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24067-17-2 molecular structure
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(4-nitrophenyl)boronic acid

ChemBase ID: 64737
Molecular Formular: C6H6BNO4
Molecular Mass: 166.92714
Monoisotopic Mass: 167.03898808
SMILES and InChIs

SMILES:
[N+](=O)(c1ccc(B(O)O)cc1)[O-]
Canonical SMILES:
OB(c1ccc(cc1)[N+](=O)[O-])O
InChI:
InChI=1S/C6H6BNO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,9-10H
InChIKey:
NSFJAFZHYOAMHL-UHFFFAOYSA-N

Cite this record

CBID:64737 http://www.chembase.cn/molecule-64737.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(4-nitrophenyl)boronic acid
IUPAC Traditional name
4-nitrophenylboronic acid
Synonyms
4-Nitrophenylboronic acid
4-Borononitrobenzene
4-Nitrobenzeneboronic acid
4-Nitrobenzeneboronic acid
p-Nitrophenylboronic acid
p-nitro-benzeneboronic acid
4-Nitrophenylboronic acid
4-Nitrophenylboronic acid
4-Nitrobenzeneboronic acid
4-硝基苯硼酸
CAS Number
24067-17-2
MDL Number
MFCD00161360
PubChem SID
24885181
162030476
PubChem CID
2773552

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.378958  H Acceptors
H Donor LogD (pH = 5.5) 1.5928296 
LogD (pH = 7.4) 1.5502713  Log P 1.5934 
Molar Refractivity 36.924 cm3 Polarizability 15.466752 Å3
Polar Surface Area 83.6 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
285-290 °C (dec.) expand Show data source
285-290(dec.)°C expand Show data source
ca 285°C dec. expand Show data source
Storage Warning
Harmful/Irritant/Keep Cold/Store under Argon expand Show data source
IRRITANT expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22 expand Show data source
36/37/38 expand Show data source
Safety Statements
26-37 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302 expand Show data source
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
≥95.0% expand Show data source
95% expand Show data source
95+% expand Show data source
98% expand Show data source
Linear Formula
(O2N)C6H4(B(OH)2) expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 673854 external link
Other Notes
May contain varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reagent used for
• Ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings1
• Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines2
• Diels-Alder or C-H activation reactions3
• Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulations4
• N-arylation of phenylurea using copper acetylacetonate catalyst5
• Environmentally benign one-pot synthesis through a double arylation process6
• Copper-mediated cyanations7
• copper-catalyzed arylations8
• Regioselective glycosylations9
• Suzuki couplings followed by arylations10
• X-ray absorption on rhodium-grafted hydrotalcite catalyst for heterogeneous 1,4-addition reaction of organoboron reagents to electron deficient olefins11 Reagent used in Preparation of
• Combretastatin analogs as potential antitumor agents12
• Human immunodeficiency virus (HIV) protease inhibitors with antiviral activities against drug-resistant viruses13

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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