4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one
[CAS# 91526-18-0]

Identification

• Classification: Organic raw materials >> Ketone compound
• Name: 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one
• Molecular Formula: C₅H₆O₄
• Molecular Weight: 130.10
• CAS Registry Number: 91526-18-0
• EC Number: 839-946-1
• SMILES: CC1=C(OC(=O)O1)CO

Properties

• Density: 1.4±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.494, Calc.^*
• Boiling Point: 213.8±32.0 °C (760 mmHg), Calc.^*
• Flash Point: 92.8±18.6 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	4	H302

Discovery and Applications

4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one, also known as 4-hydroxy-5-methyl-1,3-dioxol-2-one, is a heterocyclic compound featuring a dioxolane ring structure. The compound is a member of the family of dioxolones, which are widely studied for their chemical and biological properties. The synthesis and applications of this compound have been explored in various contexts, particularly in the development of materials, pharmaceuticals, and as an intermediate in organic synthesis.

The discovery of 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one is tied to the broader exploration of dioxolane derivatives. Dioxolanes, in general, have attracted attention due to their ability to serve as building blocks for the synthesis of a variety of other chemical entities, including polymers, biologically active compounds, and functional materials. The compound itself is notable for containing both hydroxymethyl and methyl groups, which contribute to its chemical reactivity and make it an important intermediate in synthetic chemistry.

One of the primary applications of 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one lies in organic synthesis, where it is used as a key intermediate in the preparation of other more complex organic molecules. Its functional hydroxymethyl group allows for the introduction of further chemical modifications, making it a versatile precursor in the synthesis of various derivatives. For example, it has been used in the development of polymeric materials and as part of the synthesis of other heterocyclic compounds.

In addition to its role in chemical synthesis, the compound has also been studied for its potential biological applications. The presence of the hydroxymethyl group and the dioxolane ring structure may confer unique properties, such as the potential for interactions with biological molecules. However, the compound’s biological activity has been less extensively explored compared to other more well-known dioxolane derivatives, and most of the research has focused on its utility in synthetic chemistry.

Furthermore, 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one has been evaluated for its reactivity in various conditions. The compound’s ability to participate in ring-opening reactions, as well as other types of nucleophilic substitutions, is an area of interest in synthetic organic chemistry. These reactions make it useful in a range of applications, from the preparation of more complex organic molecules to its incorporation into larger macromolecular structures.

Despite its relatively narrow scope of research compared to other chemical compounds, 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one continues to be a subject of study for its potential applications in organic chemistry and material science. Its role in the synthesis of other chemicals and materials underscores its importance in both academic research and industrial applications.

In conclusion, 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one is a heterocyclic compound with applications primarily in organic synthesis and materials science. Its chemical structure, featuring a dioxolane ring with hydroxymethyl and methyl substituents, allows it to serve as a versatile intermediate in the preparation of various organic molecules and functional materials. Further research into its potential biological and industrial applications is ongoing, with the compound offering valuable insights into the chemistry of dioxolane derivatives.

References

2014. Azilsartan Medoxomil. Pharmaceutical Substances.
2024. S113 | SWISSPHARMA24 | 2024 Swiss Pharmaceutical List with Metabolites.
DOI: 10.5281/zenodo.10501043