Cas no 850250-79-2 ((3E)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol)

(3E)-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol is a boronate ester derivative featuring an unsaturated alkenyl alcohol moiety. This compound is particularly valuable in organic synthesis due to its dual functionality, combining a reactive vinylboronate group with a hydroxyl group, enabling selective transformations such as Suzuki-Miyaura cross-coupling and further derivatization. The tetramethyl dioxaborolane ring enhances stability, improving handling and storage compared to more labile boronic acids. The (E)-configuration ensures stereochemical consistency in coupling reactions, making it a reliable intermediate for constructing complex molecules in pharmaceuticals, materials science, and agrochemical research. Its compatibility with a range of reaction conditions further underscores its utility in synthetic chemistry.
(3E)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol structure
850250-79-2 structure
Product Name:(3E)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol
CAS No:850250-79-2
MF:C10H19BO3
MW:198.067063570023
CID:2851853
PubChem ID:57416199
Update Time:2025-09-28

(3E)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol Chemical and Physical Properties

Names and Identifiers

    • DTXSID70725879
    • 3-Buten-1-ol, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, (3E)-
    • (3E)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol
    • 850250-79-2
    • Z1618026525
    • SCHEMBL1642868
    • (3E)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol
    • 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol
    • EN300-7070631
    • 1453104-45-4
    • FNGNFKQDRKKGQG-FNORWQNLSA-N
    • 881-855-4
    • SCHEMBL1642867
    • Inchi: 1S/C10H19BO3/c1-9(2)10(3,4)14-11(13-9)7-5-6-8-12/h5,7,12H,6,8H2,1-4H3/b7-5+
    • InChI Key: FNGNFKQDRKKGQG-FNORWQNLSA-N
    • SMILES: O1B(/C=C/CCO)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 198.1427246Da
  • Monoisotopic Mass: 198.1427246Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 207
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 38.7?2

(3E)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol Pricemore >>

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Additional information on (3E)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol

(3E)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol: A Comprehensive Overview

(3E)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-1-ol, also known by its CAS number CAS No. 85025079, is a compound of significant interest in the field of organic chemistry and materials science. This compound is characterized by its unique structure, which includes a tetramethyl-dioxaborolane moiety attached to a butenol backbone. The presence of the boron-containing group makes it particularly valuable for applications in catalysis and organometallic chemistry.

The structure of (3E)-4-(tetramethyl-dioxaborolan-substituted butenol has been extensively studied to understand its electronic properties and reactivity. Recent research has highlighted its potential as a precursor for the synthesis of various functional materials. For instance, studies have demonstrated that this compound can serve as a building block for the construction of boron-containing polymers with tailored optical and electronic properties.

In terms of synthesis, (3E)-4-(tetramethyl-dioxaborolan-substituted butenol can be prepared through a variety of methods, including hydroboration reactions and organocatalytic processes. One notable approach involves the use of transition metal catalysts to facilitate the coupling of boron-containing intermediates with alkenes or alcohols. This method not only enhances the efficiency of the reaction but also allows for precise control over the stereochemistry of the product.

The application of CAS No. 85025079 extends beyond material science into the realm of drug discovery. Researchers have explored its potential as a chiral auxiliary in asymmetric synthesis, where it can induce high enantioselectivity in key transformations. This property makes it an attractive candidate for the synthesis of complex natural products and pharmaceutical agents.

Recent advancements in computational chemistry have provided deeper insights into the electronic structure and reactivity of (3E)-4-(tetramethyl-dioxaborolan-substituted butenol. Quantum mechanical calculations have revealed that the boron atom plays a crucial role in stabilizing reactive intermediates during catalytic cycles. This understanding has paved the way for the development of more efficient catalysts based on this compound.

In conclusion, (3E)-4-(tetramethyl-dioxaborolan-substituted butenol (CAS No. 85025079) is a versatile compound with a wide range of applications in organic synthesis and materials science. Its unique structure and reactivity make it an invaluable tool for researchers seeking to develop novel chemical processes and functional materials.

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