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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.)

functional group

hydroxyl

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP5699
MKCC7055
MKBR5606V
MKBR1639V
MKBP5001V

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