Cas no 850568-09-1 ((4-isopropoxy-3-methylphenyl)boronic acid)

(4-Isopropoxy-3-methylphenyl)boronic acid is a versatile boronic acid derivative widely employed in Suzuki-Miyaura cross-coupling reactions, a key methodology for forming carbon-carbon bonds in organic synthesis. Its isopropoxy and methyl substituents enhance steric and electronic properties, improving selectivity and reactivity in aryl-aryl coupling processes. This compound exhibits good stability under standard conditions and demonstrates compatibility with a range of catalysts and substrates, making it valuable for pharmaceutical and materials science applications. Its crystalline form ensures ease of handling and precise stoichiometric use. As a boronic acid, it also serves as a precursor for further functionalization, enabling the synthesis of complex molecular architectures.
(4-isopropoxy-3-methylphenyl)boronic acid structure
850568-09-1 structure
Product Name:(4-isopropoxy-3-methylphenyl)boronic acid
CAS No:850568-09-1
MF:C10H15BO3
MW:194.035303354263
MDL:MFCD06659871
CID:68967
PubChem ID:23005368
Update Time:2025-05-19

(4-isopropoxy-3-methylphenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Isopropoxy-3-methylphenylboronic acid
    • 4-Isopropoxy-3-methylbenzeneboronic acid
    • (3-methyl-4-propan-2-yloxyphenyl)boronic acid
    • (4-isopropoxy-3-methylphenyl)boronic acid
    • [3-METHYL-4-(PROPAN-2-YLOXY)PHENYL]BORONIC ACID
    • XRGBZDZYYQVOJZ-UHFFFAOYSA-N
    • SBB071266
    • VB10336
    • AB26517
    • BC001221
    • ST2405845
    • V1925
    • (3-m
    • AS-55558
    • 4-Isopropoxy-3-methylphenylboronic acid, AldrichCPR
    • F15478
    • MFCD06659871
    • {3-Methyl-4-[(propan-2-yl)oxy]phenyl}boronic acid
    • J-515593
    • 850568-09-1
    • 4-ISOPROPOXY-3-METHYLPHENYLBORONICACID
    • DTXSID30629642
    • AKOS004113856
    • A841107
    • SCHEMBL1890521
    • FT-0657048
    • DB-028935
    • MDL: MFCD06659871
    • Inchi: 1S/C10H15BO3/c1-7(2)14-10-5-4-9(11(12)13)6-8(10)3/h4-7,12-13H,1-3H3
    • InChI Key: XRGBZDZYYQVOJZ-UHFFFAOYSA-N
    • SMILES: O(C1C=CC(B(O)O)=CC=1C)C(C)C

Computed Properties

  • Exact Mass: 194.11100
  • Monoisotopic Mass: 194.111
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 173
  • 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: 49.7

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Melting Point: 128-132
  • Boiling Point: 338.3±52.0 °C at 760 mmHg
  • Flash Point: 158.4±30.7 °C
  • Refractive Index: 1.51
  • PSA: 49.69000
  • LogP: 0.46200
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

(4-isopropoxy-3-methylphenyl)boronic acid Security Information

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Additional information on (4-isopropoxy-3-methylphenyl)boronic acid

(4-isopropoxy-3-methylphenyl)boronic Acid: A Comprehensive Overview

The compound (4-isopropoxy-3-methylphenyl)boronic acid, identified by the CAS number 850568-09-1, is a significant molecule in the field of organic synthesis and materials science. This boronic acid derivative has garnered attention due to its unique chemical properties and versatile applications in modern research. In this article, we will delve into its structure, synthesis, applications, and recent advancements in its utilization across various scientific domains.

(4-isopropoxy-3-methylphenyl)boronic acid consists of a phenyl ring substituted with an isopropoxy group at the 4-position and a methyl group at the 3-position, with a boronic acid functional group attached. This structure endows the molecule with both electronic and steric properties that make it highly suitable for various chemical transformations. The presence of the boronic acid group allows for participation in Suzuki-Miyaura coupling reactions, a cornerstone in modern organic synthesis.

Recent studies have highlighted the role of (4-isopropoxy-3-methylphenyl)boronic acid in constructing complex aromatic systems, which are crucial in drug discovery and material development. For instance, researchers have employed this compound to synthesize novel heterocyclic frameworks with potential applications in optoelectronics and biomedicine. The ability to precisely control the substitution pattern on the aromatic ring has been instrumental in achieving desired electronic properties in these materials.

In addition to its role in organic synthesis, (4-isopropoxy-3-methylphenyl)boronic acid has found utility in polymer chemistry. By incorporating this boronic acid into polymer backbones, scientists have developed advanced materials with tailored mechanical and thermal properties. These materials are being explored for use in high-performance composites and lightweight structural components.

The synthesis of (4-isopropoxy-3-methylphenyl)boronic acid typically involves multi-step processes that emphasize precision and control over the substitution pattern on the phenyl ring. Recent advancements in catalytic methods have enabled more efficient syntheses, reducing production costs and improving scalability. These improvements have made the compound more accessible for industrial applications.

Moreover, the integration of computational chemistry tools has provided deeper insights into the electronic structure of (4-isopropoxy-3-methylphenyl)boronic acid. Quantum mechanical calculations have revealed how the substituents influence the reactivity of the boronic acid group, guiding researchers toward optimized reaction conditions for specific transformations.

In conclusion, (4-isopropoxy-3-methylphenyl)boronic acid, CAS number 850568-09-1, stands as a pivotal molecule in contemporary chemical research. Its unique structure and functional groups make it indispensable for constructing complex molecules and advanced materials. As research continues to uncover new applications and improve synthetic methodologies, this compound will undoubtedly play an even more prominent role in shaping future innovations across diverse scientific disciplines.

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