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Sulfolane

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Identification
Molecular formula
C4H8O2S
CAS number
126-33-0
IUPAC name
oxathiolane 2,2-dioxide
State
State

At room temperature, sulfolane is typically a liquid due to its melting point being slightly above room temperature. However, it can also be encountered in solid form.

Melting point (Celsius)
27.50
Melting point (Kelvin)
300.65
Boiling point (Celsius)
285.50
Boiling point (Kelvin)
558.65
General information
Molecular weight
120.17g/mol
Molar mass
120.1730g/mol
Density
1.2619g/cm3
Appearence

Sulfolane appears as a colorless liquid. It can also be obtained in solid form at lower temperatures, in which it presents as white crystalline needles. Being highly polar, sulfolane is a useful industrial solvent due to its ability to dissolve a wide range of compounds.

Comment on solubility

Solubility of Oxathiolane 2,2-Dioxide

Oxathiolane 2,2-dioxide, also known as 1,3-oxathiolane-2,2-dioxide, exhibits intriguing solubility characteristics:

  • Solvent Interactions: It is primarily soluble in polar solvents, such as water and alcohols, due to its ability to participate in hydrogen bonding.
  • Low Solubility in Nonpolar Solvents: Conversely, the compound shows limited solubility in nonpolar solvents like hexane or toluene, owing to the lack of significant intermolecular interactions.
  • Temperature Effects: Like many organic compounds, its solubility can increase with temperature, making warm solvents more effective for dissolution.
  • pH Influence: The solubility may also vary with pH; in more acidic or basic environments, ionization can occur, further affecting its solute properties.

In summary, the solubility of oxathiolane 2,2-dioxide is not just a simple binary characteristic; it is influenced by a myriad of factors, making it essential for researchers to consider conditions such as solvent type and temperature in their applications.

Interesting facts

Interesting Facts about Oxathiolane 2,2-Dioxide

Oxathiolane 2,2-dioxide is an intriguing compound that offers a unique combination of characteristics and applications, making it a subject of interest in the field of chemistry.

Chemical Structure and Stability

This compound contains a five-membered ring structure, which includes sulfur and oxygen atoms. The presence of these heteroatoms imparts special properties, such as:

  • Increased chemical reactivity: Oxathiolane 2,2-dioxide can participate in various chemical reactions, making it a valuable intermediate in organic synthesis.
  • Stability under specific conditions: Its ring structure provides stability, allowing it to withstand a range of reaction conditions compared to other organosulfur compounds.

Applications in Organic Synthesis

One notable aspect of oxathiolane 2,2-dioxide is its applications in organic chemistry:

  • Synthesis of pharmaceuticals: It serves as a key building block in the development of various medicinal compounds.
  • Role in agrochemicals: Researchers explore its potential use in the formulation of new pesticides or herbicides, contributing to agricultural sustainability.

Biological Significance

Oxathiolane 2,2-dioxide has garnered attention for its potential biological activities:

  • Antiviral properties: Some studies suggest that compounds with similar structures exhibit antiviral activity, opening avenues for drug development.
  • Research in metabolic pathways: Investigations have shown that oxathiolane derivatives can influence cellular metabolic pathways, which are crucial for understanding various biological processes.

As the field of synthetic and medicinal chemistry evolves, oxathiolane 2,2-dioxide continues to be a compound of interest for researchers and students alike. Its unique features and applications remind scientists of the exciting possibilities that lie within the realms of organic synthesis and pharmaceuticals.

Synonyms
1,3-Propanesultone
1120-71-4
1,3-PROPANE SULTONE
Propane sultone
1,2-oxathiolane 2,2-dioxide
1,2-Oxathiolane, 2,2-dioxide
Propanesultone
PROPYL SULTONE
CCRIS 535
1,2-Oxathrolane 2,2-dioxide
HSDB 1673
UNII-L6NTK7VJX9
L6NTK7VJX9
EINECS 214-317-9
BRN 0109782
DTXSID8021195
1,3-TRIMETHYLENE SULTONE
AI3-26990
NSC-42386
3-Hydroxy-1-propanesulfonic acid, sultone
DTXCID001195
EC 214-317-9
5-19-01-00005 (Beilstein Handbook Reference)
NSC42386
1,3-PROPANE SULTONE [HSDB]
1,3-PROPANE SULTONE [IARC]
1,3-PROPANE SULTONE (IARC)
1,3propanesultone
1,3propane sultone
1,2-OXATHROLANE
Propane sultone (ACGIH)
3Hydroxythietane1,1Dioxide
1,2Oxathrolane 2,2dioxide
1,2Oxathiolane, 2,2dioxide
1,2-oxathiolane-2,2-dioxide
3Hydroxy1propanesulphonic acid sultone
3-Hydroxy-1-propanesulphonic acid sulfone
3Hydroxy1propanesulfonic acid gammasultone
1Propanesulfonic acid, 3hydroxy, gammasultone
1-Propanesulfonic acid, 3-hydroxy-gamma-sultone
3-hydroxythietane-1,1-dioxide
fsspgsaquiydcn-uhfffaoysa-n
oxathiolane 2,2-dioxide
.gamma.-Propane sultone
RCRA waste number U193
NSC 42386
3-Hydroxy-1-propanesulfonic acid gamma-sultone
1,3-Propanesulfonate
3-Hydroxy-1-propanesulphonic acid sultone
MFCD00005355
CHEBI:82370
1,2lambda6-oxathiolane-2,2-dione
3-Hydroxy-1-propanesulfonic acid .gamma.-sultone
1-Propanesulfonic acid, 3-hydroxy-, .gamma.-sultone
CAS-1120-71-4
RCRA waste no. U193
3-HYDROXY-1-PROPANESULFONIC ACID SULTONE
1-Propanesulfonic acid, 3-hydroxy-, gamma-sultone
propane-1,3-sultone
3-Hydroxypropanesulfonic acid gamma-sultone
WLN: T5OSWTJ
SCHEMBL46068
1,3-Propanesultone, 98%
1,2-Oxathrolane2,2-dioxide
1,3-Propanesultone, >=99%
CHEMBL3185243
[1,2]oxathiolane 2,2-dioxide
Tox21_201419
Tox21_300066
BBL036695
STL559074
AKOS000119611
CS-W011195
FP27191
GS-6714
HY-W010479
3-Hydroxypropanesulfonic acid ?-sultone
1-Propanesulfonic acid, .gamma.-sultone
NCGC00247894-01
NCGC00247894-02
NCGC00254117-01
NCGC00258970-01
BP-21435
3-hydroxy-1-propanesulfonic acid w-sultone
NS00002915
P0324
EN300-21242
C19296
D77717
1-Propanesulfonic acid, 3-hydroxy-.gamma.-sultone
Q1933902
F0001-0265
1,3-Propanesultone, >=99%, acid <200 ppm, H2O <100 ppm
3-Hydroxy-1-propanesulfonic acid ?-sultone;2,2-Dioxide 1,2-oxathiolane;1,3-Trimethylene sultone