Compound Profile

Allyl alcohol

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Allyl alcohol, a compound with the chemical formula C3H6O, is a significant chemical intermediate used in the production of various materials with widespread applications in everyday life. It is particularly important in the manufacture of plastics, resins, adhesives, and pharmaceuticals. Additionally, allyl alcohol serves as a precursor for the synthesis of compounds used in the flavor and fragrance industries, enhancing the taste and scent of many consumer products. Overall, the versatile nature of allyl alcohol plays a crucial role in various industries, ultimately impacting the products and goods that individuals encounter in their daily lives.

Table of Contents:

💡 Commercial Applications

Allyl alcohol, also known as propenol, is primarily utilized in the manufacturing industry for the production of various chemicals, plastics, and resins. Its most common commercial applications include its use as a precursor in the synthesis of allyl compounds, which are widely employed in the manufacture of adhesives, sealants, and fragrances. Additionally, allyl alcohol is utilized in the production of glycerol, which is a key component in the production of cosmetics, pharmaceuticals, and food products.

In the pharmaceutical industry, allyl alcohol has found limited application due to its toxicity and potential health hazards. However, it has been used in the synthesis of certain medications and drugs, particularly in the development of anti-inflammatory and analgesic agents. Additionally, allyl alcohol derivatives have shown promise in the field of drug delivery systems, as they possess the ability to enhance the bioavailability and therapeutic efficacy of certain drugs. Despite its limited use in pharmaceutical applications, research continues to explore the potential medicinal properties of allyl alcohol and its derivatives.

⚗️ Chemical & Physical Properties

Allyl alcohol is a colorless liquid with a pungent, garlic-like odor. It is highly flammable and is also known by its IUPAC name prop-2-en-1-ol.

Allyl alcohol has a molar mass of 58.08 g/mol and a density of 0.854 g/cm3 at room temperature. Compared to common household items, allyl alcohol has a lower molar mass than water (18.02 g/mol) and a slightly lower density than olive oil (0.92 g/cm3).

The melting point of allyl alcohol is -129°C, while the boiling point is 97°C. In comparison to common household items, allyl alcohol has a significantly lower melting point than table salt (801°C) and a lower boiling point than vinegar (100°C).

Allyl alcohol is moderately soluble in water and has a relatively low viscosity. When compared to common household items, it is more soluble in water than oil and has a lower viscosity than honey.

🏭 Production & Procurement

Allyl alcohol, also known as 2-propen-1-ol, is primarily produced through the hydrolysis of allyl chloride. The reaction involves the use of a strong base such as sodium hydroxide to cleave the chlorine atom from allyl chloride, resulting in the formation of allyl alcohol.

Allyl alcohol can be procured from chemical suppliers or manufacturers that specialize in producing organic solvents and intermediates. The substance is typically transported in sealed containers to prevent any leakage or contamination during transit. Due to its flammable nature, allyl alcohol should be stored and transported in accordance with regulations set forth by relevant authorities.

For large-scale production, allyl alcohol can also be synthesized from glycerol, a byproduct of biodiesel production. Glycerol is first dehydrated to form acrolein, which is then oxidized to yield allyl alcohol. This method provides an alternative route to obtaining allyl alcohol that is more environmentally friendly and sustainable.

⚠️ Safety Considerations

Safety considerations for Allyl alcohol must be carefully observed due to its hazardous nature. This compound is highly flammable, posing a significant fire risk if not stored and handled properly. Allyl alcohol can also cause irritation to the skin, eyes, and respiratory tract upon contact or inhalation. Therefore, it is essential to use appropriate personal protective equipment, such as gloves, goggles, and a respirator, when working with Allyl alcohol.

In terms of pharmacology, Allyl alcohol is primarily metabolized in the body by alcohol dehydrogenase to acrolein, a highly toxic compound that can cause severe damage to various organs, including the liver, kidneys, and lungs. Acrolein is known to be a potent irritant and carcinogen, leading to adverse health effects with acute and chronic exposure. Additionally, Allyl alcohol has been shown to inhibit enzymes involved in DNA repair, potentially increasing the risk of mutagenesis and carcinogenesis.

The hazard statements for Allyl alcohol include “Causes skin irritation,” “Causes serious eye irritation,” and “May cause respiratory irritation.” These statements highlight the potential health risks associated with exposure to Allyl alcohol and emphasize the importance of using proper protective measures, such as ventilation and personal protective equipment. It is crucial to handle Allyl alcohol with care and follow strict safety protocols to avoid harmful effects on human health and the environment.

Precautionary statements for Allyl alcohol should be strictly adhered to in order to minimize risks. These statements include “Keep away from heat/sparks/open flames/hot surfaces,” “Wear protective gloves/protective clothing/eye protection/face protection,” and “IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing.” By following these precautionary measures and handling Allyl alcohol in a controlled manner, the likelihood of accidents and adverse health effects can be significantly reduced.

🔬 Potential Research Directions

One potential research direction for allyl alcohol involves exploring its potential as a precursor in the synthesis of various organic compounds. By investigating different reaction pathways and conditions, researchers can optimize the production of valuable intermediates for the chemical industry.

Another avenue of research could focus on the development of novel catalytic systems for the selective oxidation of allyl alcohol to produce specific target compounds. By designing efficient catalysts and understanding the reaction mechanisms involved, scientists can enhance the yield and selectivity of the oxidative processes.

Furthermore, studying the toxicological and environmental impact of allyl alcohol and its byproducts can provide valuable insights for the safe handling and disposal of this compound. Understanding its potential hazards and implementing appropriate mitigation strategies are crucial for minimizing risks associated with its production and usage in various industries.

One similar compound to Allyl alcohol based upon molecular structure is Propargyl alcohol. This compound has a triple bond between the carbon and oxygen atoms, similar to the double bond in Allyl alcohol. Propargyl alcohol is a colorless liquid with a sharp odor, commonly used in organic synthesis.

Another compound with a similar structure to Allyl alcohol is Vinyl alcohol. This compound contains a double bond between the carbon and oxygen atoms, similar to Allyl alcohol. However, Vinyl alcohol is very unstable and quickly tautomerizes to acetaldehyde in aqueous solution. Vinyl alcohol is mainly of theoretical interest in organic chemistry.

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