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Sigma-Aldrich

4-(Hydroxymethyl)phenylboronic acid

≥95%

Synonym(s):

α-Hydroxy-p-tolueneboronic acid, 4-Hydroxymethylbenzeneboronic acid

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About This Item

Linear Formula:
HOCH2C6H4B(OH)2
CAS Number:
Molecular Weight:
151.96
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Assay

≥95%

mp

251-256 °C (lit.)

SMILES string

OCc1ccc(cc1)B(O)O

InChI

1S/C7H9BO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,9-11H,5H2

InChI key

PZRPBPMLSSNFOM-UHFFFAOYSA-N

Application

Reactant involved in the synthesis of biologically active compounds including:
  • Imidazo[4,5-b]pyrazin-2-ones for use as mTOR kinase inhibitors
  • Human immunodificiency virus protease inhibitors with activity against resistant viruses

Reactant involved in:
  • Suzuki coupling reactions
  • Copper-catalyzed transformation from arylboronic acids in water

Involved in the synthesis of polyurethane containing spindle-type chromophores

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Tetrahedron Asymmetry, 14, 3435-3446 (2003)

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