Skip to main content

1,2-diisothiocyanatoethane

ADVERTISEMENT
Identification
Molecular formula
C4H4N2S2
CAS number
21544-50-5
IUPAC name
1,2-diisothiocyanatoethane
State
State

Under standard conditions, 1,2-Diisothiocyanatoethane exists as a liquid. Due to its chemical nature, it should be stored in a cool, dry place away from moisture and other reactive substances.

Melting point (Celsius)
-14.00
Melting point (Kelvin)
259.15
Boiling point (Celsius)
239.00
Boiling point (Kelvin)
512.15
General information
Molecular weight
144.25g/mol
Molar mass
144.2470g/mol
Density
1.3710g/cm3
Appearence

1,2-Diisothiocyanatoethane typically appears as a colorless to pale yellow liquid. It is known for its pungent odor, similar to that of other isothiocyanate compounds. Care should be taken during handling as it can be irritating to the skin and mucous membranes.

Comment on solubility

Solubility of 1,2-diisothiocyanatoethane

1,2-diisothiocyanatoethane, often referred to as its systematic name or simply by its structure, presents interesting challenges regarding solubility:

  • Solvent Polarity: The solubility of 1,2-diisothiocyanatoethane is influenced significantly by the polarity of the solvent.
  • Hydrogen Bonding: It may exhibit limited solubility in highly polar solvents due to its functional groups, which do not engage in strong hydrogen bonding.
  • Organic Solvents: However, it tends to have good solubility in non-polar organic solvents, where the alkyl chain can interact favorably.
  • Temperature Dependence: Like many organic compounds, its solubility can increase with temperature, allowing for better dispersion in solutions when heated.

In conclusion, while 1,2-diisothiocyanatoethane may not be soluble in polar solvents like water, it readily dissolves in organic media. This highlights the importance of considering both the chemical structure and the solvent used in solubility studies.

Interesting facts

Interesting Facts about 1,2-Diisothiocyanatoethane

1,2-Diisothiocyanatoethane is a fascinating chemical compound that falls under the category of isothiocyanates. Known for its unique structure and reactivity, this compound plays a significant role in various fields of chemistry and biochemistry.

Chemical Structure and Reactivity

The compound features two isothiocyanate (-N=C=S) groups attached to a two-carbon ethane backbone. This dual presence is responsible for many of its distinctive properties, including:

  • Reactivity: The isothiocyanate moiety is known for its ability to engage in nucleophilic substitution reactions, making it a valuable intermediate in organic synthesis.
  • Biological Activity: Isothiocyanates, like those found in this compound, are recognized for their potential anticancer effects, often attributed to their ability to modulate cellular pathways.
  • Environmental Importance: As a product derived from plants, particularly those in the Brassicaceae family, its biological roles extend to interactions with herbivores and pests, providing a natural defense mechanism.

Applications

1,2-Diisothiocyanatoethane finds applications in various fields:

  • Organic Synthesis: It serves as a versatile building block in the synthesis of more complex organic molecules.
  • Agricultural Chemistry: This compound may be explored for its roles in pest control and natural herbicides.
  • Pharmaceutical Research: Ongoing studies investigate its potential therapeutic properties, particularly in cancer research.

Fun Fact

One of the most intriguing aspects of 1,2-diisothiocyanatoethane is its link to the *cruciferous vegetable* family, which includes broccoli and Brussels sprouts. Consumption of these vegetables has been shown to provide health benefits partly due to their content of isothiocyanates!

In summary, the compound 1,2-Diisothiocyanatoethane is not just interesting from a chemical standpoint but also holds promise in biological applications, making it a significant subject of study for chemists and biologists alike.

Synonyms
1,2-Diisothiocyanatoethane
Ethylenebis(isothiocyanate)
Ethylenebisisothiocyanate
Ethane, 1,2-diisothiocyanato-
Aethylsenfoel
Aethylsenfoel [German]
Ethylene diisothiocyanate
ethylene-bis-isothiocyanate
Dimethylene diisothiocyanate
Ethylenebisisothiocyanate sulfide
Ethylene-bis-thiurammono-sulfide
Aethylen-bis-thiurammonosulfid [German]
BRN 1748799
Aethylen-bis-thiurammonosulfid
ISOTHIOCYANIC ACID, ETHYLENE ESTER
DTXSID20190356
4-04-00-01233 (Beilstein Handbook Reference)
isothiocyanic acid ethylene ester
DTXCID30112847
Ethane, 1,2-diisothiocyanato-(9CI)
3688-08-2
Senfol [German]
EBIS
AETM [German]
Senfol
AETM
5P5ZDE3JNY
SCHEMBL483904
AKOS006273890