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Bromoxynil

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Identification
Molecular formula
C11H8BrNO3
CAS number
1689-84-5
IUPAC name
4-bromo-3-hydroxy-naphthalene-2-carboxylic acid
State
State

At room temperature, Bromoxynil is typically a solid.

Melting point (Celsius)
194.00
Melting point (Kelvin)
467.15
Boiling point (Celsius)
491.12
Boiling point (Kelvin)
764.27
General information
Molecular weight
308.09g/mol
Molar mass
308.0530g/mol
Density
2.0000g/cm3
Appearence

Bromoxynil appears as white to tan solid, usually provided in the form of crystals or powder. It is less volatile and has a relatively stable appearance under standard conditions.

Comment on solubility

Solubility of 4-bromo-3-hydroxy-naphthalene-2-carboxylic acid

4-bromo-3-hydroxy-naphthalene-2-carboxylic acid, also known as a naphthol derivative, exhibits intriguing solubility characteristics due to its structural features. This compound is generally considered to be:

  • Moderately soluble in organic solvents such as ethanol and methanol.
  • Less soluble in nonpolar solvents like hexane or toluene, owing to its polar functional groups.
  • Poorly soluble in water, primarily because of the hydrophobic naphthalene ring which limits its interaction with polar solvent molecules.

The solubility behavior of this compound can be greatly influenced by:

  • The presence of functional groups such as hydroxyl (-OH) and carboxylic acid (-COOH), which enhance hydrogen bonding with polar solvents.
  • Temperature, where increased heat often enhances solubility for many organic compounds.
  • pH levels, particularly as the carboxylic acid group can lose a proton, impacting the overall polarity and solubility in water.

In summary, while 4-bromo-3-hydroxy-naphthalene-2-carboxylic acid has some solubility in polar organic solvents, its overall solubility in water is significantly limited due to its hydrophobic characteristics. As a rule of thumb, when dealing with organic compounds, one might say, “Like dissolves like,” signifying that polar solutes are likely to dissolve in polar solvents, and vice versa. Understanding these properties is crucial for applications in chemical synthesis and formulation.

Interesting facts

Interesting Facts about 4-Bromo-3-Hydroxy-Naphthalene-2-Carboxylic Acid

4-Bromo-3-hydroxy-naphthalene-2-carboxylic acid is a fascinating compound that exhibits notable chemical properties and potential applications. Here are some interesting points to consider:

  • Structure and Functionality: This compound features a complex naphthalene backbone, which consists of two fused aromatic rings. The presence of both a carboxylic acid and a hydroxy group contributes to its acidic and phenolic characteristics.
  • Importance in Organic Synthesis: The unique structure of 4-bromo-3-hydroxy-naphthalene-2-carboxylic acid makes it a valuable intermediate in organic synthesis. It can be utilized in the creation of various compounds, including pharmaceuticals and agrochemicals.
  • Potential Biological Activities: Compounds similar to 4-bromo-3-hydroxy-naphthalene-2-carboxylic acid have been studied for their potential biological activities, including antimicrobial and anti-inflammatory properties. This opens up exciting avenues for research in medicinal chemistry.
  • Utilization in Dyes and Pigments: The naphthalene structure allows this compound to be employed in the production of dyes and pigments, which are pivotal in various industries, including textiles and plastics.

As stated by many chemists, "The beauty of organic chemistry lies in transforming simple structures into complex ones with profound implications."
Thus, 4-bromo-3-hydroxy-naphthalene-2-carboxylic acid stands as a representative of this philosophy, bridging the gap between fundamental organic chemistry and practical applications.

Synonyms
4-Bromo-3-hydroxy-2-naphthoic acid
DTXSID80176575
EINECS 218-632-2
NSC 53065
DTXCID1099066
218-632-2
2208-15-3
4-bromo-3-hydroxynaphthalene-2-carboxylic acid
MFCD00094166
4-bromo-3-hydroxy-naphthalene-2-carboxylic acid
4-bromo-3-hydroxy-2-naphthoicacid
NSC53065
SCHEMBL569691
SCHEMBL30943793
1-bromo-2-hydroxy-3-naphthoic acid
NSC-53065
STL509280
AKOS009278961
AC-27915
AS-61810
SY053571
DB-253125
DS-005293
B3229
CS-0449707
NS00027052
4-Bromo-3-hydroxy-2-naphthalenecarboxylicacid
2-Naphthalenecarboxylicacid,4-bromo-3-hydroxy-
T70581
3-hydroxy-4-bromo-2-naphthalene carboxylic acid