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2-Chloro-3-isothiocyanato-prop-1-ene

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Identification
Molecular formula
C4H4ClNS
CAS number
4028-74-6
IUPAC name
2-chloro-3-isothiocyanato-prop-1-ene
State
State
Liquid at room temperature, usually volatile with a tendency to form vapors.
Melting point (Celsius)
-50.00
Melting point (Kelvin)
223.15
Boiling point (Celsius)
151.00
Boiling point (Kelvin)
424.15
General information
Molecular weight
149.60g/mol
Molar mass
149.6000g/mol
Density
1.2510g/cm3
Appearence

2-Chloro-3-isothiocyanato-prop-1-ene is typically a colorless to pale yellow liquid. It might have a pungent odor, characteristic of many isothiocyanato compounds.

Comment on solubility

Solubility of 2-chloro-3-isothiocyanato-prop-1-ene

2-chloro-3-isothiocyanato-prop-1-ene, a compound with the chemical formula C4H4ClN2S, exhibits unique solubility characteristics that are influenced by its functional groups. Understanding its solubility offers insights into its behavior in various environments:

  • Polarity: The presence of the isothiocyanate group (N=C=S) contributes to the compound's overall polarity, which often facilitates solubility in polar solvents.
  • Solvent Compatibility: This compound is more likely to dissolve in polar aprotic solvents such as acetone or dimethyl sulfoxide (DMSO), while non-polar solvents may not effectively solvate the compound due to failure in matching polar interactions.
  • Temperature Dependence: As with many organic compounds, increased temperatures can enhance the solubility of 2-chloro-3-isothiocyanato-prop-1-ene in a given solvent by providing the necessary energy to overcome intermolecular interactions.

As a general rule, compounds that contain both polar and non-polar regions often display a degree of limited solubility in water but can be utilized effectively in organic solvents. Thus, while its precise solubility in water may be low, its behavior in organic solvents can be considerably different, highlighting the importance of solvent choice in practical applications.

Interesting facts

Interesting Facts about 2-Chloro-3-Isothiocyanato-Prop-1-Ene

2-Chloro-3-isothiocyanato-prop-1-ene, often hailed for its unique reactivity, belongs to the class of isothiocyanates, which are known for their significant biological activity as well as their applications in various fields. Here are some fascinating insights about this compound:

  • Biological Significance: This compound is structurally related to several natural products, particularly those found in cruciferous vegetables, which are recognized for their potential cancer-preventive properties.
  • Chemical Reactivity: The presence of both a chlorine atom and an isothiocyanate group makes it a versatile reactant. It's capable of participating in various chemical reactions, including nucleophilic substitution and cycloadditions.
  • Flavor and Aroma: Compounds similar to this one contribute to the pungent aroma and flavor profiles of certain plants, hinting at its role in plant defense mechanisms against herbivores.
  • Research Potential: Scientists are increasingly interested in isothiocyanates for their potential therapeutic effects. The unique reactivity of 2-chloro-3-isothiocyanato-prop-1-ene positions it as a compound worthy of investigation in medicinal chemistry.

In the words of noted chemist "Chemistry is the essence of life; every compound we study has a story to tell." This quote resonates deeply with 2-chloro-3-isothiocyanato-prop-1-ene as its story unfolds through its properties and applications. As research progresses, the educational and practical implications of this compound could broaden our understanding of both synthetic and natural chemical processes.

Synonyms
2-Chloro-3-isothiocyanato-1-propene
2-Chlor-3-isothiocyanato-1-propene
604-275-3
14214-31-4
2-Chloro-3-isothiocyanatopropene
2-Chloroallyl isothiocyanate
2-chloro-3-isothiocyanatoprop-1-ene
1-Propene,2-chloro-3-isothiocyanato-
MFCD01716868
2-chloro-3-isothiocyanato-prop-1-ene
ISOTHIOCYANIC ACID, 2-CHLOROALLYL ESTER
1-Propene, 2-chloro-3-isothiocyanato-
beta-Chloroallyl isothiocyanate
BRN 1748580
EC 604-275-3
2-chloro-allyl isothiocyanate
SCHEMBL1040201
NIOSH/NX8456000
SCHEMBL28049028
DTXSID30161951
DGBFPSVUFUDQNA-UHFFFAOYSA-N
AKOS006229353
AS-75974
SY274237
NS00006283
NX84560000
F87663
(Z)-2-Chloroallylisothiocyanate and (E)-2-chloroallylisothiocyanate
Isothiocyanic acid, 2-chloroallyl ester (Z)- and (E)-2-chloroallylisothiocyanate