Cas no 139301-27-2 ([4-(trifluoromethoxy)phenyl]boronic acid)

[4-(Trifluoromethoxy)phenyl]boronic acid is a versatile boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. The trifluoromethoxy (–OCF?) substituent enhances the compound's electron-withdrawing properties, making it valuable for constructing complex aromatic systems with improved stability and reactivity. This reagent is particularly useful in pharmaceutical and agrochemical research, where the introduction of trifluoromethoxy groups can modulate biological activity. It exhibits good solubility in common organic solvents and demonstrates reliable reactivity under mild conditions. The compound is typically supplied as a white to off-white crystalline solid, with high purity to ensure consistent performance in synthetic applications.
[4-(trifluoromethoxy)phenyl]boronic acid structure
139301-27-2 structure
Product Name:[4-(trifluoromethoxy)phenyl]boronic acid
CAS No:139301-27-2
MF:C7H6BF3O3
MW:205.9270
MDL:MFCD01074648
CID:64590
PubChem ID:2734386
Update Time:2025-06-09

[4-(trifluoromethoxy)phenyl]boronic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Trifluoromethoxyphenylboronic acid
    • 4-(Trifluoromethoxy)phenylboronic aicd
    • 44-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID
    • 4-(TRIFLUOROMETHOXY)PJHENYLBORONICACID
    • 4-(Trifluormethoxy)phenylboronic acid
    • 4-(Trifluoromethoxy)phenylboronic acid
    • 4-(Trifluoromethoxy)Benzeneboronic Acid
    • 4-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)
    • 3-METHYL-N-BUTYLPYRIDINIUM CHLORIDE
    • B-[4-(Trifluoromethoxy)phenyl]boronic Acid
    • p-(Trifluoromethoxy)phenylboronic Acid
    • (4-(Trifluoromethoxy)phenyl)boronic acid
    • [4-(trifluoromethoxy)phenyl]boronic acid
    • 4-(Trifluoromethoxy)benzeneboronic Acid (contains varying amounts of Anhydride)
    • [4-(Trifluoromethoxy)Phenyl]Boranediol
    • [4-(trifluoromethoxy)-phenyl]boronic acid
    • Boronic acid, [4-(trifluoromethoxy)phenyl]-
    • 4-(Trifluoromethoxy)phenylboronicacid
    • PubChem1791
    • K
    • T1773
    • 4-trifluoromethoxybenzene boronic acid
    • 139301-27-2
    • SY007800
    • J-513902
    • 4-trifluoromethoxy-phenylboronic acid
    • p-(Trifluoromethoxy)benzoboric Acid
    • AB08092
    • 4-trifluoromethoxyphenyl-boronic acid
    • 4-(trifluoromethoxy)phenyl boronic acid
    • 4-(trifluoromethoxy)-phenylboronic acid
    • DB-010641
    • CS-W008942
    • AS-2510
    • Z381541048
    • AKOS000265128
    • 4-trifluoromethoxy phenyl boronic acid
    • AC-5370
    • 4-(trifluoromethoxy) phenylboronic acid
    • 4-(trifluoromethyloxy)phenylboronic acid
    • Boronic acid, B-[4-(trifluoromethoxy)phenyl]-
    • 4-trifluoromethoxyphenyl boronic acid
    • SCHEMBL147828
    • NCGC00249559-01
    • F0001-0477
    • 4-trifluoromethoxy-phenyl boronic acid
    • 4-trifluoromethoxylphenylboronic acid
    • (4-trifluoromethoxy-phenyl)-boronic acid
    • 4-trifluoromethoxy phenylboronic acid
    • 4-(Trifluoromethoxy)phenylboronic Acid, (contains varying amounts of Anhydride)
    • 4-trifluoromethoxylphenyl boronic acid
    • HY-32908
    • 4-triflouromethoxy phenyl boronic acid
    • EN300-137307
    • 4-trifluoromethoxybenzeneboronic acid
    • BCP15046
    • 4-trifluoromethoxylbenzeneboronic acid
    • 4-(Trifluoromethoxy) phenyl boronic acid
    • DB-344711
    • DTXSID00370275
    • {4-[(trifluoromethyl)oxy]phenyl}boronic acid
    • [4-(trifluoromethoxy)phenyl]-boronic acid
    • MFCD01074648
    • 4-triflouromethoxylphenyl boronic acid
    • MDL: MFCD01074648
    • Inchi: 1S/C7H6BF3O3/c9-7(10,11)14-6-3-1-5(2-4-6)8(12)13/h1-4,12-13H
    • InChI Key: HUOFUOCSQCYFPW-UHFFFAOYSA-N
    • SMILES: FC(OC1C([H])=C([H])C(B(O[H])O[H])=C([H])C=1[H])(F)F
    • BRN: 8548201

