3-Carboxy-5-nitrophenylboronic Acid
Product Information
Molecular Formula
C7H6NO6B
Molecular Weight
210.94
Description
3-Carboxy-5-nitrophenylboronic acid can be used as a reactant to prepare: Biaryl derivatives via Suzuki-Miyaura cross-coupling with aryl and heteroaryl halides via the formation of a C-C bond ; 3-Chloro-5-nitrobenzoic acid via copper-catalyzed chlorination reaction; Aryl-clonazepam derivatives by palladium-catalyzed Suzuki Cross-coupling reaction with clonazepam in the presence of Pd as a catalyst. Reactant for: Copper-catalyzed chlorination ; Parallel solid-phase synthesis of azabicyclooctylidenemethylbenzamides as μ- and d-opioid agonists. Used for: Immobilization of glucose oxidase and acetylcholinesterase on boronic acid-activated silica surfaces.
Synonyms
3-borono-5-nitrobenzoic acid; 3-borono-5-nitrobenzoic acid
IUPAC Name
3-borono-5-nitrobenzoic acid
SMILES
B(C1=CC(=CC(=C1)[N+](=O)[O-])C(=O)O)(O)O
InChI
InChI=1S/C7H6BNO6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3,12-13H,(H,10,11)
InChI Key
WNIFCLWDGNHGMX-UHFFFAOYSA-N
Boiling Point
502.6 °C at 760 mmHg
Melting Point
248-252 °C
Flash Point
Not applicable
Density
1.62 g/cm3
LogP
-0.50400
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
2
Exact Mass
211.0288171 g/mol
Monoisotopic Mass
211.0288171 g/mol
Topological Polar Surface Area
124Ų
Heavy Atom Count
15
Formal Charge
0
Complexity
265
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-114081953-A | Prodrug dendrimer nano-carrier and preparation method and application thereof | 2021-10-19 |
| CN-112679535-A | Small molecule PAD4 inhibitor and preparation method and application thereof | 2021-01-06 |
| WO-2021202802-A1 | Conjugates for selective responsiveness to vicinal diols | 2020-03-31 |
| CN-111171721-A | Ceramizable ablation-resistant coating and preparation method thereof | 2020-01-22 |
| CN-111171721-B | Ceramizable ablation-resistant coating and preparation method thereof | 2020-01-22 |
| CN-111146496-A | Polymer electrolyte and lithium ion battery containing same | 2019-12-23 |
| CN-111146496-B | Polymer electrolyte and lithium ion battery containing same | 2019-12-23 |
| WO-2021126970-A1 | Sequential targeting in crosslinking nano-theranostics for treating brain tumors | 2019-12-17 |
| WO-2021126989-A1 | Two-way magnetic resonance tuning nanoprobe enhanced subtraction imaging | 2019-12-17 |
| US-2021170049-A1 | Methods and compositions for synthesis of therapeutic nanoparticles | 2019-12-04 |
