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512834

Sigma-Aldrich

3-(Hydroxymethyl)phenylboronic acid

≥95%

Synonym(s):
3-Hydroxymethylbenzeneboronic acid
Linear Formula:
HOCH2C6H4B(OH)2
CAS Number:
Molecular Weight:
151.96
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95%

mp

95-99 °C (lit.)

SMILES string

OCc1cccc(c1)B(O)O

InChI

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

InChI key

HGTDLKXUWVKLQX-UHFFFAOYSA-N

Application

Reactant involved in:
  • Copper-mediated trifluoromethylation
  • Copper-catalyzed transformations from arylboronic acids in water
  • Mitsunobu, Suzuki, and amidation reactions with hydroxyphenylamino bromopyrazinecarboxylate

Reactant involved in the synthesis of biologically active molecules including:
  • Mycobacterium tuberculosis H37Rv chorismate mutase inhibitors via Suzuki coupling reactions
  • HIV protease inhibitors with antiviral activity against drug-resistant viruses
  • Pyrrole derivatives for use as PDE4B inhibitors

Packaging

1, 10 g in glass bottle

Other Notes

Contains varying amounts of anhydride

Storage Class Code

13 - Non 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

Certificate of Analysis

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Certificate of Origin

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