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591130

Sigma-Aldrich

3-Methoxycarbonylphenylboronic acid

Synonym(s):

Methyl 3-boronobenzoate

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About This Item

Linear Formula:
CH3O2CC6H4B(OH)2
CAS Number:
99769-19-4
Molecular Weight:
179.97
MDL number:
MFCD02093046
UNSPSC Code:
12352103
PubChem Substance ID:
24881314
NACRES:
NA.22

mp

205-208 °C (lit.)

Quality Level

100

SMILES string

COC(=O)c1cccc(c1)B(O)O

InChI

1S/C8H9BO4/c1-13-8(10)6-3-2-4-7(5-6)9(11)12/h2-5,11-12H,1H3

InChI key

ALTLCJHSJMGSLT-UHFFFAOYSA-N

Application

Reactant involved in:
  • Suzuki-Miyaura cross-coupling
  • Iterative cross-coupling of boronate building blocks
  • Cross-coupling with aryl / alkenyl sulfonates
  • Synthesis of symmetrical biaryls via CuCl catalyzed homocoupling
  • Trifluoromethylation
  • Cyanation

Other Notes

Contains varying amounts of anhydride

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ0374
MKCD8546
MKBS3824V
MKBR6492V
MKBL3457V

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Zhichun Shi et al.
Polymers, 11(11) (2019-11-27)
Four kinds of newly synthesized achiral phenylacetylenes bearing a phenylhydrogalvinoxyl residue at 4-position were polymerized by using a chiral rhodium catalyst system, [Rh(nbd)B(C6H5)4] or [Rh(nbd)Cl]2 catalysts in the presence of chiral (R)-(+)- or (S)-(-)-1-phenylethylamine ((R)- or (S)-PEA) cocatalysts. Poly(m-HGDHPA) and

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