Lithium triisobutylhydroborate, also known as lithium tri sec butyl borohydride, is an organic metal compound that typically appears as a colorless to pale yellow liquid, miscible with tetrahydrofuran, and sensitive to moisture. It is used as a reducing agent in organic synthesis, especially in the fields of pharmaceuticals, fragrances, pesticides, dyes, and fine organic synthesis. It is a representative of the Selectride family, with the advantages of good solubility and lower price, making it more widely used and also suitable for industrial production. Therefore, the storage container should be kept sealed, stored in a cool, dry place, and ensure good ventilation or exhaust devices in the workspace. Due to its sensitivity to moisture, contact with moisture should be avoided.
Additional information of chemical compound:
|
Chemical Formula |
C12H28BLi |
|
Exact Mass |
190.24 |
|
Molecular Weight |
190.11 |
|
m/z |
190.24(100.0%),189.25(24.8%),191.25(9.7%),189.24(8.2%), 191.25 (3.2%), 190.25 (3.2%), 188.25 (2.0%) |
|
Elemental Analysis |
C, 75.82; H, 14.85; B, 5.69; Li, 3.65 |
 |
 |
Lithium triisobutylhydroborate is an important organometallic compound that has shown extensive application value in various fields such as organic synthesis, pharmaceuticals, fragrances, pesticides, dyes, and fine organic synthesis. The specific purpose will be elaborated below：
Reducing agents in organic synthesis
Tri-n-butylborohydride lithium is a highly selective and strong reducing agent that can achieve the reduction of specific functional groups in organic synthesis without affecting other functional groups. For example, it can be used for asymmetric selective reduction of ketones to obtain alcohols, which is crucial in organic synthesis as alcohols are important intermediates for many organic compounds.Under low temperature conditions, tris (2-butyl) lithium borohydride can effectively reduce conjugated carbonyl compounds, providing a powerful tool for synthesizing organic molecules with specific structures.
Tri-n-butylborohydride lithium can also be used for 1,4-conjugated addition reduction of ketones to obtain ketones or alcohols. This reaction is very useful in constructing complex organic molecular structures because it can introduce new functional groups into the molecule while maintaining the overall structure of the molecule.
Specific functional group reduction&Asymmetric racemic reagent
Tri-n-butylborohydride lithium can selectively reduce conjugated double bonds and iodides of acrylonitrile derivatives outside the ring, providing the possibility for synthesizing organic molecules with specific functions. This selective reduction ability gives tris (2-butyl) lithium borohydride a unique advantage in organic synthesis.
In the reactions of diesters, dehalogenated monocyclic pyrimidines, rearranged 5-trimethylsilyltibamine, and deprotected N-methyloxycarbonyl substituted opioid like substances for N-non opioid reactions, tris (2-butyl) lithium borohydride is also an effective de symmetric racemizing reagent. It can change the symmetry of molecules through reduction reactions, thereby synthesizing organic molecules with specific three-dimensional structures.
Applications in the field of medicine
Drug synthesis intermediates
In the pharmaceutical field, lithium tris (2-butyl) borohydride is often used as an intermediate in drug synthesis. Many drug molecules contain specific functional groups or stereostructures, which can be constructed through the reduction reaction of tris (2-butyl) lithium borohydride. For example, some anti-cancer drugs, antibiotics, and antiviral drugs require the use of tris (2-butyl) lithium borohydride in their synthesis process.
Modification of active ingredients in drugs
Tri-n-butylborohydride lithium can also be used for the modification of active pharmaceutical ingredients. Through reduction reactions, the physical and chemical properties of drug molecules, such as solubility and stability, can be altered, thereby improving the efficacy and safety of drugs.
Application in the field of spices and pesticides
Spice synthesis
In the field of spices, tris (2-butyl) lithium borohydride can be used to synthesize organic molecules with specific fragrances. Many spice molecules contain functional groups such as alcohols, aldehydes, and ketones, which can be introduced or adjusted through the reduction reaction of tris (2-butyl) lithium borohydride. By precisely controlling the conditions of the reduction reaction, spice molecules with specific aroma and stability can be synthesized.
pesticide synthesis
In the field of pesticides, lithium tert butylborohydride also plays an important role. Many pesticide molecules contain specific functional groups or stereostructures, which are crucial for the biological activity and selectivity of pesticides. Tri-n-butyl lithium borohydride can construct or adjust these structures through reduction reactions, thereby synthesizing new pesticides with high efficiency, low toxicity, and environmental friendliness.
Applications in the field of dyes and fine organic synthesis
In the field of dyes, tris (2-butyl) lithium borohydride can be used to synthesize organic dyes with specific colors and dyeing properties. Many dye molecules contain functional groups such as chromophores and chromophores, which can be introduced or adjusted through the reduction reaction of tris (2-butyl) lithium borohydride. By precisely controlling the conditions of the reduction reaction, dye molecules with specific colors and dyeing properties can be synthesized.In the field of fine organic synthesis, the application of lithium tri-n-butylborohydride is more extensive. It can be used to synthesize various organic molecules with specific functions and structures, such as precursors of polymer materials, monomers of functional materials, etc. These organic molecules have broad application prospects in materials science, electronic engineering, biomedical and other fields.
Industrial raw materials and industrial large-scale production
Tri-n-butyl lithium borohydride, as an important organic metal compound, is commonly used as a raw material in industrial production. It can react with other compounds to generate organic molecules with specific functions and structures, thus meeting the needs of industrial production.
