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| 4-Hydroxyphenylboronic acid Basic information |
| 4-Hydroxyphenylboronic acid Chemical Properties |
Melting point | >230 °C (lit.) | Boiling point | 351.4±44.0 °C(Predicted) | density | 1.32±0.1 g/cm3(Predicted) | storage temp. | Inert atmosphere,Room Temperature | solubility | soluble in Acetonitrile, DMSO, Methanol | pka | 9.09±0.10(Predicted) | form | Powder | color | Off-white to light brown | Water Solubility | 25 g/L | BRN | 2963491 | InChIKey | COIQUVGFTILYGA-UHFFFAOYSA-N | CAS DataBase Reference | 71597-85-8(CAS DataBase Reference) |
| 4-Hydroxyphenylboronic acid Usage And Synthesis |
Chemical Properties | off-white to light brown powder | Uses | 4-Hydroxybenzeneboronic acid is used for Suzuki-Miyaura coupling and Stille coupling and potential for introducing different alkyl groups, palladium-catalyzed aminocarbonylation and cross-coupling reactions, bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water and Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles. It is also used in preparation of rod-like dendronized polymers. | Uses | 4-Hydroxyphenylboronic acid can be used as a reactant in:
- Suzuki-Miyaura coupling and Stille coupling reactions.
- Palladium-catalyzed aminocarbonylation and cross-coupling reactions.
- Suzuki reaction for preparation of bio-supported palladium nanoparticles as phosphine-free catalysts.
- Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles.
It can also be used to prepare/promote:
- PDK1 inhibitory activity (cancer cell growth, survival, and tumorigenesis inhibitor).
- Rod-like dendronized polymers containing G4 and G5 ester dendrons via macromonomer approach by living ROMP.
- Estrone-derived cyclopamine analogs as Sonic Hedgehog signaling inhibitors for anti-cancer chemotherapeutics.
- Enzymatic inhibitors for the treatment of Gram-negative bacterial infections.
- Oligoarenes by Suzuki-Miyaura palladium-catalyzed cross-coupling.
| Synthesis Reference(s) | Tetrahedron Letters, 37, p. 6705, 1996 DOI: 10.1016/S0040-4039(96)01468-2 |
| 4-Hydroxyphenylboronic acid Preparation Products And Raw materials |
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