D-(-)-Diethyl D-tartrate: Product Overview and Detailed Commentary

What is D-(-)-Diethyl D-tartrate?

D-(-)-Diethyl D-tartrate arises as a notable chemical for folks working with chiral building blocks in synthesis. The product, often called Diethyl D-tartrate or DET, carries roots in organic chemistry, especially thanks to its two esterified carboxyl groups attached to a chiral tartrate backbone. Used widely in both academic and industrial laboratories, it offers practical solutions for chemists looking to drive enantioselective transformations. The typical formula, C8H14O6, spells out a molecule built on four oxygen atoms, two ethyl groups, and a core skeleton from tartaric acid. This specification shapes both its properties and behavior in reactions, whether the application demands a solvent-like liquid or something more crystalline.

Structure and Physical Properties

Studying the structure, D-(-)-Diethyl D-tartrate has a backbone with two adjacent hydroxy and two ester groups arranged to lock in its specific optical activity. Physical examination shows the product as a colorless to pale yellow liquid under ordinary conditions, though at lower temperatures, crystalline forms can appear. Lab measurements peg the density usually around 1.22 g/cm³. Its molecular structure allows considerable versatility, letting this tartrate dissolve in alcohols, ethers, and some polar aprotic solvents with little fuss. Handling bulk material, one finds it as a clear mobile liquid, though storage for long periods prompts the formation of flakes or even solid crystals. Many chemical warehouses ship D-(-)-Diethyl D-tartrate in both liter bottles and bulk drums, matching the needs of formulators large and small.

Specifications, Supply Forms, and Uses

D-(-)-Diethyl D-tartrate carries the HS Code 29181300 for international trade, so buyers and customs officials identify and regulate it using this number. You often see purity levels above 98%, sometimes reaching 99% or higher for pharmaceutical or research jobs. Some suppliers provide extensive documentation, laying out not just assay values but extra details like optical rotation, moisture, and residual solvent content. Beyond liquids, analysts sometimes encounter DET as powder, flakes, or pearls, depending on manufacturing methods, transport needs, and ambient temperature. Its status as a raw material for complex syntheses means the form makes a difference for metering and mixing: powder packs neatly, while liquid pours fast. In high-end manufacturing, such as chiral catalyst production or specific stereospecific approaches, the right form matches both process and scale demands.

Safety, Handling, and Regulatory Status

D-(-)-Diethyl D-tartrate does not count among the most hazardous chemicals lining a storeroom, yet it deserves respect and the use of gloves and goggles. Standard chemical sources list it as a slight irritant, with limited reports of harmful effects at workroom concentrations, but repeat exposure or careless spill cleanup raises risks, especially around open cuts or mucous membranes. Its classification generally lands as “safe with precautions,” echoing most common organic esters. Regulatory bodies in Europe, the US, and Asia treat it as a specialty chemical rather than a restricted toxic material, yet waste disposal protocols still call for clear labeling and separation since breakdown products under heat or strong acid can result in less benign outcomes. Ventilated storage and sealed containers keep fumes down and product stable. Larger production settings sometimes route waste solutions through solvent recovery or approved disposal networks to prevent pollution and meet local compliance benchmarks.

Raw Materials, Preparation Process, and Chemical Insights

D-(-)-Diethyl D-tartrate comes from the esterification of D-tartaric acid, using ethanol and either acid or enzymatic catalysts. Raw material selection matters, especially the optical purity of tartaric acid, since even minor cross-contamination changes the product’s chiral behavior in synthesis downstream. Ethanol used for esterification usually runs high purity grades, since any odd carbonyl or water content complicates both yield and cleanliness. Once reacted, the mixture passes through distillation or crystallization, isolating DET as a concentrated phase. For industrial producers, tight control of process temperatures and careful monitoring of side reactions keep the product within required spec and prevent hiccups during scale-up. These technical details don’t just sit on paper—they shape every shipment received, every batch compounder’s job, and every analytical check along the way.

Applications and Industry Relevance

In practice, D-(-)-Diethyl D-tartrate anchors itself to asymmetric synthesis, especially for building pharmaceuticals, agrochemicals, and specialty fragrance molecules. Chemists reach for DET to set up Sharpless asymmetric epoxidation, where its chiral influence helps drive high yields of a single enantiomer, which in turn drives drug purity and safety later on. In industries where even minor stereochemical mistakes can undo months of effort, getting the right tartrate—confirmed by consistent documentation and test results—means everything, especially when regulatory scrutiny follows down the line. Projects involving DET, whether in formulation or scale-up, often circle back to hands-on checks of product certificate of analysis and discussion with the vendor about specs, lot variance, and compliance paperwork. For workers in fields like fine chemicals, pharmaceuticals, and advanced material science, few raw materials punch above their weight as much as tartrate esters like this one, showing up wherever people chase precise chemical performance.