4-Chloro-2-isothiocyanato-1-methylbenzene

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Identification

Molecular formula
C8H6ClNS
CAS Number
54396-44-0
IUPAC Name
4-chloro-2-isothiocyanato-1-methyl-benzene
Molecular Weight
183.66g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3050g/cm3
Synonyms
5-Chloro-2-methylphenyl isothiocyanate
Interesting facts

Interesting Facts about 4-chloro-2-isothiocyanato-1-methyl-benzene

4-chloro-2-isothiocyanato-1-methyl-benzene, also known as chlorinated isothiocyanate, is a fascinating compound with a variety of applications in both the chemical industry and biological research. Here are some captivating insights:

  • Chemical Structure: The compound features a benzene ring, which is a fundamental structure in organic chemistry, allowing for interesting reactivity patterns due to its electron-rich nature.
  • Isothiocyanate Group: The presence of the isothiocyanate functional group (–N=C=S) is significant. These groups are known for their diverse biological activities, making this compound a subject of interest in drug development and agrochemicals.
  • Role in Synthesis: It serves as an important intermediate in organic synthesis, particularly for creating thioamide derivatives, which can lead to valuable pharmaceuticals.
  • Biological Activity: Research has demonstrated that isothiocyanates can exhibit anti-cancer properties, specifically in prevention strategies against certain types of cancer. These compounds may induce apoptosis in cancer cells, a process that is crucial for cancer treatment.
  • Environmental Aspect: The chlorinated compounds often have heightened stability and persistence in the environment, raising concerns regarding their ecological impact. Understanding their behavior in various ecosystems is vital.
  • Flavor and Natural Occurrence: Isothiocyanates are commonly found in cruciferous vegetables, such as broccoli and mustard greens, imparting both flavor and health benefits, suggesting a link between diet and disease prevention.

Quote from Chemistry Literature: "The unique properties of isothiocyanates open doors to novel therapeutic compounds, bridging the realms of chemistry and medicine." This highlights the compound's potential in advancing both chemical research and health science.

In short, 4-chloro-2-isothiocyanato-1-methyl-benzene serves as a compelling example of how organic compounds can straddle the line between industrial application and potential health benefits, making it an exciting area of study in modern chemistry.

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