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4-chloro-N-isopropylbenzamide

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Identification
Molecular formula
C10H12ClNO
CAS number
63595-51-1
IUPAC name
4-chloro-N-isopropyl-benzamide
State
State

At room temperature, 4-chloro-N-isopropylbenzamide is in a solid state.

Melting point (Celsius)
72.50
Melting point (Kelvin)
345.65
Boiling point (Celsius)
317.50
Boiling point (Kelvin)
590.65
General information
Molecular weight
197.65g/mol
Molar mass
197.6540g/mol
Density
0.8812g/cm3
Appearence

4-Chloro-N-isopropylbenzamide is a white to off-white crystalline solid.

Comment on solubility

Solubility of 4-chloro-N-isopropyl-benzamide

4-chloro-N-isopropyl-benzamide, with the chemical formula C10H12ClN2O, exhibits moderate solubility characteristics in various solvents. Its solubility can be summarized as follows:

  • Polar Solvents: This compound is generally more soluble in polar solvents due to the presence of the amide functional group, which can engage in hydrogen bonding. Examples of suitable solvents include:
    • Water (to a limited extent)
    • Methanol
    • Ethanol
  • Nonpolar Solvents: 4-chloro-N-isopropyl-benzamide is also soluble in nonpolar solvents, owing to its aromatic structure. Common examples include:
    • Benzene
    • Toluene
    • Hexane

It is important to note that the solubility of 4-chloro-N-isopropyl-benzamide can be influenced by factors such as temperature and pH of the solvent. A higher temperature may increase the solubility, making it crucial to consider these parameters during experiments. Additionally, it has been observed that the presence of various ionic species might alter solubility patterns, making the study of this compound increasingly fascinating.

Interesting facts

Interesting Facts About 4-Chloro-N-Isopropyl-Benzamide

4-Chloro-N-isopropyl-benzamide is a fascinating compound with several intriguing aspects that draw the attention of chemists and researchers alike. Here are some key points to consider:

  • Origin of the Name: The name 4-chloro-N-isopropyl-benzamide indicates its structure, where the "4-chloro" signifies the presence of a chlorine atom at the para position of the benzene ring, while "N-isopropyl" refers to the isopropyl group attached to the nitrogen of the amide.
  • Applications: This compound is studied for its potential use in pharmaceuticals and agrochemicals. Compounds that have similar structures often exhibit a wide range of biological activities, including anti-inflammatory and analgesic properties.
  • Synthesis: Synthetic chemists often devise creative pathways to construct this compound, employing methods like electrophilic aromatic substitution and amide coupling reactions. Understanding these reactions provides insights into fundamental organic chemistry principles.
  • Chlorine's Role: The introduction of a chlorine atom can significantly alter the compound's reactivity and biological activity. Chlorinated compounds often demonstrate enhanced lipophilicity, which can affect their interactions in biological systems.
  • Research Potential: Ongoing research focuses on evaluating the effects of substituents like chlorine and isopropyl on the pharmacological profiles of amide derivatives, paving the way for novel therapeutic agents.

As a compound in the realm of medicinal chemistry, 4-chloro-N-isopropyl-benzamide exemplifies the intricate relationship between molecular structure and biological activity. The versatility of amides, combined with the strategic incorporation of halogens, continues to drive innovation in drug design and development. It is indeed a testament to the creativity of chemical synthesis and its impactful applications in our daily lives.

Synonyms
7461-41-8
4-Chloro-N-isopropylbenzamide
BENZAMIDE, p-CHLORO-N-ISOPROPYL-
4-chloro-N-propan-2-ylbenzamide
Benzamide, 4-chloro-N-(1-methylethyl)-
N-isopropyl-4-chlorobenzamide
NSC-404991
p-Chloro-N-isopropylbenzamide
NSC 404991
BRN 2047392
AI3-14647
4-chloro-N-(1-methylethyl)benzamide
NSC404991
A8TTQ5Q7EA
N-Isopropyl-p-chlorobenzamide
N-Isopropyl 4-chlorobenzamide
4-chloro-N-isopropyl benzamide
4-chloro-N-isopropyl-benzamide
SCHEMBL8185351
DTXSID00225594
MWWJUXGMIOUFOP-UHFFFAOYSA-N
4-chloro-N-(propan-2-yl)benzamide
MFCD00774455
STK873800
AKOS002161965
NCGC00339701-01
DB-342200
10.14272/MWWJUXGMIOUFOP-UHFFFAOYSA-N
AB01332079-02
doi:10.14272/MWWJUXGMIOUFOP-UHFFFAOYSA-N
Z31385854