Computed Properties

  • Exact Mass: 206.03600
  • Monoisotopic Mass: 206.036
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 178
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 49.7

Experimental Properties

  • Color/Form: White to beige crystal powder
  • Density: 1.4100
  • Melting Point: 123-127?°C (lit.)
  • Boiling Point: 256.6°C at 760 mmHg
  • Flash Point: 109℃
  • Refractive Index: 1.461
  • PSA: 49.69000
  • LogP: 0.26500
  • Solubility: Not determined

[4-(trifluoromethoxy)phenyl]boronic acid Security Information

[4-(trifluoromethoxy)phenyl]boronic 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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[4-(trifluoromethoxy)phenyl]boronic acid Production Method

[4-(trifluoromethoxy)phenyl]boronic acid Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:139301-27-2)4-Trifluoromethoxyphenylboronic acid
Order Number:sfd9651
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:35
Price ($):discuss personally
Amadis Chemical Company Limited
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(CAS:139301-27-2)[4-(trifluoromethoxy)phenyl]boronic acid
Order Number:A3006
Stock Status:in Stock
Quantity:500g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 04:23
Price ($):166.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:139301-27-2)4-三氟甲氧基苯硼酸
Order Number:LE2868770
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:42
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[4-(trifluoromethoxy)phenyl]boronic acid Related Literature

Additional information on [4-(trifluoromethoxy)phenyl]boronic acid

Recent Advances in the Application of [4-(trifluoromethoxy)phenyl]boronic acid (CAS: 139301-27-2) in Chemical Biology and Pharmaceutical Research

The compound [4-(trifluoromethoxy)phenyl]boronic acid (CAS: 139301-27-2) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This boronic acid derivative is particularly valued for its ability to form stable covalent interactions with diols and other nucleophiles, making it a crucial building block in the development of sensors, prodrugs, and targeted therapeutics. Recent studies have explored its potential in areas such as cancer therapy, enzyme inhibition, and diagnostic tool development, highlighting its broad utility in biomedical sciences.

One of the most promising applications of [4-(trifluoromethoxy)phenyl]boronic acid is in the field of targeted drug delivery. Researchers have successfully incorporated this compound into prodrug systems that are activated by specific biomarkers, such as reactive oxygen species (ROS) or elevated glucose levels in tumor microenvironments. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that conjugates of this boronic acid with anticancer agents showed enhanced selectivity for cancer cells, reducing off-target effects and improving therapeutic indices. The trifluoromethoxy group's unique electronic properties were found to significantly influence the compound's binding affinity and metabolic stability.

In the realm of chemical biology, [4-(trifluoromethoxy)phenyl]boronic acid has emerged as a valuable tool for protein labeling and modification. Its ability to form reversible covalent bonds with serine residues in proteins has enabled the development of novel proteomic techniques. Recent work published in ACS Chemical Biology (2024) utilized this compound as a key component in activity-based protein profiling (ABPP) probes, allowing for the selective labeling of active enzyme sites in complex biological samples. This approach has provided new insights into enzyme function and regulation in disease states.

The compound's utility extends to materials science applications as well. A 2024 study in Advanced Materials reported the incorporation of [4-(trifluoromethoxy)phenyl]boronic acid into polymeric sensors for glucose detection. The resulting materials demonstrated improved sensitivity and selectivity compared to conventional sensors, with potential applications in continuous glucose monitoring systems for diabetes management. The trifluoromethoxy moiety was found to enhance the material's stability in biological fluids while maintaining excellent recognition properties.

From a synthetic chemistry perspective, recent advances have focused on developing more efficient routes to [4-(trifluoromethoxy)phenyl]boronic acid and its derivatives. A 2023 publication in Organic Process Research & Development described a scalable, transition-metal-free synthesis method that significantly improves yield and reduces production costs. This development is particularly important as it addresses previous limitations in the commercial availability of high-purity material for research and potential clinical applications.

Looking forward, the unique properties of [4-(trifluoromethoxy)phenyl]boronic acid (CAS: 139301-27-2) continue to inspire innovative applications across multiple disciplines. Current research directions include the development of boronic acid-based covalent drugs, advanced diagnostic tools, and smart biomaterials. As our understanding of boronic acid chemistry deepens, this compound is poised to play an increasingly important role in bridging chemical synthesis with biological applications, offering new solutions to longstanding challenges in medicine and biotechnology.

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Amadis Chemical Company Limited
(CAS:139301-27-2)[4-(trifluoromethoxy)phenyl]boronic acid
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Quantity:500g
Price ($):166.0
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