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673862

2-Nitrophenylboronic acid

≥95%

Synonym(s):

o-Nitrobenzeneboronic acid

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About This Item

Linear Formula:
(O2N)C6H4(B(OH)2)
CAS Number:
5570-19-4
Molecular Weight:
166.93
NACRES:
NA.22
PubChem Substance ID:
24885182
UNSPSC Code:
12352103
MDL number:
MFCD00161358
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assay

≥95%

form

powder

mp

155-160 °C

functional group

nitro

SMILES string

OB(O)c1ccccc1[N+]([O-])=O

InChI

1S/C6H6BNO4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4,9-10H

InChI key

SFUIGUOONHIVLG-UHFFFAOYSA-N

Application

Boronic acid catalyst used for:
  • Mild and selective dipolar cycloadditions of unsaturated carboxylic acids with azides
  • Transposition of allylic alcohols and Meyer-Schuster rearrangements

Reactant involved in:
  • Suzuki-Miyaura cross-coupling reactions with aryl halides or nitroarenediazonium tetrafluoroborates
  • Copper-catalyzed halogenation
  • Oxidative arylation of aminopyrazolyl disulfides
Used in a preparation of unsymmetrical 2,2′-dinitrobiphenyls via Suzuki-Miyaura cross-coupling with nitrophenyl halides.

Other Notes

May contain varying amounts of anhydride

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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