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1,3-Dioxane

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Identification
Molecular formula
C4H8O2
CAS number
505-22-6
IUPAC name
1,3-dioxane
State
State

At room temperature, 1,3-Dioxane is a liquid.

Melting point (Celsius)
-41.50
Melting point (Kelvin)
231.65
Boiling point (Celsius)
101.40
Boiling point (Kelvin)
374.55
General information
Molecular weight
88.11g/mol
Molar mass
88.1060g/mol
Density
1.0520g/cm3
Appearence

1,3-Dioxane is a colorless liquid with a pleasant odor. It is typically seen as clear and demonstrates good miscibility with water and many organic solvents.

Comment on solubility

Solubility of 1,3-Dioxane

1,3-Dioxane, with the chemical formula C4H8O2, is a unique compound known for its interesting solubility properties. Its solubility can be described as follows:

  • Water Solubility: 1,3-Dioxane is highly soluble in water, with solubility exceeding 100 g/L at room temperature. This high solubility is attributed to its ability to form hydrogen bonds with water molecules.
  • Solvent Interactions: It also possesses good solubility in many organic solvents, such as:
    • Ethyl acetate
    • Acetone
    • Alcohols
  • Hydrophobic vs. Hydrophilic: The compound has both hydrophilic (due to its -OH groups) and hydrophobic characteristics (due to its carbon backbone), allowing it to act as a versatile solvent in chemical reactions.

As a quote often states in the chemistry community: "Solubility is key to reactivity". In the case of 1,3-Dioxane, its excellent solubility profile facilitates its use in various applications, making it an important compound in organic synthesis and laboratory use.

Interesting facts

Interesting Facts About 1,3-Dioxane

1,3-Dioxane is a fascinating compound that belongs to the class of cyclic ethers, specifically a six-membered ring with two oxygen atoms. Here are several intriguing aspects of this compound:

  • Historical Significance: Discovered in the mid-20th century, 1,3-dioxane has been utilized in various applications ranging from solvents to intermediates in organic synthesis.
  • Solvent Properties: It is known for its excellent solvency capabilities, often employed in laboratories for dissolving a wide range of organic and inorganic substances.
  • Toxicity and Safety: Despite its usefulness, it is crucial to handle 1,3-dioxane with care, as it can pose health risks. Exposure can lead to irritation of the eyes and respiratory system, hence proper safety measures should always be used.
  • Environmental Impact: As a solvent, its environmental persistence has raised concerns. Studies indicate that it can be a contaminant in water supplies, which underscores the importance of responsible usage and disposal.
  • Versatile Reactions: In synthetic chemistry, 1,3-dioxane acts as a solvent in reactions known for favorable kinetics, often enabling reactions that are difficult to perform in other solvents.
  • Biological Relevance: Some studies point to its role in the degradation of certain compounds in the environment, showcasing its interaction with microbial communities.

Overall, 1,3-dioxane illustrates the dual nature of chemical compounds, where their remarkable properties can be both beneficial and potentially hazardous. Understanding these characteristics allows chemists to harness its uses while minimizing risks.

Synonyms
1,3-DIOXANE
505-22-6
m-Dioxane
1,3-Dioxacyclohexane
1,3-Propanediol formal
meta-Dioxane
m-Dioxin, dihydro-
Trimethylene glycol methylene ether
dihydro-m-dioxin
HSDB 4263
CCRIS 5911
EINECS 208-005-1
NSC 139436
UNII-B2C8M17I09
B2C8M17I09
NSC-139436
1,3-DIOXANE [HSDB]
DTXSID3025174
CHEBI:46924
metaDioxane
mDioxane
m-dioxan
mDioxin, dihydro
1,3Dioxacyclohexane
1,3Propanediol formal
trimethylene methylene dioxide
DTXCID405174
208-005-1
inchi=1/c4h8o2/c1-2-5-4-6-3-1/h1-4h
un1165
vdfvnefvbpfdsb-uhfffaoysa-n
2,4-dioxane
1-5-dioxane
2,6-dioxane
MFCD00006566
1,3-dioxan
B-1,3-dioxane
1,3-Dioxane, 97%
CHEMBL5291273
NSC139436
AKOS015856097
CS-0331949
D0859
NS00021179
D89730
EN300-223073
Q4545677