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(3-nitrophenyl)boronic acid

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Identification
Molecular formula
C6H6BNO4
CAS number
133730-24-8
IUPAC name
(3-nitrophenyl)boronic acid
State
State
At room temperature, (3-nitrophenyl)boronic acid is a solid.
Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
460.00
Boiling point (Kelvin)
733.15
General information
Molecular weight
168.96g/mol
Molar mass
168.9600g/mol
Density
1.4680g/cm3
Appearence

(3-Nitrophenyl)boronic acid typically appears as a white to light brown solid powder. It may have a crystalline structure depending on the purity and method of preparation.

Comment on solubility

Solubility of (3-nitrophenyl)boronic acid

(3-nitrophenyl)boronic acid, with the chemical formula C6H6BNO4, exhibits some unique solubility characteristics that are essential for its applications in organic synthesis and medicinal chemistry.

This compound is generally soluble in a variety of solvents, which can impact its use in different chemical reactions:

  • Polar solvents: (3-nitrophenyl)boronic acid is soluble in polar solvents such as water and methanol. This solubility is largely attributed to its ability to form hydrogen bonds and interact favorably with the solvent molecules.
  • Non-polar solvents: In contrast, its solubility in non-polar solvents like hexane is quite limited due to the hydrophilic nature of the boronic acid group, making it less favorable for interactions with such solvents.
  • Aqueous solutions: Interestingly, the solubility of (3-nitrophenyl)boronic acid in water can be affected by pH levels, and it is more soluble in slightly alkaline conditions.

To sum up, the solubility profile of (3-nitrophenyl)boronic acid emphasizes its versatility:

"A soluble compound is a powerful tool in the chemist's toolkit, enabling efficient reactions and product isolation."

Understanding the solubility of this compound allows for better planning in laboratory settings and enhances its effectiveness in various applications.

Interesting facts

Interesting Facts about (3-Nitrophenyl)boronic Acid

(3-Nitrophenyl)boronic acid is a fascinating compound that plays a critical role in various fields of chemistry, especially in organic synthesis and medicinal chemistry. Here are some noteworthy aspects:

  • Building Block in Organic Synthesis: This compound serves as a versatile building block for synthesizing more complex molecular structures, particularly in the field of drug discovery. Its boronic acid functionality allows for the formation of stable boronate esters, facilitating further chemical transformations.
  • Applications in Biomaterials: (3-Nitrophenyl)boronic acid is utilized in the development of bioresponsive materials. For instance, it can be part of drug delivery systems that respond to specific biological triggers, showcasing its importance in targeted therapy.
  • Covalent Labeling: Its reactivity with diols allows (3-nitrophenyl)boronic acid to be employed in covalent labeling techniques, which are essential for studying biological interactions. This enables researchers to investigate molecular pathways and interactions in living organisms.
  • Role in Diagnostics: The compound can also be part of optical sensing systems. The unique properties of the nitrophenyl group make it useful for developing sensors that detect specific biomolecules, enhancing diagnostic capabilities.
  • Research Applications: Due to its multi-functionality, (3-nitrophenyl)boronic acid is often used in academic research to explore new synthetic routes and mechanisms, providing valuable insights into chemical behavior and interaction.

As one scientist noted, “The integration of boronic acids in synthetic methodology has revolutionized the approaches we take in organic synthesis.” The properties of (3-nitrophenyl)boronic acid exemplify this revolution, making it a compound of great interest in both research and practical applications.

Synonyms
3-nitrophenylboronic acid
13331-27-6
3-Nitrobenzeneboronic acid
(3-nitrophenyl)boronic acid
m-Nitrophenylboronic acid
Boronic acid, (3-nitrophenyl)-
m-Nitrobenzeneboronic acid
Boronic acid, B-(3-nitrophenyl)-
Benzeneboronic acid, m-nitro-
3-Nitrophenyl boronic acid
JLC765W4PN
MFCD00007193
NSC 59739
BRN 2938638
AI3-60393
m-nitophenyl boronic acid
NSC-59739
NSC-401539
Meta-nitrobenzeneboronic acid
CHEMBL20945
DTXSID2065416
WLN: WNR CBQQ
3-nitro-phenyl boronic acid
3-Nitrophenylboronicacid
3-nitropenyl boronic acid
m-nitrophenyl boronic acid
3(nitrophenyl)boronic acid
3-nitro-phenylboronic acid
3-nitrophenyl-boronic acid
UNII-JLC765W4PN
meta-nitrophenylboronic acid
3-nitrobenzene boronic acid
3-nitrobenzene-boronic acid
3-Nitro phenyl boronic acid
3-nitro benzene boronic acid
(3-nitrophenyl)-boronic acid
SCHEMBL127723
dihydroxy(3-nitrophenyl)borane
DTXCID0034144
SCHEMBL14071499
3-Nitro-phenyl-1-dihydroxyborane
ALBB-006120
BCP18407
NSC59739
3-Nitrophenylboronic acid, >=97%
BBL104406
BDBM50067887
NSC401539
STK503722
AKOS000265274
AB00854
AC-5363
AS-2715
CS-W007413
DB02797
HY-W007413
NCGC00092010-01
NCGC00092010-02
PD007633
SY015120
DB-025024
N0563
NS00024278
EN300-54327
Q27093741
F0001-0442
Z808609458
3-Nitrophenylboronic acid(contains varying amounts of Anhydride)
603-734-5