4-(Trifluoromethoxy)phenylboronic acid
4-(Trifluoromethoxy)phenylboronic acid (CAS: 139301-27-2; Formula: CF3OC6H4B(OH)2; MW: 205.93) is a versatile organoboron compound. It serves as a key reactant in the synthesis of diverse biologically active molecules, including potential anticancer agents and antituberculosis drugs. Its utility extends to addition and cross-coupling reactions, notably the Suzuki-Miyaura coupling, making it valuable in medicinal chemistry and organic synthesis research.
- IUPAC
- 4-(Trifluoromethoxy)benzeneboronic acid
Synthesis of Bioactive Molecules
This boronic acid is a critical building block for creating molecules with significant biological activity. Examples include inhibitors of lactate dehydrogenase for cancer therapy and analogues of PA-824 for treating tuberculosis.
Development of Enzyme Inhibitors
It is employed in the synthesis of nitro-phenoxybenzoic acid derivatives that act as inhibitors of PAI-1, and modulators of the survival motor neuron protein, highlighting its role in drug discovery.
Cross-Coupling Reactions
As an aryl boronic acid, it is a valuable participant in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex organic synthesis.
Addition Reactions
The compound participates in various addition reactions, further expanding its utility in synthetic organic chemistry for creating new molecular structures.
| Molecular weight | 205.93 |
|---|---|
| Linear formula | CF3OC6H4B(OH)2 |
| Application | Reactant involved in the synthesis of biologically active molecules including:• Lactate dehydrogenase inhibitors for use against cancer cell proliferation1• Nitro-phenoxybenzoic acid derivatives for PAI-1 inhibition2• PA-824 analogs for use as antituberculosis drugs3• Modulators of survival motor neuron protein4Reactant involved in addition reactions5 and cross-coupling reactions6 including Suzuki-Miyaura cross-coupling7 |
| Melting point | 123-127 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 4-(Trifluoromethoxy)phenylboronic acid used for?
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4-(Trifluoromethoxy)phenylboronic acid is used as a reactant in the synthesis of biologically active molecules, such as lactate dehydrogenase inhibitors, nitro-phenoxybenzoic acid derivatives for PAI-1 inhibition, PA-824 analogues for tuberculosis treatment, and modulators of survival motor neuron protein. It is also used in addition and Suzuki-Miyaura cross-coupling reactions.
What are the CAS number and chemical formula for 4-(Trifluoromethoxy)phenylboronic acid?
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The CAS number is 139301-27-2, and the chemical formula is CF3OC6H4B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound for research and chemical synthesis purposes. The specific assay and grade available may vary; please contact us for current specifications. We do not represent this product as USP, BP, or EP grade unless explicitly stated.
What are the safety considerations when handling 4-(Trifluoromethoxy)phenylboronic acid?
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Handle with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. Refer to the Safety Data Sheet for comprehensive handling instructions.
How is 4-(Trifluoromethoxy)phenylboronic acid typically packed and shipped?
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Tech Serve Solutions packs and ships chemicals in compliance with all relevant regulations for domestic and international export, ensuring product integrity and safety.
How can I request a quote or sample?
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To request a quote or a sample of 4-(Trifluoromethoxy)phenylboronic acid, please use the contact form on our website or call our sales team.
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