Cas no 581802-26-8 ((E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol)

(E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol is a boronic ester derivative featuring a vinylboronate moiety and a tertiary alcohol functional group. This compound is valuable in synthetic organic chemistry, particularly in Suzuki-Miyaura cross-coupling reactions, where it serves as a stable, air-tolerant boronate reagent. The presence of the tetramethyl dioxaborolane group enhances its stability and shelf life, while the hydroxyl group provides additional reactivity for further functionalization. Its structural features make it a versatile intermediate for constructing complex molecules, including pharmaceuticals and agrochemicals. The compound is typically handled under inert conditions to preserve its integrity, ensuring reliable performance in demanding synthetic applications.
(E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol structure
581802-26-8 structure
Product Name:(E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol
CAS No:581802-26-8
MF:C11H21BO3
MW:212.093643903732
MDL:MFCD10698506
CID:1025656
PubChem ID:11117347
Update Time:2025-06-14

(E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol Chemical and Physical Properties

Names and Identifiers

    • (E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol
    • (+-) 1-(2,6,6-trimethyl-1-cyclohexenyl)-3-methyl-1-buten-4-al
    • (+-)-2-methyl-4t-(2.2.6-trimethyl-cyclohexen-(6)-yl)-buten-(3)-al-(1)
    • (E)-2-methyl-4-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-3-butenal
    • (RS)-(E)-2-methyl-4-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-butenal
    • 2-methyl-4-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-3-butenal
    • 3-Butenal, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-
    • (3E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-buten-2-ol
    • (E)-(3-hydroxy-3-methylbut-1-en-1-yl)boronic acid pinacol ester
    • 2-METHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BUT-3-EN-2-OL
    • (3E)-2-methyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol
    • (3E)-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol
    • (E)-2-Methyl-4-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)but-3-en-2-ol
    • SCHEMBL2043359
    • 2129163-96-6
    • SCHEMBL2043363
    • MFCD10698506
    • FBCZPBPTNCLUII-BQYQJAHWSA-N
    • DB-336176
    • DS-17321
    • Z1509668330
    • EN300-6285958
    • AKOS016007402
    • 581802-26-8
    • A869509
    • MDL： MFCD10698506
    • Inchi： 1S/C11H21BO3/c1-9(2,13)7-8-12-14-10(3,4)11(5,6)15-12/h7-8,13H,1-6H3/b8-7+
    • InChI Key： FBCZPBPTNCLUII-BQYQJAHWSA-N
    • SMILES： O1B(/C=C/C(C)(C)O)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 212.15800
  • Monoisotopic Mass: 212.1583747g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 253
  • 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

Experimental Properties

  • Density: 0.97±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 70-80 oC (0.1 Torr)
  • Flash Point: 105.0±27.9 oC,
  • PSA: 38.69000
  • LogP: 1.94490

(E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol Security Information

(E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol Customs Data

  • HS CODE：2934999090
  • Customs Data：

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

(E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol Pricemore >>

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(E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol Production Method

(E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol Related Literature

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Additional information on (E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol

Comprehensive Guide to (E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol (CAS No. 581802-26-8): Properties, Applications, and Industry Insights

The compound (E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol (CAS No. 581802-26-8) is a versatile boronic ester derivative with significant applications in organic synthesis, pharmaceuticals, and material science. Its unique molecular structure, featuring a dioxaborolane ring and an allylic alcohol moiety, makes it a valuable intermediate for Suzuki-Miyaura cross-coupling reactions, a topic frequently searched by chemists and researchers. This guide explores its properties, synthetic utility, and relevance to cutting-edge research trends.

With the growing demand for boron-containing compounds in drug discovery and agrochemicals, CAS 581802-26-8 has gained attention for its role in constructing complex molecules. Users often search for "how to handle air-sensitive boronic esters" or "applications of dioxaborolane derivatives," reflecting practical concerns in laboratory settings. This compound’s stability under inert conditions and compatibility with diverse reaction conditions align with these queries, making it a preferred choice for synthetic chemists.

The E-configuration of the double bond in (E)-2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-en-2-ol ensures stereoselectivity in coupling reactions, a feature highly valued in asymmetric synthesis. Recent publications highlight its use in creating chiral ligands and bioactive molecules, addressing the rising interest in "stereocontrolled organic transformations." Its liquid state at room temperature and solubility in common organic solvents further enhance its practicality.

From an industrial perspective, the compound’s role in OLED materials and polymeric catalysts resonates with searches like "boron-based advanced materials." Its electron-deficient boron center facilitates interactions with π-systems, enabling innovations in optoelectronic devices. Environmental considerations also drive interest in "green chemistry approaches for boron reagents," where this compound’s efficient reactivity minimizes waste generation.

In summary, CAS 581802-26-8 exemplifies the intersection of synthetic utility and modern research demands. Its adaptability to high-throughput screening and catalytic cycles positions it as a staple in both academic and industrial labs. By addressing frequently searched topics like "scalable boronic ester synthesis" and "functional group compatibility," this guide underscores the compound’s relevance in contemporary chemistry.

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