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417599

Sigma-Aldrich

4-Methoxyphenylboronic acid

≥95.0%

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Synonym(s):
(4-Methoxyphenyl)boric acid, (p-Methoxyphenyl)boronic acid, 4-Anisylboronic acid, 4-Methoxybenzeneboronic acid, p-Anisylboronic acid, p-Methoxybenzeneboronic acid
Linear Formula:
CH3OC6H4B(OH)2
CAS Number:
Molecular Weight:
151.96
Beilstein/REAXYS Number:
2936912
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0%

form

powder

mp

204-206 °C (lit.)

SMILES string

COc1ccc(cc1)B(O)O

InChI

1S/C7H9BO3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3

InChI key

VOAAEKKFGLPLLU-UHFFFAOYSA-N

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1 of 4

This Item
B75956445231480053
vibrant-m

417599

4-Methoxyphenylboronic acid

vibrant-m

B75956

4-Bromophenylboronic acid

vibrant-m

445231

2-Methoxyphenylboronic acid

vibrant-m

480053

4-tert-Butylphenylboronic acid

mp

204-206 °C (lit.)

mp

284-288 °C (lit.)

mp

105-110 °C (lit.)

mp

191-196 °C (lit.)

form

powder

form

crystals

form

solid

form

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

Application

Reagent used for
  • Suzuki-Miyaura cross-coupling reactions
  • Pd-catalyzed direct arylation
  • Highly effective synthesis using palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water
  • Palladium-catalyzed stereoselective Heck-type reaction
  • Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence
  • Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides
  • Ruthenium catalyzed direct arylation
  • Rh-catalyzed asymmetric conjugate addition
  • Ligand-free copper-catalyzed coupling

Reagent used in Preparation of
  • Palladium(II) thiocarboxamide complexes as Suzuki coupling catalyst
  • Push-pull arylvinyldiazine chromophores with photophysical properties

Other Notes

Contains varying amounts of anhydride

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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