1,2-Pentanediol
[CAS# 5343-92-0]

Identification

• Classification: Chemical pesticide >> Fungicide >> Azole fungicide
• Name: 1,2-Pentanediol
• Synonyms: Pentane-1,2-diol
• Molecular Formula: C₅H₁₂O₂
• Molecular Weight: 104.15
• CAS Registry Number: 5343-92-0
• EC Number: 226-285-3
• SMILES: CCCC(CO)O

Properties

• Density: 0.971±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.443, Calc.^*
• Boiling Point: 206.0±0.0 ºC (760 mmHg), Calc.^*
• Flash Point: 104.4±0.0 ºC, Calc.^*

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

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Hazard Statements: H304-H318
• Precautionary Statements: P264+P265-P280-P301+P316-P305+P354+P338-P317-P331-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Aspiration hazard	Asp. Tox.	1	H304
Serious eye damage	Eye Dam.	1	H318
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

1,2-Pentanediol is a chemical compound with the molecular formula C5H12O2. It is a type of diol, which refers to a molecule that contains two hydroxyl groups (-OH) attached to different carbon atoms. 1,2-Pentanediol is a clear, colorless liquid with a mild, sweet odor and is used in various industrial and commercial applications due to its versatile chemical properties.

The discovery of 1,2-pentanediol dates back to the early 20th century, although its commercial production and widespread use began in the latter half of the century. It is typically produced through the hydrogenation of a pentose sugar or by the reduction of 1,2-pentanedione, a compound derived from petroleum. The synthesis of 1,2-pentanediol can be achieved through several methods, with the most common being catalytic hydrogenation in the presence of a metal catalyst, such as palladium or nickel.

One of the primary applications of 1,2-pentanediol is as a solvent in various chemical formulations. Due to its relatively low toxicity and favorable evaporation rate, it is used in the manufacture of coatings, paints, adhesives, and sealants. It is also used as a solvent in personal care products such as cosmetics and lotions, where it helps to improve the spreadability and stability of these products. Additionally, its antimicrobial properties make it an ideal component in products designed to be applied to the skin.

1,2-Pentanediol is also an important intermediate in the synthesis of various chemicals. It can be converted into other valuable chemicals, including plasticizers and surfactants, which are used in a wide range of consumer and industrial products. Its ability to form ester linkages with fatty acids makes it a useful component in the production of ester-based plastics and resins, which are used in packaging materials, automotive parts, and textiles.

Another notable application of 1,2-pentanediol is in the pharmaceutical and medical industries. It is utilized as a stabilizer and solubilizer in intravenous (IV) medications and other drug formulations. Due to its ability to dissolve various active pharmaceutical ingredients and maintain the stability of the drug, 1,2-pentanediol plays a crucial role in ensuring the efficacy and safety of these treatments. In addition, it is used as an ingredient in some wound care products due to its moisturizing and soothing properties.

Furthermore, 1,2-pentanediol has found use in the production of biodegradable materials. Its incorporation into biodegradable polymers helps enhance the performance and degradation rates of these materials, making them suitable for use in environmentally friendly packaging and agricultural products. This has become increasingly important in industries seeking to reduce their environmental impact by using more sustainable alternatives to traditional plastic.

In recent years, there has been a growing interest in the potential of 1,2-pentanediol as a renewable resource, especially given the increasing demand for bio-based chemicals. Research is being conducted to explore the use of renewable feedstocks, such as plant-based sugars, to produce 1,2-pentanediol, which could help reduce the environmental footprint of its production.

Despite its wide range of applications, 1,2-pentanediol must be used carefully in certain contexts due to its potential toxicity at high concentrations. Regulatory agencies have set guidelines to ensure that products containing 1,2-pentanediol are safe for use, particularly in consumer products. As a result, it is essential for manufacturers to adhere to these guidelines to prevent any adverse effects on human health or the environment.

In conclusion, 1,2-pentanediol is a versatile chemical compound with a broad array of applications across industries such as chemicals, pharmaceuticals, personal care, and materials science. Its discovery and development have contributed significantly to the creation of more efficient and sustainable products, and ongoing research into its production from renewable sources may further enhance its role in future applications.

References

2024. Highly Efficient CuCoLa Catalyst for the Direct Hydrogenation of Furfural to Pentanediols. Catalysis Letters, 154(7).
DOI: 10.1007/s10562-024-04771-2

2023. Review on Metal-Acid Tandem Catalysis for Hydrogenative Rearrangement of Furfurals to C5 Cyclic Compounds. Transactions of Tianjin University, 29(5).
DOI: 10.1007/s12209-023-00367-w

2022. One-Pot Production of 1,5-Pentanediol from Furfural Through Tailored Hydrotalcite-Based Catalysts. Catalysis Letters, 152(8).
DOI: 10.1007/s10562-022-04144-7