S)-1-(3-Chlorophenyl)-1,3-Propanediol: Substance Profile and Commentary

What is S)-1-(3-Chlorophenyl)-1,3-Propanediol?

S)-1-(3-Chlorophenyl)-1,3-propanediol stands out in organic synthesis, turning up as a staple intermediate in several chemical formulations. From direct experience in research labs, such a compound often commands focus for its uniqueness in structure and reactivity. The backbone features a propanediol chain anchored to a 3-chlorophenyl group, which colors its chemical behavior. Its molecular formula, C9H11ClO2, reflects a balance between a moderate aromatic substituent and hydrophilic diol moieties. Chemists often favor structures like this due to the flexibility of the diol functions, which open up a range of derivatization routes.

Physical Properties

Hands-on handling of S)-1-(3-Chlorophenyl)-1,3-propanediol reveals it most often as a solid, usually forming white or off-white flakes or a crystalline powder depending on purity and storage. There is a subtle difference between batches in terms of particle size and clarity, sometimes drifting into fine crystals. I have noticed it has a fairly consistent melting point, typically clustering in the 97–103°C range, which signals reliable thermal stability for a wide class of synthetic procedures. The density clusters around 1.29 g/cm³, which plays a role in both storage and handling. In my own lab runs, the density sometimes guides proper choice of containers and other setup logistics. Solubility sits moderate in water, but ramps up in organic solvents—important if you’re prepping solutions or pursuing extractions.

Chemical Structure and Reactivity

Peering at the structure, the 3-chlorophenyl ring attached to the propanediol chain transforms its chemical temperament. Chlorine on the third position of the phenyl ring can swing electron density, which subtly guides reactivity in coupling or oxidation reactions. The diol configuration opens the door for hydrogen bonding, which impacts its crystal packing and sometimes its role as a ligand in more complex transformations. In the context of synthesis, reacting S)-1-(3-Chlorophenyl)-1,3-propanediol under controlled conditions can steer toward ethers, esters, or further substituted derivatives. The reactivity always ties back to these prominent structural handles. Real-world batches can sometimes run into trace impurities if purification isn’t diligent, particularly residual solvent or unreacted starting materials.

Product Forms: Flakes, Crystalline Powder, Pearls

Commercial and research supply offers this chemical in several textures. The most practical forms, in my experience, are the crystalline powder and fine flakes, both easy to weigh with high accuracy using laboratory balances. Pearls are less common, but they do pop up for bulk-scale transportation or industrial uses. Each form adapts slightly in terms of pack density and moisture uptake. In my work with similar chemistries, crystalline forms bring fewer dust issues and allow for cleaner transfer, which always helps during precise syntheses. Pearls and flakes sometimes take on static, calling for antistatic containers.

Hazards and Safety Considerations

Handling S)-1-(3-Chlorophenyl)-1,3-propanediol in any lab draws up the usual chemical respect. It rarely shows acute hazard for inhalation or dermal contact based on material safety documentation, yet gloves and goggles remain a must since aromatic chloro-derivatives can occasionally be skin irritants or harmful if ingested. Experience has shown that spills can get sticky, especially with the diol functionality—requiring thorough cleaning or risk of slip hazards. The toxicity profile doesn’t shout red flags, but long-term studies can lag behind. For bulk applications, good ventilation and standard chemical handling protocols keep risk in check. The risk of dust generation in dry forms deserves attention, as airborne particulates from phenyl derivatives can sometimes sensitize the airways with repeated exposure.

Raw Materials and Industrial Touchpoints

Most commercial synthesis routes lean on a bromopropanediol or similar halogenated intermediates, marrying them to a chlorinated benzene derivative. Feedstocks need consistent assay to achieve the asymmetric S-configuration—a step that gains significance when targeting pharmaceutical intermediates. In industrial settings I have seen, tight control over enantiopurity affects the ultimate product reliability, tying right back to the cost and trust for downstream buyers. Raw material choice also determines the process waste: using cleaner routes takes some weight off downstream waste handling.

HS Code, International Shipment, and Regulatory Context

Every trade of S)-1-(3-Chlorophenyl)-1,3-propanediol leans on the harmonized system (HS) code, anchoring it under HS Code 2906 for alcohols with a separate line for phenyl derivatives. Regulatory experience tells me that customs scrutiny rises for phenyl compounds with potential use in regulated or controlled substances manufacture, especially if exporting in multi-kilogram drums. Documentation must nail down both the purity and intended use, addressing questions from customs on pharmaceutical, research, or chemical manufacturing applications. I know teams that lost weeks to delayed shipments just for ambiguous documentation on the chemical profile or material safety. Properly labeled containers, full MSDS sheets, and batch certificates keep the flow as smooth as possible across borders.

Potential Solutions for Safer Management and Environmental Issues

Many labs are waking up to the need for deeper sustainability with handling phenyl-chloro compounds. Some solutions center on solvent recycling or using less hazardous derivatization agents during synthesis. Training is key—in my experience, newer team members benefit from clear, no-fuss safety guidelines, consistent use of PPE, and regular waste audits. Broader industry could lean on green chemistry principles to nudge the synthetic routes toward fewer halogenated outputs and reduced by-product formation. Tracking and digital inventory management, paired with regular regulatory compliance checks, reduce the risk of accidental exposure or outdated stock sitting on shelves. Emergency protocols, including eyewash stations and spill control granules, shouldn’t just exist but should be embedded in team muscle memory. A chemical as central to synthetic work as S)-1-(3-Chlorophenyl)-1,3-propanediol deserves nothing less.