(4-Methylpent-1-en-1-yl)boronic acid (CAS No. 214907-33-2) is a specialized boronic acid derivative widely recognized for its utility in organic synthesis and pharmaceutical research. This compound belongs to the class of alkenylboronic acids, which are pivotal in cross-coupling reactions, particularly the Suzuki-Miyaura reaction. Its unique structure, featuring a 4-methylpent-1-enyl group attached to a boronic acid moiety, makes it a valuable building block for constructing complex molecules.

The growing demand for boronic acid derivatives in drug discovery and material science has placed compounds like (4-Methylpent-1-en-1-yl)boronic acid in the spotlight. Researchers and manufacturers frequently search for high-purity boronic acids, Suzuki reaction reagents, and custom boron compounds, reflecting the compound's relevance in modern chemistry. Its CAS number, 214907-33-2, is often used as a key identifier in procurement and regulatory documentation.

One of the most notable applications of (4-Methylpent-1-en-1-yl)boronic acid is in the synthesis of biologically active molecules. Its ability to participate in palladium-catalyzed cross-coupling reactions enables the creation of carbon-carbon bonds, a fundamental step in developing pharmaceutical intermediates. Recent studies highlight its role in producing anticancer agents and antiviral compounds, aligning with the current focus on drug development for emerging diseases.

From a chemical perspective, (4-Methylpent-1-en-1-yl)boronic acid exhibits stability under standard laboratory conditions, though it requires storage in a cool, dry environment to prevent degradation. Its solubility profile—soluble in polar organic solvents like THF and DMSO—makes it versatile for various reaction setups. Analytical techniques such as NMR spectroscopy and HPLC are commonly employed to verify its purity, a critical factor for high-yield synthetic processes.

The market for boronic acid derivatives has expanded significantly, driven by advancements in catalysis and green chemistry. Industry trends indicate a rising preference for sustainable synthetic methods, where (4-Methylpent-1-en-1-yl)boronic acid serves as an eco-friendlier alternative to traditional reagents. Suppliers often emphasize batch-to-batch consistency and regulatory compliance to meet the needs of GMP-certified facilities.

For researchers exploring structure-activity relationships (SAR), this compound offers a modular approach to introduce hydrophobic side chains into target molecules. Its alkenyl group can be further functionalized, enabling the design of tailored molecular architectures. Such flexibility is particularly valuable in medicinal chemistry and materials science, where slight structural modifications can significantly alter properties.

In summary, (4-Methylpent-1-en-1-yl)boronic acid (CAS No. 214907-33-2) stands as a critical tool in modern synthetic chemistry. Its applications span pharmaceuticals, agrochemicals, and advanced materials, supported by its reactivity and compatibility with transition metal catalysts. As the scientific community continues to prioritize efficient synthetic routes and diverse compound libraries, this boronic acid derivative will likely remain in high demand.

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