With the continuous development of organic synthesis technology, the application of lithium tri-n-butylborohydride in industrial production is becoming increasingly widespread. By optimizing reaction conditions and process flow, large-scale production and application of tris (tert butyl) lithium borohydride can be achieved, thereby reducing production costs and improving production efficiency.
Other potential applications
Catalytic field
Although lithium tributylborohydride itself is mainly used as a reducing agent, it also has certain potential in the field of catalysis. For example, it can serve as a co catalyst or additive for certain catalytic reactions, improving the efficiency and selectivity of catalytic reactions.
New material research and development
With the continuous development of new materials science, tris (2-butyl) lithium borohydride has also shown certain application prospects in the research and development of new materials. For example, it can be used to synthesize polymer materials, functional materials, etc. with specific functions and structures, providing new ideas and methods for the development of new materials science.
The solvation electron lifetime captured by pulse radiolysis technology
Lithium triisobutylhydroborate (CAS number: 38721-52-7) is an important organometallic compound widely used as a reducing agent in organic synthesis. Its unique chemical properties make it a potential object for studying the solvation electron lifetime in pulse radiolysis technology. Pulse radiolysis technology generates high-energy pulse radiation to ionize solvent molecules and generate solvation electrons, thereby studying the behavior of these electrons in the solvent.
Principle of Pulse Radiolysis Technology
Overview of Pulse Radiolysis Technology
Definition: Pulse radiolysis technology is a technique that uses high-energy pulse radiation (such as electron beams, lasers, etc.) to ionize solvent molecules and generate solvation electrons, and then studies the behavior of these electrons in solvents.
Application: Widely used to study the lifetime, mobility, reactivity and other properties of solvated electrons, as well as their relationship with solvent structure, temperature, pressure and other factors.
Generation and behavior of solvated electrons
Generation: High energy pulse radiation ionizes solvent molecules, generating solvation electrons and positive ions.
Behavior: Sollated electrons migrate in solvents and may react with solvent molecules or other solute molecules, or be stabilized by solvent molecules to form solvated electron complexes.
Determination method for solvation electron lifetime
Transient absorption spectroscopy method
Principle: By utilizing the absorption characteristics of solvated electrons at specific wavelengths, the lifetime of solvated electrons can be determined by measuring the changes in absorption spectra over time.
Application: Widely used to study the lifetime and behavior of solvated electrons in various solvents.
EPR
Principle: By utilizing the paramagnetic resonance characteristics of unpaired electrons in a magnetic field, the lifetime of solvated electrons can be determined by measuring the changes in paramagnetic resonance signals over time.
Application: Suitable for studying the lifetime and behavior of solvated electrons in low-temperature or high viscosity solvents.
Time-resolved fluorescence spectroscopy
Principle: By utilizing the fluorescence emission characteristics of certain solvated electrons or solvated electron complexes at specific wavelengths, the lifetime of solvated electrons can be determined by measuring the change in fluorescence intensity over time.
Application: Has high sensitivity and selectivity in certain specific systems.
The behavior of lithium tributylborohydride in pulsed radiolysis
Capture of solvated electrons
Mechanism: The boron atom in tris (2-butyl) lithium borohydride molecules has empty orbitals and can accept solvation electrons to form negative ion intermediates.
Evidence: The signal of negative ion intermediates generated by the interaction between tris (2-butyl) lithium borohydride and solvated electrons can be observed through transient absorption spectroscopy or electron paramagnetic resonance.
Stability of Negative Ion Intermediates
Influencing factors: The stability of negative ion intermediates is affected by factors such as solvent properties, temperature, and concentration of lithium tributylborohydride.
Research significance: The stability of negative ion intermediates directly affects the lifetime of solvation electrons and the behavior of tris (tert butylborohydride) lithium in pulsed radiolysis.
Factors affecting solvation electron lifetime
Polarity: Polar solvents may stabilize solvation electrons through solvation, thereby extending their lifespan.
Viscosity: High viscosity solvents may slow down the migration rate of solvation electrons, thereby extending their lifespan.
Specific solvent example: In organic solvents such as tetrahydrofuran, the solvation electron lifetime captured by tris (2-butyl) lithium borohydride may vary depending on the polarity and viscosity of the solvent.
Mechanism of influence: An increase in temperature may increase the thermal motion rate of solvent molecules, thereby accelerating the migration and reaction of solvation electrons and shortening their lifetime.
Experimental evidence: By conducting pulse radiolysis experiments at different temperatures, the trend of solvation electron lifetime changing with temperature can be observed.
Mechanism of influence: An increase in the concentration of lithium tributylborohydride may increase the probability of solvation electrons being captured, thereby affecting the lifetime of solvation electrons.
Concentration effect: At low concentrations, the solvation electron lifetime may be longer; At high concentrations, the solvation electron lifetime may be shortened due to the enhanced intermolecular interactions of lithium tributylborohydride molecules.
Stabilizers: Adding additives that can stabilize solvation electrons or negative ion intermediates may prolong the lifespan of solvation electrons.
Quenching agent: Adding additives that can quench solvation electrons or negative ion intermediates may shorten the lifetime of solvation electrons.
Hot Tags: lithium triisobutylhydroborate cas 38721-52-7, suppliers, manufacturers, factory, wholesale, buy, price, bulk, for sale, 2 5 Dihydroxybenzaldehyde, 3 Nitrobenzaldehyde 99 , 3 Nitrobenzonitrile, 3 Phenyltoluene, BENZENE D6, N N N Trimethylethylenediamine