673862

2-Nitrophenylboronic acid

≥95%

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

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves