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Merck
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Documentos

456772

Sigma-Aldrich

4-Carboxyphenylboronic acid

Sinónimos:

4-(Dihydroxyboronyl)benzoic acid, 4-(Dihydroxyboryl)benzoic acid, 4-Boronobenzoic acid, 4-Carboxybenzeneboronic acid, 4-Carboxylphenylboronic acid, 4-Hydroxycarbonylphenyl boronic acid, NSC 221170, p-Boronobenzoic acid, p-Carboxybenzeneboronic acid, p-Carboxyphenylboronic acid

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About This Item

Fórmula lineal:
HO2CC6H4B(OH)2
Número de CAS:
14047-29-1
Peso molecular:
165.94
Beilstein:
3031088
Número MDL:
MFCD00151801
Código UNSPSC:
12352103
ID de la sustancia en PubChem:
24869234
Número índice de la CE:
604-189-6
NACRES:
NA.22

mp

220 °C (dec.) (lit.)

cadena SMILES

OB(O)c1ccc(cc1)C(O)=O

InChI

1S/C7H7BO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H,9,10)

Clave InChI

SIAVMDKGVRXFAX-UHFFFAOYSA-N

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Aplicación

Reactant involved in:
  • Condensation reactions with stabilizer chains at the surface of polystyrene latex
  • Suzuki coupling reactions
  • Esterification
  • Derivatization of polyvinylamine
  • Synthesis of isotopically labeled mercury
  • Functionalization of poly-SiNW for detection of dopamine
Reagent used for
  • Suzuki-Miyaura cross-coupling
  • Induction of pH sensitivity on fluorescence lifetime of quantum dots by NIR fluorescent dyes
  • Bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water
  • Chan-Lam-type Copper (Cu)-catalyzed S-arylation with aryl boronic acids at room temperature

Reagent used in Preparation of
  • Isoquinolones via regioselective Suzuki-Miyaura cross-coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation
  • Amprenavir-based P1-substituted bi-aryl derivatives as ultra-potent HIV-1 protease inhibitors
  • Phenols via visible-light initiated aerobic oxidative hydroxylation of arylboronic acids using air as oxidant catalyzed by Ruthenium (Ru)-complex
  • Glucose sensitive boronic acid-bearing block copolymers
  • Trisulfonated calixarene upper-rim sulfonamido derivatives and their complexation with the trimethyllysine epigenetic mark

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Ralph Hübner et al.
Pharmaceuticals (Basel, Switzerland), 13(9) (2020-09-20)
The development of hybrid multimodal imaging synthons (MIS), carrying in addition to a chelator for radiometal labeling also a near-infrared (NIR) fluorescent cyanine dye was the aim of this work. The MIS should be introducible into biomolecules of choice via
Glucose-Sensitivity of Boronic Acid Block Copolymers at Physiological pH
Roy, D.; Sumerlin, B. S.
ACS Macro Letters, 1, 529-532 (2012)
Jae Kyoo Lee et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(49), 30934-30941 (2020-11-25)
It was previously shown [J. K. Lee et al., Proc. Natl. Acad. Sci. U.S.A, 116, 19294-19298 (2019)] that hydrogen peroxide (H2O2) is spontaneously produced in micrometer-sized water droplets (microdroplets), which are generated by atomizing bulk water using nebulization without the
Maria Antonietta Casulli et al.
Small (Weinheim an der Bergstrasse, Germany), 16(44), e2003359-e2003359 (2020-10-10)
The aim of the present paper is to highlight a novel electrochemical assay for an extremely-selective detection of fructose thanks to the use of a supramolecular complex between β-cyclodextrins (β-CDs) and a chemically modified ferrocene with boronic acid named 4-Fc-PB/natural-β-CDs.
Rui Tang et al.
Journal of the American Chemical Society, 134(10), 4545-4548 (2012-03-01)
Modulation of the fluorescence lifetime (FLT) of CdTeSe/ZnS quantum dots (QDs) by near-IR (NIR) organic chromophores represents a new strategy for generating reproducible pH-sensing nanomaterials. The hybrid construct transfers the pH sensitivity of photolabile NIR cyanine dyes to highly emissive
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