4-Nitrophenylboronic acid
ALDRICH/673854 - ≥95.0%
Synonym: 4-
CAS Number: 24067-17-2
Empirical Formula (Hill Notation): C6H6BNO4
Molecular Weight: 166.93
MDL Number: MFCD00161360
Linear Formula: (O2N)C6H4(B(OH)2)
Product Type: Chemical
assay | ≥95.0% |
form | solid |
InChI | 1S/C6H6BNO4/c9-7(10)5-1-3 |
InChI key | NSFJAFZHYOAMHL-UHFFFAOYSA |
mp | 285-290 °C (dec.) |
SMILES string | OB(O)c1ccc(cc1)[N+]([O-]) |
Application: | Reagent used for • Ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings • Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines • Diels-Alder or C-H activation reactions • Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulations • N-arylation of phenylurea using copper acetylacetonate catalyst • Environmentally benign one-pot synthesis through a double arylation process • Copper-mediated cyanations • copper-catalyzed arylations • Regioselective glycosylations • Suzuki couplings followed by arylations • X-ray absorption on rhodium-grafted hydrotalcite catalyst for heterogeneous 1,4-addition reaction of organoboron reagents to electron deficient olefins Reagent used in Preparation of • Combretastatin analogs as potential antitumor agents • Human immunodeficiency virus (HIV) protease inhibitors with antiviral activities against drug-resistant viruses |
Other Notes: | May contain varying amounts of anhydride |
Packaging: | 1, 5 g in glass bottle |
Symbol | GHS07 |
Signal word | Warning |
Hazard statements | H302 |
Hazard Codes | Xn |
Risk Statements | 22 |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
Purity | ≥95.0% |
mp | 285-290 °C (dec.) |
UNSPSC | 12352103 |