2-Pentylpropane-1,3-diol
[CAS# 25462-23-1]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Alcohol
• Name: 2-Pentylpropane-1,3-diol
• Synonyms: 1,1-Bis(hydroxymethyl)hexane
• Molecular Formula: C₈H₁₈O₂
• Molecular Weight: 146.23
• CAS Registry Number: 25462-23-1
• SMILES: CCCCCC(CO)CO

Properties

• Density: 0.9±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.453, Calc.^*
• Boiling Point: 255.8±8.0 °C (760 mmHg), Calc.^*
• Flash Point: 117.3±13.0 °C, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302
• Safety Statements: P280-P305+P351+P338

Discovery and Applications

2-Pentylpropane-1,3-diol is an organic compound that falls under the category of diols, which are characterized by the presence of two hydroxyl groups (-OH) on different carbon atoms. This compound consists of a pentyl group (C5H11) attached to the second carbon of a propane-1,3-diol backbone. It has attracted attention due to its potential applications in various industrial and chemical processes, particularly as a building block for more complex molecules in materials science and as an intermediate in the synthesis of specialty chemicals.

The discovery of 2-pentylpropane-1,3-diol is attributed to efforts in developing new diol compounds with properties suitable for use in the production of biodegradable plastics, surfactants, and other environmentally friendly chemicals. Its structure is significant because the pentyl group imparts hydrophobic properties to the molecule, making it useful in applications requiring water resistance or stability under certain conditions. The diol backbone itself, on the other hand, provides the material with the capacity to form strong intermolecular interactions, contributing to its functionality in polymer applications.

Synthesis of 2-pentylpropane-1,3-diol typically involves the functionalization of propylene oxide or other similar compounds with a pentyl group. This reaction can be conducted under mild conditions, allowing for efficient production of the diol compound. The synthesis is relatively straightforward and cost-effective, making it an attractive option for industrial use.

One of the primary applications of 2-pentylpropane-1,3-diol is in the production of polyesters and polyurethanes, where it serves as a building block for more complex polymers. The compound’s ability to provide both hydrophobicity and reactivity through its hydroxyl groups makes it an ideal candidate for these applications, contributing to the development of durable, flexible, and biodegradable materials. In addition to its use in polymers, 2-pentylpropane-1,3-diol has also been explored for its potential in lubricants, coatings, and emulsifiers, where its unique properties can improve the performance and longevity of the final products.

Moreover, 2-pentylpropane-1,3-diol has been studied for its potential use in the pharmaceutical and cosmetic industries. Due to its mild nature and non-toxic characteristics, it has been proposed as a safe ingredient for use in skin care products and as a potential excipient in drug delivery systems. Its ability to act as a stabilizing agent or solubilizer in certain formulations makes it an attractive candidate for further investigation in these fields.

The continuing research into 2-pentylpropane-1,3-diol and its derivatives highlights its versatility and potential for a wide range of applications. As industries seek to develop more sustainable and efficient chemical processes, this compound represents a valuable tool in the development of new materials and products.

References

2008. Synthesis of 3-alkyl(aryl)thietanes. Petroleum Chemistry, 48(2).
DOI: 10.1134/s0965544108020084