2-Nitrophenylboronic Acid

Product Information

Molecular Formula:
C6H6NO4B
Molecular Weight:
166.93
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.
Synonyms
(2-nitrophenyl)boronic acid; (2-nitrophenyl)boronic acid
IUPAC Name
(2-nitrophenyl)boronic acid
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
LogP
-0.20220

Safety Information

Hazards
H302 - H315 - H319 - H335
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
169
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-113980026-A Carbazole derivative amine compound and organic electroluminescent device comprising same 2021-11-25
CN-114016060-A Synthetic method of phenolic compound 2021-11-23
CN-114057616-A Method for synthesizing N-substituted benzene sulfonamide compound 2021-11-12
CN-113929591-A Inhibitors with antiproliferative activity 2021-10-09
CN-113717181-A Host material, organic photoelectric device and display or lighting device 2021-09-27
CN-113817462-A Host material, organic photoelectric device and display or lighting device 2021-09-27
CN-113636975-A Boscalid hapten, preparation method thereof, antigen, antibody and application thereof 2021-08-12
CN-113321659-A Organic electroluminescent material and device thereof 2021-05-27
CN-113173879-A Preparation method of seven-element fused ring compound 2021-04-30
CN-113121584-A Heterocyclic compound and organic electroluminescent device comprising same 2021-03-30

Literatures

PMID Publication Date Title Journal
21967291 2011-11-09 Nitrophenylboronic acids as highly chemoselective probes to detect hydrogen peroxide in foods and agricultural products Journal of agricultural and food chemistry
20373314 2010-05-10 Boronic acid catalysis for mild and selective [3+2] dipolar cycloadditions to unsaturated carboxylic acids Chemistry (Weinheim an der Bergstrasse, Germany)
16935036 2006-12-05 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 2006-11-01 [Thieno[3,4-c]quinoline-4-yl-amines--synthesis and investigation of activity against malaria] Die Pharmazie
16649537 2006-04-01 [Thieno[3,2-c]quinoline-4-yl-amines--synthesis and investigation of activity against malaria] Die Pharmazie
14684290 2004-01-05 3-Methoxycarbonyl-5-nitrophenyl boronic acid: high affinity diol recognition at neutral pH Bioorganic & medicinal chemistry letters
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Related Products

Online Inquiry
  • Verification code
USA
  • International:
  • US & Canada (Toll free):
  • Email:
  • Fax:
UK
  • Email:
Copyright © 2024 BOC Sciences. All rights reserved.
Top
Inquiry Basket