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3,5-Dichloro-4-hydroxybenzoic acid

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Identification
Molecular formula
C7H4Cl2O3
CAS number
51-54-0
IUPAC name
3,5-dichloro-4-hydroxy-benzoic acid
State
State

At room temperature, 3,5-dichloro-4-hydroxybenzoic acid is a solid.

Melting point (Celsius)
204.00
Melting point (Kelvin)
477.15
Boiling point (Celsius)
525.50
Boiling point (Kelvin)
798.65
General information
Molecular weight
221.01g/mol
Molar mass
221.0120g/mol
Density
1.2380g/cm3
Appearence

3,5-Dichloro-4-hydroxybenzoic acid typically appears as a white to slightly off-white crystalline powder. It is commonly used in research and industrial applications due to its specific chemical properties.

Comment on solubility

Solubility of 3,5-Dichloro-4-hydroxy-benzoic Acid

3,5-Dichloro-4-hydroxy-benzoic acid, also known as diclofenac acid, exhibits intriguing solubility characteristics that can be influenced by a variety of factors. As a carboxylic acid, its solubility behavior can be categorized as follows:

  • Polar Solvents: This compound demonstrates good solubility in polar solvents such as water and methanol. The hydroxyl (-OH) group provides hydrogen bonding capabilities that enhance its solubility in these solvents.
  • Non-Polar Solvents: In contrast, 3,5-dichloro-4-hydroxy-benzoic acid shows limited solubility in non-polar solvents like hexane and toluene. Its aromatic structure and chlorine substituents contribute to its hydrophilicity, making it less favorable for dissolution in non-polar environments.
  • pH Dependence: The acidity of the compound plays a crucial role in solubility. At lower pH levels, the carboxylic acid group remains protonated, potentially decreasing its solubility compared to when in a more basic environment, where it can exist in its deprotonated form.

In summary, the solubility of 3,5-dichloro-4-hydroxy-benzoic acid is notably influenced by solvent polarity and pH levels. Understanding these properties is essential for applications in pharmaceuticals and other chemical processes.

Interesting facts

Interesting Facts about 3,5-Dichloro-4-hydroxy-benzoic Acid

3,5-Dichloro-4-hydroxy-benzoic acid, often abbreviated as DCB, is a fascinating organic compound with a variety of notable features related to its structure and applications:

  • Structure: This compound is a derivative of benzoic acid, characterized by the presence of –OH (hydroxyl) and two –Cl (chlorine) substituents at the 3 and 5 positions. This unique arrangement contributes to its chemical stability and reactivity.
  • Applications in Agriculture: DCB is utilized as a herbicide, particularly in the control of certain unwanted plant species. Its effectiveness in inhibiting photosynthesis makes it an important tool for maintaining agricultural productivity.
  • Pharmaceutical Relevance: Beyond its agricultural uses, 3,5-dichloro-4-hydroxy-benzoic acid has been studied for potential roles in pharmaceutical applications, acting as an analog in research related to drug design and development.
  • Environmental Impact: As with many chemicals, the use of DCB raises concerns regarding its environmental impact. Understanding its degradation pathways and toxicity to non-target organisms is crucial for sustainable practices.
  • Research Insights: Studies on DCB have provided valuable insights into the behavior of chlorinated compounds in biological systems, which has implications for both ecology and human health.

In summary, 3,5-dichloro-4-hydroxy-benzoic acid is not just a simple chemical; its intricate properties and applications demonstrate the complexity of chemical substances and their significant roles in various fields. As a scientist or chemistry student, exploring such compounds can lead to an increased appreciation for the delicate balance between utility and environmental responsibility.

Synonyms
3,5-Dichloro-4-hydroxybenzoic acid
3336-41-2
DiClHBz
CHEBI:53685
3,5-dichloro-p-salicylic acid
DTXSID60186975
DTXCID00109466
222-071-9
inchi=1/c7h4cl2o3/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,10h,(h,11,12
BENZOIC ACID, 3,5-DICHLORO-4-HYDROXY-
3,5-Dichloro-4-hydroxy-benzoic acid
MFCD00002550
AI3-33354
NSC-21185
EINECS 222-071-9
NSC 21185
BRN 2616297
3,5-Dichloro-4-hydroxybenzoicacid
NSC21185
ph-COOH
Epitope ID:122960
Y8BF62TK9Q
SCHEMBL737305
3.5-dichloro-4-hydroxybenzoic acid
Benzoic acid,5-dichloro-4-hydroxy-
STK519623
4-hydroxy-3,5-dichloro-benzoic acid
AKOS000268873
AC-2673
CS-W005243
FD36819
NCGC00342957-01
AS-12292
SY002505
3,5-Dichloro-4-hydroxybenzoic acid, 97%
DB-022021
3 pound not5-Dichloro-4-hydroxybenzoic acid
D0373
NS00029466
EN300-07242
AB01334882-02
SR-01000047708
SR-01000047708-1
Q27124163
FGZ