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4-Chloro-3-sulfamoylbenzoic acid

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Identification
Molecular formula
C7H6ClNO4S
CAS number
2923-00-8
IUPAC name
4-chloro-3-sulfamoyl-benzoic acid
State
State

At room temperature, 4-chloro-3-sulfamoylbenzoic acid is typically found as a solid. Its crystalline nature implies that it is usually in the form of a stable powder under standard conditions.

Melting point (Celsius)
274.00
Melting point (Kelvin)
547.15
Boiling point (Celsius)
356.00
Boiling point (Kelvin)
629.15
General information
Molecular weight
249.65g/mol
Molar mass
249.6520g/mol
Density
1.6800g/cm3
Appearence

4-Chloro-3-sulfamoylbenzoic acid appears as a white crystalline powder. This appearance is typical for many benzoic acid derivatives, which often crystallize well due to their aromatic nature and ability to form hydrogen bonds.

Comment on solubility

Solubility of 4-chloro-3-sulfamoyl-benzoic acid

4-chloro-3-sulfamoyl-benzoic acid, a member of the sulfonamide family, exhibits notable solubility characteristics that are essential for its applications in various fields. The solubility of this compound can be influenced by several factors, including:

  • Polarity: The presence of polar functional groups, such as the sulfonamide and carboxylic acid groups, enhances its ability to interact with water molecules, leading to increased solubility in polar solvents.
  • pH Sensitivity: The solubility can vary significantly with changes in pH, where it is more soluble in acidic conditions due to the ionization of the carboxylic acid group.
  • Temperature: As with many organic compounds, solubility tends to increase with elevated temperatures, aiding its dissolution in solvent systems.

It is often noted that the solubility behaviors of sulfonamides, including 4-chloro-3-sulfamoyl-benzoic acid, are critical for their pharmaceutical efficacy. For example, it is commonly observed that:

  1. This compound is more soluble in aqueous alkaline solutions compared to neutral or acidic solutions.
  2. It may exhibit limited solubility in non-polar solvents due to its polar nature.

In summary, the solubility profile of 4-chloro-3-sulfamoyl-benzoic acid is broadly governed by its molecular structure and environmental conditions, affecting its practical applications and effectiveness in biological systems.

Interesting facts

Interesting Facts about 4-chloro-3-sulfamoyl-benzoic acid

4-chloro-3-sulfamoyl-benzoic acid is a fascinating compound that bridges the gap between organic chemistry and medicinal applications. Here are some intriguing details about this compound:

  • Pharmaceutical Relevance: This compound is often studied for its potential pharmacological properties, notably as a building block in the synthesis of sulfonamide drugs, which are known for their antibacterial activities.
  • Functional Groups: The presence of the chloro and sulfamoyl functional groups in its structure contributes to its reactivity and biological activity. These functional groups can enhance the compound's capability to interact with biological targets.
  • Chemical Modifications: This compound serves as a precursor for various chemical modifications, leading to the discovery of new analogs that may have improved efficacy or favorable pharmacokinetic properties.
  • Environmental Consideration: Research into the environmental impacts of sulfonamide compounds, including their breakdown products, is essential as they have been detected in various ecosystems, impacting aquatic life.

The journey of 4-chloro-3-sulfamoyl-benzoic acid through the realms of synthetic and environmental chemistry exemplifies the interconnectedness of compounds in both biological applications and ecological considerations. As a chemist, studying such compounds provides insights that can lead to the development of novel therapeutic agents while emphasizing the importance of responsible chemical use.


Synonyms
4-Chloro-3-sulfamoylbenzoic acid
4-Chloro-5-sulphamoylbenzoic acid
214-882-1
1205-30-7
3-(Aminosulfonyl)-4-chlorobenzoic acid
Benzoic acid, 3-(aminosulfonyl)-4-chloro-
Sulfamido-3-chlorobenzoic acid
BENZOIC ACID, 4-CHLORO-3-SULFAMOYL-
MFCD00012375
Q45HDN52UH
CSBA
4-Chloro-3-Sulfamoyl Benzoic Acid
3-Sulfamoyl-4-chlorobenzoic Acid
4-Chloro-5-sulfamoylbenzoic Acid
4-Chloro-3-SulfamoYl-Benzoic Acid
EINECS 214-882-1
BRN 2118346
4-Chloro-3-sulfamoylbenzoic Acid; Indapamide Related Compound E; Clopamide Impurity C
UNII-Q45HDN52UH
Oprea1_356117
SCHEMBL329732
4-Chloro-3-sulfamoylbenzoicacid
CHEMBL5497885
DTXSID50152881
CHEBI:143391
STL450972
AKOS000143596
CCG-239640
CS-W012884
3-SULFAMYL-4-CHLOROBENZOIC ACID
4-Chloro-3-sulfamoylbenzoic acid, 98%
AC-10957
AS-10917
SY049363
3-(Aminosulfonyl)-4-chlorobenzoic acid #
DB-041566
A1189
NS00015319
EN300-16166
4-CHLORO-3-(AMINOSULFONYL)BENZOIC ACID
D78088
Z53021519