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2-(Bromomethyl)-4-nitrophenol

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Identification
Molecular formula
C7H6BrNO3
CAS number
2445-60-9
IUPAC name
2-(bromomethyl)-4-nitro-phenol
State
State

At room temperature, 2-(Bromomethyl)-4-nitrophenol is typically found as a solid, which may be further processed or synthetically modified for various chemical applications.

Melting point (Celsius)
89.00
Melting point (Kelvin)
362.15
Boiling point (Celsius)
370.20
Boiling point (Kelvin)
643.30
General information
Molecular weight
230.03g/mol
Molar mass
230.0460g/mol
Density
1.7423g/cm3
Appearence

2-(Bromomethyl)-4-nitrophenol appears as a crystalline solid. Its color ranges from light yellow to yellow, depending on the purity and specific configuration of the compound.

Comment on solubility

Solubility of 2-(bromomethyl)-4-nitro-phenol

The solubility of 2-(bromomethyl)-4-nitro-phenol can be characterized by several key factors that influence its behavior in various solvents. Understanding its solubility is crucial for applications in organic chemistry and material science.

General Solubility Characteristics:

  • Polarity: The presence of both a bromomethyl group and a nitro group contributes to the overall dipole moment of the molecule, affecting its interaction with polar solvents like water.
  • Hydrophobic Interactions: The aromatic structure exhibits hydrophobic properties, which can limit solubility in highly polar solvents.
  • Hydrogen Bonding: The -OH group in the phenolic structure can engage in hydrogen bonding, potentially enhancing solubility in certain polar solvents.

Solvent Compatibility:

It is essential to consider the following when assessing the solubility in various solvents:

  • Water: The solubility in water is expected to be low due to the competing hydrophobic nature of the aromatic system.
  • Organic Solvents: Solubility will likely be higher in organic solvents such as ethanol or acetone, where the molecular interactions can favor dissolution.
  • Aqueous Solutions: In some aqueous solutions, the presence of surfactants or co-solvents may enhance solubility.

In summary, the solubility of 2-(bromomethyl)-4-nitro-phenol is a complex interplay of its molecular structure and the nature of the solvent. Properly understanding these characteristics can lead to improved utilization in synthesis and analysis.

Interesting facts

Interesting Facts About 2-(Bromomethyl)-4-nitro-phenol

2-(Bromomethyl)-4-nitro-phenol is a fascinating organic compound that offers unique insights into both chemical reactivity and applications in various fields. Here are some notable aspects:

  • Structure and Reactivity: This compound features a phenolic hydroxyl group, a nitro group, and a bromomethyl group, which significantly influence its chemical behavior. The electron-withdrawing nitro group enhances the acidity of the hydroxyl group, rendering it a strong candidate for substitution reactions.
  • Applications in Synthesis: The presence of bromine makes 2-(Bromomethyl)-4-nitro-phenol an excellent precursor for the synthesis of more complex organic molecules. It is often used in the development of pharmaceuticals, agrochemicals, and dyes, showcasing its versatility in organic synthesis.
  • Biological Importance: Compounds containing both nitro and phenolic functional groups are of substantial interest in medicinal chemistry. They may exhibit biological activities such as antimicrobial and antifungal properties, paving the way for potential therapeutic applications.
  • Environmental Impact: Due to the presence of bromine and nitro groups, researchers are often keen to investigate the environmental stability and degradation pathways of this compound. Understanding its behavior in biological systems is crucial for assessing the ecological footprint of brominated and nitrated compounds.

Overall, 2-(Bromomethyl)-4-nitro-phenol exemplifies the intricate relationship between structure and function in organic chemistry. As a chemical scientist, studying its properties helps deepen our understanding of reactivity and facilitates the design of innovative materials with targeted functionalities.

Synonyms
772-33-8
2-HYDROXY-5-NITROBENZYL BROMIDE
2-(Bromomethyl)-4-nitrophenol
alpha-Bromo-4-nitro-o-cresol
Phenol, 2-(bromomethyl)-4-nitro-
Koshland's Reagent I
DS4XZE4Z7T
.alpha.-Bromo-4-nitro-o-cresol
EINECS 212-248-9
NSC 89704
NSC-89704
KOSHLAND REAGENT 1
DTXSID9061124
Koshland Reagent I
Koshland Reagent
Koshlands Reagent
Reagent, Koshland
Reagent, Koshlands
Koshlands Reagent I
Reagent I, Koshland's
DTXCID5047956
2 Hydroxy 5 nitrobenzyl Bromide
inchi=1/c7h6brno3/c8-4-5-3-6(9(11)12)1-2-7(5)10/h1-3,10h,4h
kfdpcyzhenqobv-uhfffaoysa-n
2-Bromomethyl-4-nitrophenol
o-Cresol, .alpha.-bromo-4-nitro-
a-Bromo-4-nitro-o-cresol
2-hydroxy-5-nitrobenzylbromide
2-(bromomethyl)-4-nitro-phenol
o-Cresol, alpha-bromo-4-nitro-
Koshland's Reagent
MFCD00007340
UNII-DS4XZE4Z7T
-bromo-4-nitro-o-cresol
SCHEMBL131912
2-(Bromomethyl)-4-nitrophenol #
NSC89704
AKOS015890829
2-Hydroxy-5-nitrobenzyl bromide, 90%
BS-43979
H0601
NS00037894
D90916
EN300-1913009