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1,3-Bis(isothiocyanatomethyl)benzene

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Identification
Molecular formula
C10H8N2S2
CAS number
33129-01-2
IUPAC name
1,3-bis(isothiocyanatomethyl)benzene
State
State

At room temperature, this compound is in a solid state, characterized by its pale yellow color.

Melting point (Celsius)
54.00
Melting point (Kelvin)
327.15
Boiling point (Celsius)
322.00
Boiling point (Kelvin)
595.15
General information
Molecular weight
216.31g/mol
Molar mass
216.3080g/mol
Density
1.2890g/cm3
Appearence

This compound is typically a pale yellow solid. It consists of a benzene ring with two isothiocyanate functional groups attached via methylene linkers.

Comment on solubility

Solubility Characteristics of 1,3-bis(isothiocyanatomethyl)benzene

1,3-bis(isothiocyanatomethyl)benzene, also known as a compound featuring isothiocyanate functionalities, displays intriguing solubility properties. Understanding its solubility is essential for both its synthesis and application in various chemical contexts. Here are some key points to consider:

  • Polarity: Due to the presence of isothiocyanate groups, this compound is likely to exhibit polar characteristics, which can affect its solubility in water.
  • Solvent Interaction: 1,3-bis(isothiocyanatomethyl)benzene is expected to be soluble in polar organic solvents like dimethyl sulfoxide (DMSO) and acetone, but may present limited solubility in non-polar solvents such as hexane.
  • Hydrogen Bonding: The potential for hydrogen bonding with polar solvents can enhance solubility, particularly in protic solvents.
  • Influence of Temperature: Solubility may increase with temperature, a common trend observed in many similar compounds, allowing for more efficient use in synthesis.

In summary, while 1,3-bis(isothiocyanatomethyl)benzene may be less soluble in water, its interaction with polar solvents and susceptibility to thermal influences suggest tailored approaches for maximizing solubility in specific applications.

Interesting facts

Interesting Facts About 1,3-bis(isothiocyanatomethyl)benzene

1,3-bis(isothiocyanatomethyl)benzene, often referred to as a versatile compound in the realm of organic chemistry, is noteworthy for its unique structure and applications. Here are some intriguing aspects of this compound:

  • Functional Groups: The presence of isothiocyanate groups in the structure contributes to its reactivity, particularly in organic synthesis and medicinal chemistry.
  • Biological Significance: Compounds bearing isothiocyanate groups, including this one, are of great interest due to their potential biological activities, including antitumor and antimicrobial properties.
  • Polymer Chemistry: This compound serves as an important intermediate in the synthesis of various polymers, showcasing its versatility in material science.
  • Synthesis Pathways: The method for synthesizing 1,3-bis(isothiocyanatomethyl)benzene often involves the reaction of thiourea derivatives with appropriate halides, illustrating practical applications of nucleophilic substitutions in synthesis.
  • Research Applications: Due to its structure, it is often the subject of research aimed at developing new drugs, showcasing how chemical structure directly influences biological activity.

As *chemists*, we are continually inspired by the potential applications of compounds like 1,3-bis(isothiocyanatomethyl)benzene. Its distinctive properties enable fascinating insights into organic synthesis, medicinal chemistry, and materials science. Embracing the complexity of such compounds allows for innovation and progress across various scientific fields.

Synonyms
Isothiocyanic acid, m-phenylenedimethylene ester
ISOTHIOCYANIC ACID m-XYLYLENE ESTER
Benzene, 1,3-bis(isothiocyanatomethyl)-
1,3-bis(isothiocyanatomethyl)benzene
1Q4IQ92LJI
Isothiocanic acid, m-xylylene diester
NSC 159971
BRN 4999093
UNII-1Q4IQ92LJI
NSC-159971
DTXSID90182445
RefChem:150043
DTXCID00104936
28170-90-3
SCHEMBL483536
NSC159971
Benzene,1,3-bis(isothiocyanatomethyl)-
DS-006738