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512834

Sigma-Aldrich

3-(Hydroxymethyl)phenylboronic acid

≥95%

Synonym(s):

3-Hydroxymethylbenzeneboronic acid

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About This Item

Linear Formula:
HOCH2C6H4B(OH)2
CAS Number:
87199-15-3
Molecular Weight:
151.96
MDL number:
MFCD01317846
UNSPSC Code:
12352103
PubChem Substance ID:
24873658
NACRES:
NA.22

Quality Level

100

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

Other Notes

Contains varying amounts of anhydride

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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