2-Chloropropenol: Chemical Properties, Structure, and Applications

What is 2-Chloropropenol?

2-Chloropropenol is a clear, colorless to light yellow liquid at room temperature. Recognized by its distinctive, sharp chemical odor, the material finds use across several sectors, often as a key intermediate or raw material in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. Its molecular formula stands as C3H5ClO, indicating a three-carbon chain with a chlorine atom and a hydroxyl group attached. Molecular weight rests at 92.52 g/mol. This organic compound’s structure makes it an ideal candidate for multiple transformation and addition reactions in organic synthesis, driving demand from research laboratories to large-scale manufacturing.

Chemical Structure and Specifications

Looking closer at the structure, 2-Chloropropenol features a propenyl backbone where one hydrogen atom on the first carbon is replaced with a chlorine atom, and the terminal carbon carries a hydroxyl group. This configuration brings particular reactivity, especially with nucleophiles. Specified under HS Code 2905.59, the compound aligns with the category of halogenated alcohols. Pure 2-Chloropropenol, under standard lab analysis, displays a density at about 1.14 g/cm³. In production lots, available material often ships as a liquid, but it solidifies slightly below room temperature, forming crystalline solids or waxy flakes — an aspect worth considering for proper handling and transfer during raw material use. Industrial producers stick to sulfur-free batches, striving for high purity to ensure consistent outcomes in downstream applications.

Physical Properties and Forms

The compound handles well in a range of process environments. Its boiling point hovers near 123°C, which means it volatilizes at an intermediate range, not as aggressive as low molecular weight solvents, yet far from the stability required for high-temperature processing. Freezing point often stays just below room temperature, so storage above standard laboratory conditions prevents unwanted solidification. Some vendors offer 2-Chloropropenol in liquid form for ease of transfer, though flakes or powder forms show up in smaller research-scale settings. Less commonly, one might find pearl or granular varieties, each trading off between convenience in weighing and the need for dissolution.

Material Safety, Hazards, and Handling

Experience handling chlorinated organic compounds teaches care is never optional. 2-Chloropropenol exhibits moderate toxicity. Classified as hazardous, the compound can cause irritation to the skin, eyes, and respiratory system on contact or inhalation. Material Safety Data Sheets remind users of proper PPE — gloves, goggles, and fume hoods provide basic protection. In my work, even a small-scale spill requires immediate containment and cleanup, using chemical spill kits and appropriate ventilation. Fire risk remains moderate, as the vapors form combustible mixtures with air above the flash point — all ignition sources should stay clear of storage areas. Long-term or improper exposure can lead to harmful health effects, so closed systems and regular monitoring are standard in well-managed facilities.

Applications and Importance in Industry

2-Chloropropenol acts as a versatile building block for producing epoxides, alkoxides, and other downstream chemicals. Its unique structure, blending both aldehyde-type reactivity and the influence of a chlorine atom, makes it valuable for custom syntheses and as a raw material in pharmaceutical intermediates. Its use stretches to polymer modification or as a laboratory reagent, though high-purity requirements sometimes drive up its cost. These industrial uses highlight the need for careful quality assurance — impurities can dramatically affect downstream yields or product performance.

Recommendations for Improved Safety and Environmental Impact

Chemical handling always brings risk, but improvements have emerged over time. Companies investing in automated transfer systems and closed reaction vessels lower both human exposure and risk of leaks. In my experience, routine staff training on handling hazardous chemicals, immediate spill response, and waste segregation make a difference in daily operations. Efforts to recycle or neutralize waste streams bearing chlorinated compounds help reduce environmental load. Looking ahead, substitution with less hazardous analogues may play a role, once the performance trade-offs balance out, but careful control and skilled technicians will always form the backbone of safe chemical work.