Description
Specifications Table
Product Name – Lithium tri-sec-butylborohydride, 1M solution in THF, AcroSeal®
Quantity/Pack Size – 100ML, 800ML
Form – Liquid (THF solution)
Grade – AcroSeal® (high-purity, air-sensitive)
Application – Selective reductions, organic synthesis, hydroboration
Product Overview
Lithium tri-sec-butylborohydride (L-Selectride® equivalent) is a highly selective reducing agent supplied as a 1M solution in tetrahydrofuran (THF) under the AcroSeal® brand, ensuring maximum purity and minimal exposure to moisture or air. This reagent is renowned for its ability to perform stereoselective reductions of ketones, aldehydes, and epoxides while minimizing over-reduction or side reactions. The THF solvent enhances solubility and reactivity, making it a preferred choice for complex organic transformations. The AcroSeal® packaging guarantees long-term stability by preventing atmospheric contamination, which is critical for maintaining reagent performance. Unlike traditional borohydrides, this solution offers superior chemoselectivity, particularly in the presence of other functional groups like esters, nitriles, or halides. Its controlled reactivity profile makes it indispensable for synthesizing pharmaceutical intermediates, fine chemicals, and natural products. The 1M concentration provides a balance between ease of handling and reagent efficiency, reducing the need for excessive solvent use. For optimal results, store under inert gas and handle in a dry, oxygen-free environment to preserve its reducing power.
FAQs
1. What is the difference between Lithium tri-sec-butylborohydride and sodium borohydride?
Lithium tri-sec-butylborohydride is significantly more selective and reactive toward sterically hindered substrates compared to sodium borohydride. It reduces ketones and aldehydes at lower temperatures and is less likely to reduce esters or amides, making it ideal for chemoselective transformations. Sodium borohydride, while more economical, lacks this level of control and often requires harsher conditions.
2. Can this reagent be used for asymmetric reductions?
While Lithium tri-sec-butylborohydride itself is not chiral, it can participate in asymmetric reductions when combined with chiral ligands or auxilaries. The bulky sec-butyl groups contribute to steric bias, which may influence diastereoselectivity in certain substrates. For enantioselective reductions, consider pairing it with chiral borane reagents or catalysts.
3. How should I dispose of excess Lithium tri-sec-butylborohydride solution?
Excess solution should be quenched carefully with a compatible alcohol (e.g., ethanol or isopropanol) in a well-ventilated fume hood to neutralize the hydride. The quenched mixture can then be diluted with water and disposed of according to local regulations for boron-containing organic waste. Never discard active reagent directly into sinks or standard waste streams.
4. Is this solution compatible with glassware, or should I use plastic?
The THF solution is compatible with standard borosilicate glassware, which is preferred for reactions involving this reagent. Avoid plastic containers (e.g., polyethylene or polypropylene), as THF can permeate or degrade some plastics over time. Ensure all glassware is thoroughly dried and inert (e.g., flushed with nitrogen/argon) before use to prevent moisture-induced decomposition.
5. Why does the solution turn cloudy upon storage?
Cloudiness typically indicates moisture contamination or partial decomposition of the reagent. Lithium tri-sec-butylborohydride is highly hygroscopic, and even trace water can lead to the formation of borates or alcohols, causing precipitation. To mitigate this, store the sealed bottle under inert gas, minimize exposure to air during transfers, and use a sure-seal septum for repeated access.
