Cas no 1119090-11-7 (2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-[2-(Cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a boronic ester derivative widely utilized as an intermediate in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its cyclopropoxy-substituted aromatic ring enhances reactivity and selectivity in palladium-catalyzed transformations, making it valuable for constructing complex biaryl structures. The tetramethyl dioxaborolane moiety offers improved stability and handling compared to boronic acids, reducing protodeboronation risks. This compound is particularly useful in pharmaceutical and agrochemical research, where precise C-C bond formation is critical. Its compatibility with diverse functional groups and mild reaction conditions further underscores its utility in advanced synthetic applications.
2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane structure
1119090-11-7 structure
Product Name:2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No:1119090-11-7
MF:C15H21BO3
MW:260.136444807053
MDL:MFCD16994462
CID:2735163
PubChem ID:58415790
Update Time:2025-10-28

2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical and Physical Properties

Names and Identifiers

    • 2-(2-cyclopropyloxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • DB-149192
    • AKOS027301586
    • 2-(2-Cyclopropoxy-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
    • MFCD16994462
    • BS-14331
    • AT17269
    • J-505601
    • MB15745
    • Z2044811314
    • 1119090-11-7
    • 2-[2-(Cyclopropyloxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 2-(2-Cyclopropoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • SCHEMBL2404799
    • CS-0099107
    • EN300-4753960
    • UUB09011
    • 2-Cyclopropyloxybenzeneboronic acid, pinacol ester
    • MDL: MFCD16994462
    • Inchi: 1S/C15H21BO3/c1-14(2)15(3,4)19-16(18-14)12-7-5-6-8-13(12)17-11-9-10-11/h5-8,11H,9-10H2,1-4H3
    • InChI Key: ZEFGLJQMSLJQLU-UHFFFAOYSA-N
    • SMILES: O1B(C2=CC=CC=C2OC2CC2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 260.1583747g/mol
  • Monoisotopic Mass: 260.1583747g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 322
  • 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: 27.7?2

2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Pricemore >>

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Additional information on 2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Introduction to Compound CAS No. 1119090-11-7: 2-[2-(Cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 1119090-11-7 refers to the compound known as 2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, a highly specialized boron-containing organic compound. This compound has garnered significant attention in the fields of organic synthesis and materials science due to its unique structural properties and potential applications in advanced chemical systems.

The molecular structure of this compound is characterized by a dioxaborolane ring system with a cyclopropoxy-substituted phenyl group. The presence of the cyclopropoxy group introduces interesting electronic and steric effects, making this compound a valuable substrate for various chemical transformations. Recent studies have highlighted its role in the development of novel boron-based materials with enhanced thermal stability and electronic conductivity.

One of the most notable applications of CAS No. 1119090-11-7 is in the synthesis of boronate esters, which are widely used in medicinal chemistry and catalysis. The tetramethyl substituents on the dioxaborolane ring provide excellent steric protection, facilitating selective reactions under mild conditions. This has led to its use in the construction of complex molecular frameworks with high precision.

Recent advancements in computational chemistry have enabled researchers to gain deeper insights into the electronic structure of this compound. Quantum mechanical calculations have revealed that the cyclopropoxy group induces a significant electron-withdrawing effect on the phenyl ring, which can be exploited in designing new electronic materials. Such findings underscore the importance of 2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in both academic research and industrial applications.

In terms of synthesis, this compound is typically prepared via a two-step process involving the reaction of a boronic acid with a suitably substituted phenol derivative. The reaction conditions are carefully optimized to ensure high yields and purity. The resulting product exhibits excellent stability under ambient conditions, making it suitable for long-term storage and transportation.

The incorporation of this compound into polymer systems has shown promising results in enhancing mechanical properties such as tensile strength and elasticity. Its ability to form stable covalent bonds with polymer backbones makes it a valuable additive in high-performance materials used in aerospace and automotive industries.

Moreover, recent studies have explored the use of CAS No. 1119090-11-7 in drug delivery systems. The unique combination of biocompatibility and controlled release properties makes it an attractive candidate for encapsulating therapeutic agents. Preliminary experiments have demonstrated its potential in targeted drug delivery applications with minimal side effects.

In conclusion, 2-[2-(cyclopropoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, or CAS No. 1119090-11-7, represents a versatile building block in modern organic chemistry. Its distinctive structural features and diverse applications continue to drive innovative research across multiple disciplines.

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