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518980

Sigma-Aldrich

trans-2-(4-Methoxyphenyl)vinylboronic acid

≥95%

Synonym(s):

[(E)-2-(4-Methoxyphenyl)ethenyl]boronic acid

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About This Item

Linear Formula:
CH3OC6H4CH=CHB(OH)2
CAS Number:
Molecular Weight:
177.99
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

assay

≥95%

mp

140-144 °C

SMILES string

COc1ccc(\C=C\B(O)O)cc1

InChI

1S/C9H11BO3/c1-13-9-4-2-8(3-5-9)6-7-10(11)12/h2-7,11-12H,1H3/b7-6+

InChI key

LGSBCAPDUJYMOQ-VOTSOKGWSA-N

Application

Reactant involved in:
  • Enantioselective conjugate addition reactions with indole-appended enones
  • Liebeskind-Srogl cross-coupling reactions
  • Petasis asymmetric dihydroxylation for synthesis of (dihydroxy)homotyrosines
  • Copper-catalyzed trifluoromethylation
  • Asymmetric Michael addition with hydroxycinnamaldehydes
  • Cobalt-catalyzed coupling for synthesis of phenylbutenylheteroarenes

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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