Lithium aluminum hydride solution [16853-85-3]

Lithium aluminum hydride solution is a powerful reducing agent may be used in organic synthesis. It functions by donating hydride ions to various organic compounds, leading to the reduction of functional groups such as carbonyl, carboxylic acids, and esters. Lithium aluminum hydride′s mechanism of action involves the transfer of hydride ions to the electrophilic carbon of the targeted functional group, resulting in the formation of alcohols or hydrocarbons. The hydride ions from the solution act as nucleophiles, attacking the electrophilic carbon and initiating the reduction reaction. This process is highly effective in the synthesis of a wide range of organic compounds, making lithium aluminum hydride a useful tool in research and development applications. Its ability to selectively reduce specific functional groups without affecting others makes it useful in the production of various organic molecules.

References:

1. Stereospecific reduction of phosphine oxides to phosphines by the use of a methylation reagent and lithium aluminum hydride.  |  Imamoto, T., et al. 2001. Org Lett. 3: 87-90. PMID: 11429879
2. A theoretical study of the reaction of lithium aluminum hydride with formaldehyde and cyclohexanone.  |  Luibrand, RT., et al. 2001. J Org Chem. 66: 7254-62. PMID: 11681935
3. Regeneration of lithium aluminum hydride.  |  Graetz, J., et al. 2008. J Am Chem Soc. 130: 17790-4. PMID: 19053465
4. Reduction of venom alkaloids in Solenopsis richteriSolenopsis invicta hybrid: an attempt to identify new alkaloidal components.  |  Chen, L., et al. 2010. J Agric Food Chem. 58: 11534-42. PMID: 20964344
5. Methylated polyamines as research tools.  |  Khomutov, AR., et al. 2011. Methods Mol Biol. 720: 449-61. PMID: 21318892
6. Buckyball-, carbon nanotube-, graphite-, and graphene-enhanced dehydrogenation of lithium aluminum hydride.  |  Hsu, CP., et al. 2013. Chem Commun (Camb). 49: 8845-7. PMID: 23958824
7. Investigation on the synthesis of 25-hydroxycholesterol.  |  Zhao, Q., et al. 2014. Steroids. 85: 1-5. PMID: 24582707
8. Practical Synthesis of the Bicyclic Darunavir Side Chain: (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-ol from Monopotassium Isocitrate.  |  Moore, GL., et al. 2017. Org Process Res Dev. 21: 98-106. PMID: 28539755
9. Axially chiral hemiaminals from nonracemic alpha -amino acid derivatives (thiohydantoins): Synthesis and isomer identification.  |  Sarigul Ozbek, S. and Dogan, I. 2020. Chirality. 32: 1299-1310. PMID: 32770589
10. Formaldehyde-free self-polymerization of lignin-derived monomers for synthesis of renewable phenolic resin.  |  Yang, W., et al. 2021. Int J Biol Macromol. 166: 1312-1319. PMID: 33161075
11. Green synthesis of graphite from CO2 without graphitization process of amorphous carbon.  |  Liang, C., et al. 2021. Nat Commun. 12: 119. PMID: 33402678
12. Nucleophilic transformations of azido-containing carbonyl compounds via protection of the azido group.  |  Aimi, T., et al. 2021. Chem Commun (Camb). 57: 6062-6065. PMID: 34036976
13. A new zeolitic lithium aluminum imidazolate framework.  |  Jiang, G., et al. 2021. Dalton Trans. 50: 7933-7937. PMID: 34075989
14. General Method to Increase Carboxylic Acid Content on Nanodiamonds.  |  Shenoy, G., et al. 2022. Molecules. 27: PMID: 35164002
15. Inverse Electron-Demand Aza-Diels-Alder Reaction of alpha , beta -Unsaturated Thioesters with In Situ-Generated 1,2-Diaza-1,3-dienes for the Synthesis of 1,3,4-Thiadiazines.  |  Shen, LW., et al. 2022. J Org Chem. 87: 4232-4240. PMID: 35212520