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Sigma-Aldrich

2,6-Difluoro-4-methoxyphenylboronic acid

≥95%

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About This Item

Empirical Formula (Hill Notation):
C7H7BF2O3
CAS Number:
Molecular Weight:
187.94
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Assay

≥95%

form

solid

mp

125-130 °C (lit.)

SMILES string

COc1cc(F)c(B(O)O)c(F)c1

InChI

1S/C7H7BF2O3/c1-13-4-2-5(9)7(8(11)12)6(10)3-4/h2-3,11-12H,1H3

InChI key

WVSZSFADEBGONQ-UHFFFAOYSA-N

Application

2,6-Difluoro-4-methoxyphenylboronic acid can be used:
  • To prepare a ligand N4Py2Ar2, which in turn is used to synthesize a Fe complex, employed in aromatic C−F hydroxylation reactions.
  • As a substrate in the study of copper-catalyzed trifluoromethylthiolation of boronic acids.
  • As a substrate in the preparation of a thio xylopyranoside as a potent antithrombotic agent.

Reactant involved in Suzuki and Stille coupling reactions for synthesis of antithrombotic drugs

Other Notes

Contains varying amounts of anhydride

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Aromatic C-F Hydroxylation by Nonheme Iron (IV)-Oxo Complexes: Structural, Spectroscopic, and Mechanistic Investigations
Sahu S, et al.
Journal of the American Chemical Society, 138(39), 12791-12802 (2016)
Mild and soft catalyzed trifluoromethylthiolation of boronic acids: the crucial role of water
Glenadel Q, et al.
Chemistry?A European Journal , 21(42), 14694-14698 (2015)
Palladium-catalyzed C-C coupling: efficient preparation of new 5-thio-beta-d-xylopyranosides as oral venous antithrombotic drugs
Bondoux M, et al.
Tetrahedron Letters, 50(27), 3872-3876 (2009)

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