4-Nitrophenylboronic Acid - CAS 24067-17-2
Catalog: |
BB018317 |
Product Name: |
4-Nitrophenylboronic Acid |
CAS: |
24067-17-2 |
Synonyms: |
(4-nitrophenyl)boronic acid; (4-nitrophenyl)boronic acid |
IUPAC Name: | (4-nitrophenyl)boronic acid |
Description: | 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. |
Molecular Weight: | 166.93 |
Molecular Formula: | C6H6NO4B |
Canonical SMILES: | B(C1=CC=C(C=C1)[N+](=O)[O-])(O)O |
InChI: | InChI=1S/C6H6BNO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,9-10H |
InChI Key: | NSFJAFZHYOAMHL-UHFFFAOYSA-N |
Boiling Point: | 373.7 °C at 760 mmHg |
Melting Point: | 285-290 °C (dec.) |
Flash Point: | Not applicable |
Purity: | ≥ 95.0 % |
Density: | 1.4 g/cm3 |
MDL: | MFCD00161360 |
LogP: | -0.20220 |
GHS Hazard Statement: | H302 (87.23%): Harmful if swallowed [Warning Acute toxicity, oral] |
Precautionary Statement: | P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
20594849 | 20100801 | Aryl boronic acid inhibition of synthetic melanin polymerization | Bioorganic & medicinal chemistry letters |
18983140 | 20081127 | Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase | Journal of medicinal chemistry |
14684290 | 20040105 | 3-Methoxycarbonyl-5-nitrophenyl boronic acid: high affinity diol recognition at neutral pH | Bioorganic & medicinal chemistry letters |
Complexity: | 161 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 167.0389878 |
Formal Charge: | 0 |
Heavy Atom Count: | 12 |
Hydrogen Bond Acceptor Count: | 4 |
Hydrogen Bond Donor Count: | 2 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 167.0389878 |
Rotatable Bond Count: | 1 |
Topological Polar Surface Area: | 86.3 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
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