4-Nitrophenylboronic Acid
Product Information
Molecular Formula
C6H6NO4B
Molecular Weight
166.93
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.
Synonyms
(4-nitrophenyl)boronic acid; (4-nitrophenyl)boronic acid
IUPAC Name
(4-nitrophenyl)boronic acid
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
LogP
-0.20220
Safety Information
Hazards
H302
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
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Exact Mass
167.0389878 g/mol
Monoisotopic Mass
167.0389878 g/mol
Topological Polar Surface Area
86.3Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
161
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114016060-A | Synthetic method of phenolic compound | 2021-11-23 |
| CN-113929635-A | 1, 6-diphenyl-1H-benzo [ d ] [1,2,3] triazole compound and preparation method and application thereof | 2021-11-09 |
| CN-113845515-A | Aromatic heterocyclic structure-containing dimethyl biphenyl diaryl pyrimidine derivative and preparation method and application thereof | 2021-09-03 |
| CN-113045755-A | Alignment film material, liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element | 2021-03-19 |
| CN-113004519-B | Aggregation-induced luminescence electro-active polyamic acid polymer, nanofiber detection test strip and application thereof | 2021-03-08 |
| CN-112851701-A | Anthracene-based mechanoluminescence organic material and preparation method and application thereof | 2021-01-11 |
| CN-112898198-A | Nitrogen-containing aromatic heterocyclic nitro compound and preparation method and application thereof | 2020-12-24 |
| CN-112574216-A | Compound, preparation method thereof and application thereof in preparing anti-cancer drugs | 2020-12-16 |
| CN-112574216-B | Compound, preparation method thereof and application thereof in preparing anti-cancer drugs | 2020-12-16 |
| CN-112138719-A | Preparation method and application of layered graphene oxide composite film supported palladium catalyst | 2020-09-15 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 20594849 | 2010-08-01 | Aryl boronic acid inhibition of synthetic melanin polymerization | Bioorganic & medicinal chemistry letters |
| 18983140 | 2008-11-27 | Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase | Journal of medicinal chemistry |
| 14684290 | 2004-01-05 | 3-Methoxycarbonyl-5-nitrophenyl boronic acid: high affinity diol recognition at neutral pH | Bioorganic & medicinal chemistry letters |
