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1-Iodo-4-(isothiocyanatomethyl)benzene

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Identification
Molecular formula
C8H6INS
CAS number
40855-98-5
IUPAC name
1-iodo-4-(isothiocyanatomethyl)benzene
State
State

At room temperature, 1-Iodo-4-(isothiocyanatomethyl)benzene exists as a solid. Its crystalline structure is typically stable, and it does not readily sublimate or vaporize under normal conditions.

Melting point (Celsius)
48.00
Melting point (Kelvin)
321.15
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.15
General information
Molecular weight
275.09g/mol
Molar mass
275.0870g/mol
Density
1.8649g/cm3
Appearence

1-Iodo-4-(isothiocyanatomethyl)benzene appears as a light yellow solid at room temperature. It is usually in the form of crystalline powder but may also appear as fine crystals depending on the purification and preparation methods used.

Comment on solubility

Solubility of 1-iodo-4-(isothiocyanatomethyl)benzene

1-iodo-4-(isothiocyanatomethyl)benzene, with its complex structure, exhibits unique solubility characteristics. Its solubility can be influenced by several factors:

  • Polarity: The presence of the isothiocyanato group (–N=C=S) introduces polarity to the molecule, which may lead to varying interactions with polar solvents.
  • Hydrophobic interactions: The benzene ring contributes to the hydrophobic nature of the compound, which can hinder solubility in polar solvents while enhancing solubility in non-polar solvents.
  • Temperature dependence: Like many organic compounds, solubility is often temperature-dependent. Increased temperatures can enhance solubility for many organic compounds.

The overall behavior of 1-iodo-4-(isothiocyanatomethyl)benzene in solution can be summarized as follows:

  • Generally, it shows limited solubility in water due to its hydrophobic benzene component.
  • It may exhibit better solubility in organic solvents such as acetone or dichloromethane where the hydrophobic interactions with the solvent can compensate for the polar character introduced by the isothiocyanato group.

As a result, when studying or utilizing this compound, understanding the solubility in various solvents is crucial, particularly for applications in organic synthesis and material science. Further experiments may be necessary to determine precise solubility limits.

Interesting facts

Interesting Facts about 1-Iodo-4-(isothiocyanatomethyl)benzene

1-Iodo-4-(isothiocyanatomethyl)benzene is a fascinating compound that belongs to the class of aryl halides and isothiocyanates. Here are some key insights into this unique chemical:

  • Structural Intrigue: The compound features a benzene ring substituted with both an iodine atom and an isothiocyanatomethyl group. This unique structure is pivotal in medicinal chemistry, where the presence of different substituents can dramatically influence biological activity.
  • Reactivity: The iodine substituent acts not only as a leaving group but also enhances the electrophilicity of the aromatic ring, facilitating various reactions, such as nucleophilic substitutions and coupling reactions that are crucial in organic synthesis.
  • Biological Applications: Compounds containing isothiocyanate groups are of great interest in pharmacology. They have been studied for their potential antimicrobial and anticancer properties. The isothiocyanatomethyl group may also play a role in biological mechanisms, making it a target for research in drug development.
  • Environmental Aspect: The presence of isothiocyanates in plants contributes to the defense mechanism against pests. Understanding compounds like 1-iodo-4-(isothiocyanatomethyl)benzene can pave the way for developing natural pesticides or herbicides.
  • Synthesis and Versatility: The synthesis of this compound can be conducted through various methods, including nucleophilic substitution of aryl iodides, showcasing a pathway to create more complex molecules in organic synthesis.

In conclusion, 1-iodo-4-(isothiocyanatomethyl)benzene illustrates the intricate relationship between molecular structure and biological function in chemistry. As research continues, this compound may reveal further secrets that can benefit both the pharmaceutical and agricultural industries.

Synonyms
4-Iodobenzyl isothiocyanate
3694-49-3
BRN 2085924
Benzene, 1-iodo-4-(isothiocyanatomethyl)-
ISOTHIOCYANIC ACID, p-IODOBENZYL ESTER
DTXSID00190435
4-12-00-02399 (Beilstein Handbook Reference)
DTXCID10112926
Benzene, 1-iodo-4-(isothiocyanatomethyl)-(9CI)
1-iodo-4-(isothiocyanatomethyl)benzene
p-iodo-benzylisothiocyanate
Benzene, 1-iodo-4-(isothiocyanatomethyl)- (9CI)