Cas no 1003298-87-0 (2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol)

2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is a boronic ester derivative featuring a phenolic hydroxyl group and dichloro-substituted aromatic ring. This compound serves as a versatile intermediate in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to the stability and reactivity of its pinacol boronate moiety. The electron-withdrawing chloro substituents enhance its utility in selective functionalization reactions. Its crystalline solid form ensures ease of handling and storage. The product is valuable in pharmaceutical and agrochemical research, where precise boron-containing building blocks are required for constructing complex molecular architectures. High purity grades are available to meet stringent synthetic demands.
2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol structure
1003298-87-0 structure
Product Name:2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
CAS No:1003298-87-0
MF:C12H15BCl2O3
MW:288.9627
MDL:MFCD20526385
CID:2121662
PubChem ID:253662243
Update Time:2025-11-02

2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Chemical and Physical Properties

Names and Identifiers

    • 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
    • 3,5-Dichloro-4-hydroxyphenylboronic acid pinacol ester
    • 2-(3,5-Dichloro-4-hydroxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 2,6-dichloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoicacid methyl ester
    • GS-6348
    • D4201
    • CS-M2061
    • DA-16531
    • SB18388
    • F12597
    • EN300-7413494
    • SCHEMBL528524
    • IAVSUBSFIDLDNW-UHFFFAOYSA-N
    • 2,6-DICHLORO-4-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL
    • SY108931
    • MFCD20526385
    • Phenol, 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • 1003298-87-0
    • Z2044751488
    • AKOS025293740
    • MDL: MFCD20526385
    • Inchi: InChI=1S/C12H15BCl2O3/c1-11(2)12(3,4)18-13(17-11)7-5-8(14)10(16)9(15)6-7/h5-6,16H,1-4H3
    • InChI Key: IAVSUBSFIDLDNW-UHFFFAOYSA-N
    • SMILES: CC1(C)C(C)(C)OB(C2=CC(=C(C(=C2)Cl)O)Cl)O1

Computed Properties

  • Exact Mass: 288.04900
  • Monoisotopic Mass: 288.0491299g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 1
  • Complexity: 296
  • 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: 38.7?2

Experimental Properties

  • Density: 1.28
  • Melting Point: 108.0 to 112.0 deg-C
  • Boiling Point: 103°C/0.3mmHg(lit.)
  • PSA: 38.69000
  • LogP: 2.99820
  • Sensitiveness: Sensitive to air

2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Pricemore >>

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2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:1003298-87-0)2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
Order Number:A897477
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 11:59
Price ($):492.0

Additional information on 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Comprehensive Guide to 2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (CAS No. 1003298-87-0)

2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (CAS No. 1003298-87-0) is a highly specialized boronic ester derivative with significant applications in organic synthesis, pharmaceuticals, and material science. This compound, often referred to as a phenolic boronate, is gaining attention due to its unique chemical properties and versatility in Suzuki-Miyaura cross-coupling reactions, a topic frequently searched by chemists and researchers.

The molecular structure of 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol features a dioxaborolane ring attached to a dichlorophenol backbone. This combination provides excellent stability and reactivity, making it a valuable intermediate in the synthesis of complex organic molecules. Recent trends in AI-driven drug discovery and green chemistry have increased interest in such boron-containing compounds, as they are often used in catalytic processes and bioconjugation techniques.

One of the most searched questions related to this compound is: "How is 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol used in medicinal chemistry?" The answer lies in its role as a protease inhibitor precursor and its ability to form stable boronate esters with diols, which are crucial in targeted drug delivery systems. Researchers are also exploring its potential in fluorescent probes and bioimaging applications, aligning with the growing demand for diagnostic tools in healthcare.

From an industrial perspective, 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is used in the production of advanced polymers and electronic materials. Its thermal stability and compatibility with various substrates make it ideal for high-performance coatings and semiconductor fabrication. With the rise of renewable energy technologies, this compound is also being investigated for its potential in organic photovoltaics and energy storage solutions.

In terms of safety and handling, 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol should be stored in a cool, dry place under inert conditions to prevent hydrolysis of the boronate ester group. While it is not classified as a hazardous material, standard laboratory precautions should be followed. This aligns with the increasing focus on sustainable laboratory practices and chemical safety, topics frequently discussed in academic and industrial forums.

The market for boronic acid derivatives like 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is expanding rapidly, driven by demand from the pharmaceutical and electronics sectors. Recent publications highlight its use in cancer therapeutics and sensor development, further boosting its commercial value. For researchers looking to purchase this compound, it is essential to verify the CAS No. 1003298-87-0 and ensure high purity levels for optimal results.

In conclusion, 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is a multifaceted compound with broad applications in modern chemistry. Its role in cross-coupling reactions, drug development, and material science makes it a subject of ongoing research and innovation. As the scientific community continues to explore boron chemistry, this compound is poised to play a pivotal role in future technological advancements.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:1003298-87-0)2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
A897477
Purity:99%
Quantity:25g
Price ($):492.0
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