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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
State
State
At room temperature, 4-Chloro-2-isothiocyanato-1-methylbenzene is in a solid state.
Melting point (Celsius)
46.00
Melting point (Kelvin)
319.15
Boiling point (Celsius)
278.00
Boiling point (Kelvin)
551.15
General information
Molecular weight
183.66g/mol
Molar mass
183.6610g/mol
Density
1.3050g/cm3
Appearence

4-Chloro-2-isothiocyanato-1-methylbenzene is typically a solid compound. It appears as a white to off-white crystalline powder and can sometimes have a characteristic odor due to the isothiocyanato group.

Comment on solubility

Solubility of 4-chloro-2-isothiocyanato-1-methyl-benzene

4-chloro-2-isothiocyanato-1-methyl-benzene, also known as chlorinated isothiocyanate, exhibits unique solubility properties that can be influenced by various factors. Its solubility is predominantly determined by its molecular structure, functional groups, and the nature of solvents. Here are some key considerations:

  • Polar vs. Nonpolar Solvents: This compound tends to be more soluble in polar organic solvents due to its isothiocyanate group, which can form hydrogen bonds.
  • Water Solubility: Generally, 4-chloro-2-isothiocyanato-1-methyl-benzene has low solubility in water, primarily because of its hydrophobic aromatic characteristics.
  • Temperature Effects: As with many compounds, an increase in temperature can enhance solubility, making it beneficial for dissolution in organic solvents at elevated temperatures.
  • Concentration Considerations: The solubility can also vary significantly with concentration; higher concentrations may lead to precipitation in less polar environments.

In summary, the solubility of 4-chloro-2-isothiocyanato-1-methyl-benzene is highly context-dependent, showing good affinity for polar solvents while remaining largely insoluble in water. This solubility behavior makes it a fascinating compound for experiments involving chemical synthesis and extraction techniques.

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.

Synonyms
5-Chloro-2-methylphenyl isothiocyanate
624-883-2
RefChem:534607
19241-36-2
Benzene, 4-chloro-2-isothiocyanato-1-methyl-
4-chloro-2-isothiocyanato-1-methylbenzene
ISOTHIOCYANIC ACID, 5-CHLORO-o-TOLYL ESTER
5-Chloro-o-tolyl isothiocyanate
MFCD00046801
5-Chloro-2-methylphenylisothiocyanate
FJ2Z26D9ZS
NSC-134677
4-chloro-2-isothiocyanato-1-methyl-benzene
NSC 134677
BRN 2717659
NSC134677
Benzene,4-chloro-2-isothiocyanato-1-methyl-
UNII-FJ2Z26D9ZS
3-12-00-01913 (Beilstein Handbook Reference)
SCHEMBL1021320
SCHEMBL30157452
DTXSID00172832
5-chloro-2-methylbenzenisothiocyanate
5-chloro-2-methylphenyl-isothiocyanate
AKOS003276009
2-Methyl-5-chlorophenyl isothiocyanate
5 -chloro-2-methylphenyl-isothiocyanate
5-chloro-2-methyl-phenyl isothiocyanate
AS-66440
SY061715
CS-0147092
ST50825209
4-chloranyl-2-isothiocyanato-1-methyl-benzene
5-Chloro-2-methylphenyl isothiocyanate, 98%
E81896
A813573