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2,6-Dibromo-4-chlorophenol

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Identification
Molecular formula
C6H3Br2ClO
CAS number
25167-81-9
IUPAC name
2,6-dibromo-4-chloro-phenol
State
State

At room temperature, 2,6-Dibromo-4-chlorophenol is typically found in a solid crystalline state.

Melting point (Celsius)
92.00
Melting point (Kelvin)
365.00
Boiling point (Celsius)
335.00
Boiling point (Kelvin)
608.00
General information
Molecular weight
285.34g/mol
Molar mass
285.3440g/mol
Density
2.3000g/cm3
Appearence

2,6-Dibromo-4-chlorophenol appears as a solid with potential variations in color ranging from white to light-yellow crystalline powder. It may also have a characteristic phenolic odor.

Comment on solubility

Solubility of 2,6-dibromo-4-chloro-phenol

2,6-dibromo-4-chloro-phenol, with the chemical formula C6H3Br2ClO, displays some interesting characteristics when it comes to solubility.

Solubility Profile

This compound is primarily characterized by:

  • Moderate Solubility in Organic Solvents: It tends to dissolve well in organic solvents such as ethanol, acetone, and dichloromethane. This is due to its non-polar aromatic structure which allows it to interact favorably with non-polar solvents.
  • Poor Solubility in Water: 2,6-dibromo-4-chloro-phenol exhibits low solubility in water. The presence of halogen atoms (bromine and chlorine) introduces significant hydrophobicity, hindering interactions with water molecules.
  • pH Dependence: The solubility can be influenced by the pH of the solution. In more alkaline conditions, there may be some increased solubility due to deprotonation.

Factors Influencing Solubility

When considering solubility, several factors come into play:

  • Temperature: As with many organic compounds, increased temperature often leads to enhanced solubility.
  • Molecular Structure: The presence of multiple bromine and chlorine substituents affects the overall polarity and, consequently, the solubility behavior.
  • Intermolecular Forces: Hydrogen bonding can significantly impact the solubility of the compound in various solvents.

In summary, while 2,6-dibromo-4-chloro-phenol may not find a large audience in aqueous solutions, its solubility in organic solvents opens a variety of applications in organic chemistry and material science. Its unique molecular structure plays a critical role in determining its solubility profile.

Interesting facts

Interesting Facts About 2,6-Dibromo-4-chloro-phenol

2,6-Dibromo-4-chloro-phenol is a fascinating compound that belongs to the class of halogenated phenols, showcasing the intricate relationships between chemical structure and biological activity. This compound is recognized for its implications in various fields, including:

  • Pesticide Development: Its derivatives are often utilized in the formulation of modern pesticides, highlighting its significance in agricultural practices.
  • Antimicrobial Properties: The bactericidal and fungicidal activity of 2,6-dibromo-4-chloro-phenol makes it an important compound in the study of antimicrobial agents.
  • Environmental Considerations: As a halogenated compound, it raises discussions around environmental impact and toxicity, leading to research on sustainable alternatives and degradation pathways.
  • Analytical Chemistry: It serves as a key reference compound in analytical methodologies, aiding in the detection of other organic contaminants.

Historical Significance

This chemical compound does not merely exist in laboratories; it has a historical context in the development of antiseptics. Its structural analogs have been studied since the early 20th century for their medicinal properties. In fact, the discovery of halogenated phenols has paved the way for numerous applications in pharmaceuticals and chemical synthesis.

Modern Research Interests

Current studies focus on:

  • The mechanisms of action of brominated and chlorinated phenols on microbial cells.
  • Environmental persistence and its implications on ecosystems.
  • Structural modifications to enhance biological efficacy while minimizing toxicity.

As researchers continue to explore 2,6-dibromo-4-chloro-phenol, it remains a prime example of how a single compound can hold vast potential and implications across several scientific domains, reminding us of the intricate balance between utility and safety in chemical application.

Synonyms
2,6-DIBROMO-4-CHLOROPHENOL
814-185-8
5324-13-0
4-Chloro-2,6-dibromophenol
Phenol, 2,6-dibromo-4-chloro-
NSC-2863
C6H3Br2ClO
NSC2863
NSC 2863
MFCD00029751
Phenol, 2,6-dibromo-4-chloro- (8CI)(9CI)
P4TC5SH22G
Phenol,6-dibromo-4-chloro-
SCHEMBL7119646
DTXSID40201332
2 pound not6-Dibromo-4-chlorophenol
AKOS015834869
AC-1525
DS-3589
CS-0140472
EN300-1265459
F0346-4985