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1,4-Dithiane

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Identification
Molecular formula
C4H8S2
CAS number
505-29-3
IUPAC name
1,4-dithiane
State
State
1,4-Dithiane is typically a liquid at room temperature, and it needs to be stored in a well-sealed container to prevent evaporation or contamination.
Melting point (Celsius)
47.00
Melting point (Kelvin)
320.15
Boiling point (Celsius)
153.50
Boiling point (Kelvin)
426.65
General information
Molecular weight
120.23g/mol
Molar mass
120.2280g/mol
Density
1.1820g/cm3
Appearence

1,4-Dithiane is a colorless liquid with a distinctive sulfur-containing odor. It is typically clear and free from any solid impurities when pure.

Comment on solubility

Solubility of 1,4-Dithiane

1,4-Dithiane, with the chemical formula C4H8S2, exhibits unique solubility characteristics that are noteworthy for various chemical applications. This compound is a cyclic dithioether that demonstrates significant solubility in several organic solvents, such as:

  • Acetone
  • Diethyl ether
  • Toluene

However, it generally has low solubility in water due to its nonpolar nature and the inability to form hydrogen bonds effectively with water molecules. As a result, one might say, "Like dissolves like," which means that 1,4-dithiane prefers to stay in a nonpolar solvent rather than in polar solvents like water.

In summary, the solubility behavior of 1,4-dithiane can be understood as follows:

  1. Highly soluble in: Nonpolar and moderately polar organic solvents.
  2. Poorly soluble in: Water and highly polar solvents.

Thus, when working with 1,4-dithiane in chemical processes, consider utilizing solvents that enhance its solubility for optimal results.

Interesting facts

Interesting Facts about 1,4-Dithiane

1,4-Dithiane is a fascinating chemical compound that belongs to the class of heterocyclic compounds. Its unique structure features two sulfur atoms within a six-membered ring, which contributes to its intriguing chemical properties and potential applications.

Key Features of 1,4-Dithiane:

  • Structural Composition: 1,4-Dithiane consists of a six-membered ring containing two sulfur atoms at the 1 and 4 positions, flanked by carbon atoms. This arrangement gives it properties that are distinct from its carbon-only counterparts.
  • Reactivity: Due to the presence of sulfur, 1,4-dithiane exhibits unique reactivity patterns, allowing it to participate in various chemical reactions that are generally not accessible to more saturated compounds.
  • Role in Organic Synthesis: It serves as a versatile building block in organic synthesis. Chemists often use it in the creation of other sulfur-containing compounds, contributing to the development of pharmaceuticals and agrochemicals.
  • Fun Fact: The compound structures that include sulfur atoms—like that of 1,4-dithiane—can influence the electronic properties of materials, making it an interesting candidate for studies in materials science.

The compound plays a role in many reactions that utilize nucleophilic substitutions, especially in the synthesis of thioethers and thioesters. Its ability to stabilize carbanions and influence reaction mechanisms makes it a valuable subject of study for chemists.

In Literature:

1,4-Dithiane has been referenced in various research articles exploring its potential in organic synthesis, highlighting its role as a sulfur donor or in cyclization reactions. As expressed in one study, “The versatility of 1,4-dithiane in synthetic pathways reveals the compound’s significance in advancing organic chemistry.”

Overall, the intriguing properties and potential applications of 1,4-dithiane mark it as an essential compound in the world of chemistry.

Synonyms
1,4-DITHIANE
505-29-3
p-Dithiane
1,4-Dithiacyclohexane
Diethylene disulfide
p-Dithane
p-Dithiin, tetrahydro-
para-Dithiane
1,4-Dithiin, tetrahydro-
1,4-dithian
[1,4]dithiane
CCRIS 3240
tetrahydro-1,4-dithiin
HSDB 7426
EINECS 208-007-2
NSC 24178
CHEBI:540
p-Dithiane, 8CI
Tetrahydro-P-dithIIn
DTXSID3024077
UNII-3274B1T5A0
NSC-24178
3274B1T5A0
DTXCID304077
1,4-DITHIANE [FHFI]
1,4-DITHIANE [HSDB]
FEMA NO. 3831
FEMA 3831
(1,4)dithiane
pDithane
pDithiane
Diethylene disulphide
pDithiin, tetrahydro
1,4Dithiacyclohexane
1,4Dithiin, tetrahydro
208-007-2
inchi=1/c4h8s2/c1-2-6-4-3-5-1/h1-4h
lozwapseehrypg-uhfffaoysa-n
MFCD00006658
1,4-Dithiane, 97%
C01871
SCHEMBL20607
1,4-Dithiane, >=97%
CHEMBL3183037
NSC24178
Tox21_200405
AKOS015897451
NCGC00248594-01
NCGC00257959-01
CAS-505-29-3
LS-13003
DB-000112
NS00022251
F87346
A828152
Q27105310