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3,4,5-Trimethoxybenzaldehyde: Properties, Structure, and Material Insights

What is 3,4,5-Trimethoxybenzaldehyde?

3,4,5-Trimethoxybenzaldehyde stands out in the lineup of specialty organic compounds. This aromatic aldehyde appears as colorless to pale yellow flakes or crystalline powder. In the lab, the sight of these fine crystals signals a level of purity that many synthetic chemists appreciate since impurities often tint the material. The compound carries the molecular formula C10H12O4 and a molecular weight of 196.20 g/mol, traits useful during synthesis and scale-up. Structural examination shows a benzene ring ornamented with three methoxy (-OCH3) groups at the 3, 4, and 5 positions, and a formyl group (-CHO) anchoring the first carbon. Most chemists recognize its faint, pleasant aroma—characteristic of many aromatic aldehydes—but its real value lies in what you can build from it.

Chemical and Physical Properties

With a melting point around 74–78°C, 3,4,5-Trimethoxybenzaldehyde stores easily as a solid under ambient conditions. Its density lands near 1.19 g/cm³. In a flask or bottle, it resists easy flow as a liquid and seldom forms a true solution without a solvent like ethanol or ether. Water solubility stays low, but common organic solvents like ethyl acetate, acetone, or dichloromethane crack it with ease. The sharp, aromatic odor—along with the clean appearance—signals stability under most storage scenarios, although moisture and strong acids or bases encourage degradation. Chemical stability makes it a reliable raw material for reaction workups, whether in research or industrial settings.

Detailed Structure and Appearance

Examine its structure on paper or a modeling kit and clarity emerges: the three electron-rich methoxy substituents at adjacent positions provide electron-donating strength to the ring, making the benzaldehyde more reactive at the formyl group. That has come in handy in electrophilic substitutions or condensation reactions, such as in the synthesis of tetramethoxy stilbenes or as a precursor for pharmacologically active compounds. The aldehyde group, exposed and moderately reactive, lends versatility. In solid form, the flakes shine faintly—sometimes pressed into pearls or ground into a finer powder for ease of handling. Not often found as a liquid under normal conditions, the compound typically melts above room temperature and springs back to solid once cooled.

Specifications and Quality Control

A standard shipment should contain at least 98% pure 3,4,5-Trimethoxybenzaldehyde, confirmed by techniques such as NMR, IR, or mass spectrometry. Moisture content stays below 0.5%, considering the tendency for aromatic aldehydes to oxidize or hydrate when mishandled. Specific gravity reads close to 1.2 (at 25°C), and commercial lots usually supply this chemical as flakes or crystalline powder for easier weighing and dosing. Storage containers must seal tightly, cutting exposure to air and humidity, since the aldehyde group reacts over time to form carboxylic acids or other byproducts. Technicians rely on batch certificates verifying the density, melting range, and purity, since off-spec material risks failed syntheses or contamination downstream.

Applications, Raw Material Uses, and Industry Background

Pharmaceutical labs often use 3,4,5-Trimethoxybenzaldehyde as a key starting material. It’s a core feedstock for the construction of trimethoxyphenyl-based drugs and advanced intermediates, including certain synthetic anti-cancer agents, cardiovascular medications, and psychoactive research compounds. Its distinctive reactivity, stemming from the electron-donating methoxy groups, offers a unique foothold in retrosynthesis. In dye chemistry, it helps create tailored colorants, and in perfumery, its mild aromatic scent flavors specialty blends. Manufacturers welcome its crystalline form—less prone to dusting than familiar benzaldehydes—cutting losses in dosing and transport. Bulk users count on consistent melting behavior and solvent compatibility for batch reactors and continuous operations.

HS Code and Regulatory Information

In international trade, 3,4,5-Trimethoxybenzaldehyde often ships under the HS Code 2912.29, covering aldehyde-based organic chemicals without a specified function. Customs paperwork may also reference UN numbers when transported in large quantities because of its status as a regulated raw material. Import/export agents check specification sheets, MSDS, and certificate of analysis before clearing shipments through customs. Labels identify product form (flake, solid, powder), gross weight, and container type, because handling rules vary by destination. European REACH and US TSCA regulations both keep an eye on reporting and volume thresholds, demanding documentation from both buyers and sellers.

Safety, Risk, and Handling

Safe handling of 3,4,5-Trimethoxybenzaldehyde matters in both research and industrial settings. Inhalation of dust or prolonged skin contact may cause mild irritation; thus, nitrile gloves and protective eyewear belong in every handling scenario. The compound does not present acute toxicity hazards like some aromatic aldehydes, but workplace hygiene—good ventilation, prompt cleanup of spills, and dust minimization—keeps risk manageable. Disposal as hazardous waste follows local environmental protocols, reflecting the compound’s classification as a chemical raw material with moderate environmental impact. Fire response teams note its flammable dust risk, so proper containment and grounding of transfer equipment reduce static ignition. In my own work, adherence to material safety data sheets prevented costly accidents and sent everyone home healthy at day’s end.

Harmful Effects and Emergency Considerations

Anyone using 3,4,5-Trimethoxybenzaldehyde knows not to treat it casually. Ingestion or eye contact poses risk, as does the possibility of allergic reactions after repeated exposure. Quick washing with soap and water, eyewash stations, and emergency showers prepare teams to respond if accidents occur. For storage, a cool, dry, well-ventilated area beats out temperature swings or sunlight, which degrade both product and shelf life. Regular review of on-site emergency procedures and ventilation means fewer surprises in the event of a spill or exposure. Local poison control and first aid resources should always be part of a facility’s training plan. Working through these steps over years in chemical operations brought home the value of preparation, not just compliance. Mistakes can bring real health consequences, but diligent technique rewards everyone down the line.

Looking Toward Solutions and Best Practices

Making the most of 3,4,5-Trimethoxybenzaldehyde starts with quality sourcing, verified by documentation at every stage. Supply chains anchored in transparency help downstream users trust the material’s consistency and safety claims. On the technical side, closed handling systems and solvent selection minimize waste, cut operator exposure, and trim costs. Research efforts focus on greener routes of synthesis, aiming to shrink hazardous byproducts and energy use. Scale-up processes introduce automation and detection systems to catch contamination before costly failures. Small changes in lab and factory practice multiply across industries, safeguarding health, improving efficiency, and reducing environmental load.