Cas no 158937-24-7 (Boronic acid,B-(4'-butoxy[1,1'-biphenyl]-4-yl)-)

Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)-, is a specialized boronic acid derivative featuring a biphenyl core with a butoxy substituent. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions due to its stability and reactivity, enabling efficient formation of carbon-carbon bonds in synthetic organic chemistry. The butoxy group enhances solubility in organic solvents, facilitating handling and reaction conditions. Its well-defined structure makes it a reliable building block for constructing complex aromatic systems, particularly in pharmaceuticals and materials science. The compound’s purity and consistent performance make it a preferred choice for researchers requiring precise and reproducible results in catalytic transformations.
Boronic acid,B-(4'-butoxy[1,1'-biphenyl]-4-yl)- structure
158937-24-7 structure
Product Name:Boronic acid,B-(4'-butoxy[1,1'-biphenyl]-4-yl)-
CAS No:158937-24-7
MF:C16H19BO3
MW:270.131264925003
CID:109047
PubChem ID:21182485
Update Time:2025-06-09

Boronic acid,B-(4'-butoxy[1,1'-biphenyl]-4-yl)- Chemical and Physical Properties

Names and Identifiers

    • Boronic acid,B-(4'-butoxy[1,1'-biphenyl]-4-yl)-
    • [4-(4-butoxyphenyl)phenyl]boronic acid
    • 4-(4-BUTOXYPHENYL)PHENYLBORONIC ACID
    • (4'-Butoxy[1,1'-biphenyl]-4-yl)boronic acid
    • Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)-
    • {4'-butoxy-[1,1'-biphenyl]-4-yl}boronic acid
    • 158937-24-7
    • 4-(4-n-Butyloxyphenyl)phenylboronic acid
    • (4'-Butoxy-[1,1'-biphenyl]-4-yl)boronic acid
    • starbld0019322
    • CS-0447484
    • SCHEMBL3036082
    • DTXSID00611150
    • FLHSCSJTCSAHDJ-UHFFFAOYSA-N
    • G70022
    • 4'-n-Butoxybiphenyl-4-boronic acid
    • MFCD28049111
    • MDL: MFCD28049111
    • Inchi: 1S/C16H19BO3/c1-2-3-12-20-16-10-6-14(7-11-16)13-4-8-15(9-5-13)17(18)19/h4-11,18-19H,2-3,12H2,1H3
    • InChI Key: FLHSCSJTCSAHDJ-UHFFFAOYSA-N
    • SMILES: O(C1C=CC(=CC=1)C1C=CC(B(O)O)=CC=1)CCCC

Computed Properties

  • Exact Mass: 269.14637
  • Monoisotopic Mass: 270.1427246g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 6
  • Complexity: 256
  • 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?2

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Melting Point: Not available
  • Boiling Point: 449.0±55.0 °C at 760 mmHg
  • Flash Point: 225.4±31.5 °C
  • PSA: 49.69
  • LogP: 2.21230
  • Vapor Pressure: 0.0±1.2 mmHg at 25°C

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Boronic acid,B-(4'-butoxy[1,1'-biphenyl]-4-yl)- Related Literature

Additional information on Boronic acid,B-(4'-butoxy[1,1'-biphenyl]-4-yl)-

Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)- (CAS No. 158937-24-7): An Overview of Its Properties and Applications

Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)- (CAS No. 158937-24-7) is a versatile compound that has gained significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This boronic acid derivative is characterized by its unique structural features, which include a biphenyl moiety and a butoxy substituent. These properties make it an attractive building block for various chemical reactions and applications.

The molecular structure of Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)- consists of a boronic acid group attached to a biphenyl ring system with a butoxy substituent on the para position of one of the phenyl rings. This arrangement provides the compound with enhanced solubility and reactivity, making it suitable for a wide range of synthetic transformations.

One of the key applications of Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)- is in Suzuki-Miyaura coupling reactions, which are widely used in the synthesis of biologically active molecules and pharmaceuticals. The boronic acid group acts as an efficient coupling partner, facilitating the formation of carbon-carbon bonds under mild conditions. Recent studies have shown that this compound can be used to synthesize complex molecules with high yields and excellent regioselectivity.

In the context of medicinal chemistry, Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)- has been explored for its potential in drug discovery and development. Its ability to form stable complexes with metal ions makes it a promising candidate for the design of metalloprotein inhibitors and other therapeutic agents. For instance, researchers have utilized this compound to develop novel inhibitors for metalloenzymes involved in various disease pathways.

Additionally, Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)- has found applications in materials science, particularly in the development of functional materials and polymers. The biphenyl moiety contributes to the rigidity and stability of the resulting materials, while the butoxy substituent enhances solubility and processability. These properties make it an ideal candidate for the synthesis of advanced materials with tailored properties for specific applications.

Recent advancements in analytical techniques have also facilitated a deeper understanding of the behavior and reactivity of Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)-. High-resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) spectroscopy have been employed to elucidate its structural characteristics and reaction mechanisms. These studies have provided valuable insights into the optimization of synthetic protocols and the design of more efficient catalysts.

In conclusion, Boronic acid, B-(4'-butoxy[1,1'-biphenyl]-4-yl)- (CAS No. 158937-24-7) is a multifaceted compound with a wide range of applications in organic synthesis, medicinal chemistry, and materials science. Its unique structural features and reactivity profile make it an indispensable tool for researchers working in these fields. As ongoing research continues to uncover new possibilities and applications, this compound is poised to play an increasingly important role in advancing scientific knowledge and technological innovation.

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