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Isopropyl 2-chloro-6-sulfamoylbenzoate

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Identification
Molecular formula
C10H12ClNO4S
CAS number
52382-38-9
IUPAC name
isopropyl 2-chloro-6-sulfamoyl-benzoate
State
State

The compound is in a solid state at room temperature under normal conditions.

Melting point (Celsius)
158.00
Melting point (Kelvin)
431.00
Boiling point (Celsius)
318.00
Boiling point (Kelvin)
591.00
General information
Molecular weight
311.74g/mol
Molar mass
311.7430g/mol
Density
1.3904g/cm3
Appearence

Isopropyl 2-chloro-6-sulfamoylbenzoate appears as a solid, typically in a crystalline powder form. The compound is generally white to off-white in color.

Comment on solubility

Solubility of Isopropyl 2-Chloro-6-Sulfamoyl-Benzoate

Isopropyl 2-chloro-6-sulfamoyl-benzoate has interesting solubility characteristics that are influenced by its molecular structure. Generally, the solubility of this compound can be categorized as follows:

  • Polar Solvents: The presence of the sulfonamide group (–SO2NR2) enhances its solubility in polar solvents due to hydrogen bonding capabilities.
  • Non-Polar Solvents: Conversely, the aromatic ring and ester moiety may limit its solubility in non-polar solvents, suggesting a preference for more hydrophilic environments.
  • pH Sensitivity: The solubility can also vary with pH levels, as ionization of the sulfonamide group could increase solubility in alkaline conditions.

Overall, one might summarize its solubility profile with the phrase: "Soluble in polar solvents, limited in non-polar environments."

Understanding these solubility parameters is crucial for applications in pharmacology and material science, where the solubility can significantly impact bioavailability and reactivity.

Interesting facts

Interesting Facts about Isopropyl 2-Chloro-6-Sulfamoyl-Benzoate

Isopropyl 2-chloro-6-sulfamoyl-benzoate is a compound that bridges the realms of organic chemistry and medicinal applications. Here are some fascinating insights into this compound:

  • Medicinal Relevance: This compound falls into the category of sulfonamide derivatives, which have been pivotal in the development of various antibiotics. Their mechanism of action often involves the inhibition of bacterial folic acid synthesis.
  • Structural Composition: The presence of the 2-chloro and 6-sulfamoyl groups in its structure grants this compound unique properties. These substituents play a crucial role in enhancing its bioactivity and solubility.
  • Applications in Drug Development: As a molecular scaffold, isopropyl 2-chloro-6-sulfamoyl-benzoate is explored for modifications that may exert anti-inflammatory and anticancer effects. The versatility of its structure allows chemists to tweak it for improved pharmacological properties.
  • Method of Synthesis: The synthesis of this compound often involves multi-step reactions, showcasing the importance of strategic planning in organic synthesis. Such processes can highlight the creativity and ingenuity of chemists in constructing complex molecules from simpler precursors.
  • Scientific Exploration: Research continues into the potential applications of this compound in treating various medical conditions, with ongoing studies looking to elucidate its mechanism of action and efficacy.

For budding chemists, understanding isopropyl 2-chloro-6-sulfamoyl-benzoate not only illustrates important concepts of structure-activity relationships but also emphasizes the significance of collaboration between chemistry and biology in the quest for new therapeutic agents.

Synonyms
2374-89-2
Isopropyl 6-chloro-2-sulfamoylbenzoate
2-Chloro-6-sulfamoylbenzoic acid isopropyl ester
BENZOIC ACID, 2-CHLORO-6-SULFAMOYL-, ISOPROPYL ESTER
BRN 2860242
DTXSID60178416
DTXCID90100907