Cas no 14559-88-7 (2,2-Dimethylethenylboronic acid)

2,2-Dimethylethenylboronic acid is a boronic acid derivative characterized by its reactive vinyl and boronic acid functional groups. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions, where it serves as a versatile building block for constructing complex organic molecules. Its sterically hindered structure, due to the two methyl groups adjacent to the ethenyl moiety, can enhance selectivity in certain coupling reactions. The boronic acid group facilitates efficient transmetalation with palladium catalysts, enabling the formation of carbon-carbon bonds under mild conditions. This reagent is useful in pharmaceutical and materials science research, particularly for synthesizing substituted alkenes and other fine chemicals. Proper handling under inert conditions is recommended due to its sensitivity to moisture and oxygen.
2,2-Dimethylethenylboronic acid structure
14559-88-7 structure
Product Name:2,2-Dimethylethenylboronic acid
CAS No:14559-88-7
MF:C4H9BO2
MW:99.9240615367889
MDL:MFCD01074609
CID:138580
PubChem ID:2763299
Update Time:2025-11-02

2,2-Dimethylethenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • Boronic acid,B-(2-methyl-1-propen-1-yl)-
    • 2,2-Dimethylethenylboronic Acid
    • B-(2-methyl-1-propen-1-yl)Boronic acid
    • 2-methylprop-1-enylboronic acid
    • RARECHEM AH PB 0256
    • (2-Methylprop-1-en-1-yl)boronic acid
    • 2-methyl-1-propenylboronic acid
    • Boronic acid, (2-methyl-1-propenyl)-
    • (2-methyl-1-propen-1-yl)boronic acid
    • 2,2-Dimethyl ethenylboronic acid
    • FWJRSOGVYOIVOC-UHFFFAOYSA-N
    • 2,2 - Dimethylethenylboronic acid
    • (2,2-Dimethylethenyl)boronic acid
    • STL555465
    • BBL101669
    • 2-methylprop-1-en-1-ylbor
    • CS-0046252
    • SY064246
    • AKOS006275287
    • AB08065
    • (2-METHYLPROP-1-EN-1-YL)BORONICACID
    • MFCD01074609
    • DTXSID70376880
    • J-506825
    • AMY021
    • A808394
    • AC-33882
    • 2,2-dimethylethenylboronicacid
    • Boronic acid, B-(2-methyl-1-propen-1-yl)-
    • 2,2-dimethylethenylboronic acid, AldrichCPR
    • EN300-260122
    • 2-methyl-1-propen-1-yl-boronic acid
    • AS-64835
    • F16057
    • FT-0685436
    • 14559-88-7
    • 2,2-DIMETHYLETHENYLBORONIC ACID 97%
    • DA-35283
    • 2-methylprop-1-en-1-ylboronic acid
    • 2,2-Dimethylethenylboronic acid
    • MDL: MFCD01074609
    • Inchi: 1S/C4H9BO2/c1-4(2)3-5(6)7/h3,6-7H,1-2H3
    • InChI Key: FWJRSOGVYOIVOC-UHFFFAOYSA-N
    • SMILES: OB(/C=C(\C)/C)O

Computed Properties

  • Exact Mass: 100.07000
  • Monoisotopic Mass: 100.0695597g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 1
  • Complexity: 73.8
  • 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: 40.5

Experimental Properties

  • PSA: 40.46000
  • LogP: -0.03540

2,2-Dimethylethenylboronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

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2,2-Dimethylethenylboronic acid Production Method

Additional information on 2,2-Dimethylethenylboronic acid

2,2-Dimethylethenylboronic Acid (CAS No. 14559-88-7): Properties, Applications, and Market Insights

2,2-Dimethylethenylboronic acid (CAS No. 14559-88-7) is a specialized boronic acid derivative widely used in organic synthesis, pharmaceuticals, and material science. This compound, with the molecular formula C6H13BO2, is a valuable building block in Suzuki-Miyaura cross-coupling reactions, a topic frequently searched by chemists and researchers. Its unique structure, featuring a vinylboronic acid group, makes it highly reactive and versatile for creating complex molecular architectures.

The growing demand for boronic acid compounds in drug discovery and agrochemicals has placed 2,2-dimethylethenylboronic acid in the spotlight. Recent trends in green chemistry and sustainable synthesis methods have further increased interest in this compound, as it enables efficient catalytic processes with minimal waste. Researchers often search for "boronic acid applications in medicine" or "vinylboronic acid derivatives in organic synthesis," reflecting its relevance in cutting-edge science.

One of the key advantages of 2,2-dimethylethenylboronic acid is its stability under various reaction conditions, making it ideal for multi-step syntheses. Its role in forming C-C bonds is critical for developing pharmaceuticals, including kinase inhibitors and antiviral agents—topics highly searched in the context of recent global health challenges. The compound's compatibility with palladium catalysts also aligns with the industry's shift toward cost-effective and scalable catalytic systems.

In material science, 2,2-dimethylethenylboronic acid is explored for designing functional polymers and advanced coatings. With increasing searches for "smart materials synthesis" and "boron-based nanomaterials," this compound offers exciting possibilities for creating responsive materials with applications in sensors and electronics. Its ability to participate in click chemistry reactions further enhances its utility in modular material design.

The market for 2,2-dimethylethenylboronic acid is expanding, driven by the pharmaceutical industry's need for novel synthetic intermediates. Analytical data shows rising searches for "high-purity boronic acids" and "custom organoboron compounds," indicating strong demand from R&D sectors. Manufacturers are responding by developing improved purification techniques to meet the stringent requirements of drug development pipelines.

From an environmental perspective, the use of 2,2-dimethylethenylboronic acid in atom-economical reactions supports sustainable chemistry goals—a hot topic among researchers searching for "eco-friendly synthetic methods." Its low toxicity profile and biodegradability potential make it attractive compared to traditional heavy metal-based reagents.

Quality control of 2,2-dimethylethenylboronic acid involves advanced analytical techniques like NMR spectroscopy and HPLC analysis, ensuring batch-to-batch consistency for critical applications. The compound typically appears as a white to off-white crystalline powder with high solubility in common organic solvents, properties frequently queried in technical databases.

Future research directions for 2,2-dimethylethenylboronic acid include exploring its potential in bioconjugation chemistry and targeted drug delivery systems—areas generating significant online search activity. As the scientific community continues to investigate boron chemistry, this compound is poised to play an increasingly important role in developing next-generation therapeutics and advanced materials.

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