2-Nitrophenylboronic Acid - CAS 5570-19-4
Catalog: |
BB029139 |
Product Name: |
2-Nitrophenylboronic Acid |
CAS: |
5570-19-4 |
Synonyms: |
(2-nitrophenyl)boronic acid; (2-nitrophenyl)boronic acid |
IUPAC Name: | (2-nitrophenyl)boronic acid |
Description: | 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. |
Molecular Weight: | 166.93 |
Molecular Formula: | C6H6NO4B |
Canonical SMILES: | B(C1=CC=CC=C1[N+](=O)[O-])(O)O |
InChI: | 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 |
Boiling Point: | 374.8 °C at 760 mmHg |
Melting Point: | 155-160 °C |
Flash Point: | Not applicable |
Purity: | 99 % |
Density: | 1.40 ± 0.1 g/mL (predicted) |
Appearance: | White powder |
MDL: | MFCD00161358 |
LogP: | -0.20220 |
GHS Hazard Statement: | H302 (89.36%): 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 |
Publication Number | Title | Priority Date |
CN-113321659-A | Organic electroluminescent material and device thereof | 20210527 |
CN-113121584-A | Heterocyclic compound and organic electroluminescent device comprising same | 20210330 |
KR-20210040895-A | Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof | 20210329 |
CN-113121571-A | Organic compound, electronic element containing organic compound and electronic device | 20210325 |
CN-113121553-A | Organic compound, electronic element containing organic compound and electronic device | 20210324 |
PMID | Publication Date | Title | Journal |
21967291 | 20111109 | Nitrophenylboronic acids as highly chemoselective probes to detect hydrogen peroxide in foods and agricultural products | Journal of agricultural and food chemistry |
20373314 | 20100510 | Boronic acid catalysis for mild and selective [3+2] dipolar cycloadditions to unsaturated carboxylic acids | Chemistry (Weinheim an der Bergstrasse, Germany) |
16935036 | 20061205 | Performances of a multidimensional on-line SPE-LC-ECD method for the determination of three major catecholamines in native human urine: validation, risk and uncertainty assessments | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences |
17152980 | 20061101 | [Thieno[3,4-c]quinoline-4-yl-amines--synthesis and investigation of activity against malaria] | Die Pharmazie |
16649537 | 20060401 | [Thieno[3,2-c]quinoline-4-yl-amines--synthesis and investigation of activity against malaria] | Die Pharmazie |
Complexity: | 169 |
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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