Cas no 230299-21-5 (bis(hexylene glycolato)diboron)

Bis(hexylene glycolato)diboron is a diboron compound widely used in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its key advantages include high stability under ambient conditions, improved solubility in common organic solvents, and efficient reactivity with aryl and vinyl halides. The hexylene glycolato ligands enhance its handling and storage properties compared to more sensitive diboron reagents. This compound is particularly valuable for the selective borylation of C–X bonds, enabling the synthesis of complex boronic esters and acids. Its consistent performance and compatibility with diverse catalytic systems make it a preferred choice for pharmaceutical and materials science applications.
bis(hexylene glycolato)diboron structure
230299-21-5 structure
Product Name:bis(hexylene glycolato)diboron
CAS No:230299-21-5
MF:C12H24B2O4
MW:253.938564300537
MDL:MFCD03490499
CID:67113
PubChem ID:24874501
Update Time:2025-06-08

bis(hexylene glycolato)diboron Chemical and Physical Properties

Names and Identifiers

    • bis(hexylene glycolato)diboron
    • bis(diisopropyl-l-tartrate glycolato)diboron
    • 4,4,4',4',6,6'-Hexamethyl-2,2'-bi(1,3,2-dioxaborinane)
    • 4,4,6-trimethyl-2-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)-1,3,2-dioxaborinane
    • 4,4,4',4',6,6'-Hexamethyl-2,2'-bi-1,3,2-dioxaborinane
    • B2(OCMe2CH2CH(Me)O)2
    • Bis(2-methyl-2,4-pentanediolato)diboron
    • bis(hexylen glycolato)diboron
    • UEBSWKNVDRJVHN-UHFFFAOYSA-N
    • AC1859
    • Bis(hexyleneglycolato) diboron
    • AM62761
    • SCHEMBL4135210
    • 1-PYRROLIDIN-3-(4-CHLOROPHENYL)-3-(N-CBZ-N-METHYL)AMINO-PROPANE
    • MFCD06246008
    • FT-0644071
    • A816507
    • DTXSID00370396
    • bis(hexyleneglycolato)diboron
    • 4,4,6-trimethyl-2-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)-1,3,2-dioxaborinane;Bis(hexylene glycolato)diboron
    • 230299-21-5
    • AC-4653
    • B2906
    • AS-12464
    • 2,2'-Bi-1,3,2-dioxaborinane, 4,4,4',4',6,6'-hexamethyl-
    • SY010019
    • AKOS015908249
    • Bis(hexylene glycolato)diboron, 96%
    • CS-W009463
    • DB-016042
    • MDL: MFCD03490499
    • Inchi: 1S/C12H24B2O4/c1-9-7-11(3,4)17-13(15-9)14-16-10(2)8-12(5,6)18-14/h9-10H,7-8H2,1-6H3
    • InChI Key: UEBSWKNVDRJVHN-UHFFFAOYSA-N
    • SMILES: O1B(B2OC(C)CC(C)(C)O2)OC(C)CC1(C)C

Computed Properties

  • Exact Mass: 254.18600
  • Monoisotopic Mass: 254.186
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 279
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 36.9A^2

Experimental Properties

  • Color/Form: White crystalline powder
  • Density: 0.97
  • Melting Point: 103.0 to 107.0 deg-C
  • Boiling Point: 242.8℃ at 760 mmHg
  • Flash Point: 100.7℃
  • Refractive Index: 1.431
  • Water Partition Coefficient: Insoluble
  • PSA: 36.92000
  • LogP: 2.24920
  • Solubility: Insoluble in water

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bis(hexylene glycolato)diboron Production Method

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Amadis Chemical Company Limited
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(CAS:230299-21-5)bis(hexylene glycolato)diboron
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Quantity:500g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:08
Price ($):531.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:230299-21-5)雙聯(lián)己二醇基二硼
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Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:43
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bis(hexylene glycolato)diboron Related Literature

Additional information on bis(hexylene glycolato)diboron

Recent Advances in the Application of Bis(hexylene glycolato)diboron (230299-21-5) in Chemical Biology and Pharmaceutical Research

Bis(hexylene glycolato)diboron (CAS: 230299-21-5) has emerged as a versatile reagent in chemical biology and pharmaceutical research, particularly in the field of boron chemistry. This compound, characterized by its unique diboron structure, has garnered significant attention due to its applications in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic organic chemistry. Recent studies have highlighted its role in facilitating efficient and selective borylation reactions, which are critical for the synthesis of complex bioactive molecules and pharmaceutical intermediates.

One of the most notable advancements in the use of bis(hexylene glycolato)diboron is its application in the synthesis of boron-containing drugs. Boron-based compounds have gained prominence in drug discovery due to their ability to modulate biological targets with high specificity. For instance, recent research has demonstrated the efficacy of bis(hexylene glycolato)diboron in the development of proteasome inhibitors and kinase inhibitors, which are pivotal in the treatment of cancer and inflammatory diseases. The compound's stability and reactivity under mild conditions make it an attractive choice for these applications.

In addition to its role in drug synthesis, bis(hexylene glycolato)diboron has been explored for its potential in bioconjugation strategies. A 2023 study published in the Journal of Medicinal Chemistry reported the successful use of this reagent in the site-specific modification of proteins and peptides. This approach enables the introduction of boron moieties into biomolecules, thereby enhancing their therapeutic properties or enabling novel diagnostic applications. The study underscored the reagent's compatibility with aqueous environments, a critical factor for biological applications.

Another significant development is the integration of bis(hexylene glycolato)diboron into catalytic systems for C-H bond functionalization. Recent work by a team at the University of California, Berkeley, demonstrated that this compound can serve as a mild and efficient boron source in metal-catalyzed C-H borylation reactions. This methodology has been applied to the late-stage functionalization of pharmaceuticals, offering a streamlined approach to diversify drug candidates and optimize their pharmacokinetic properties. The findings were published in ACS Catalysis and have been widely cited for their practical implications.

Despite these advancements, challenges remain in the large-scale application of bis(hexylene glycolato)diboron. Issues such as cost-effectiveness, scalability, and the need for specialized handling due to its moisture sensitivity are areas of ongoing research. However, recent innovations in reagent formulation and stabilization techniques, as reported in a 2024 Nature Communications article, suggest promising solutions to these limitations. The article highlighted the development of polymer-supported derivatives of bis(hexylene glycolato)diboron, which exhibit improved stability and ease of use.

In conclusion, bis(hexylene glycolato)diboron (230299-21-5) continues to be a focal point in chemical biology and pharmaceutical research, with its applications expanding into new frontiers. Its versatility in synthesis, bioconjugation, and catalysis underscores its value as a tool for drug discovery and development. Future research is expected to further elucidate its mechanistic pathways and explore its potential in emerging therapeutic areas, such as targeted protein degradation and boron neutron capture therapy.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:230299-21-5)bis(hexylene glycolato)diboron
A816507
Purity:99%
Quantity:500g
Price ($):531.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:230299-21-5)雙聯(lián)己二醇基二硼
LE3468569
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email