8.18287
Lithium iodide
anhydrous for synthesis
Synonym(s):
Lithium iodide
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About This Item
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Quality Level
form
powder
mp
450 °C
solubility
soluble 1640 g/L
density
4 g/cm3 at 20 °C
bulk density
1000 kg/m3
storage temp.
2-30°C
InChI
1S/HI.Li/h1H;/q;+1/p-1
InChI key
HSZCZNFXUDYRKD-UHFFFAOYSA-M
Application
Lithium iodide (LiI) can be used as a catalyst to synthesize:
It can also be used as:
- N-alkyl 2-pyridone derivatives via O- to N-[1,3]-alkyl migration.
- β-mannosides and β-rhamnosides from glycosyl hemiacetals via one-pot chlorination, iodination, and glycosylation reaction.
It can also be used as:
- Solid electrolyte in the synthesis of Vycor glass/LiI composites applicable in the development of solid-state batteries.
- Iodine source to synthesize primary, secondary, and bridgehead tertiary alkyl iodides by PPh3-catalyzed iododecarboxylation of aliphatic carboxylates.
Analysis Note
Assay (argentometric): ≥ 98.0 %
Water (K. F.): ≤ 0.50 %
Water (K. F.): ≤ 0.50 %
Storage Class
13 - Non Combustible Solids
wgk_germany
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Preparation of N-alkyl 2-pyridones via a lithium iodide promoted O- to N-alkyl migration: scope and mechanism
The Journal of Organic Chemistry, 77(18), 8220-8230 (2012)
Chemical science, 12(29), 10070-10075 (2021-08-12)
Stereoselective β-mannosylation is one of the most challenging problems in the synthesis of oligosaccharides. Herein, a highly selective synthesis of β-mannosides and β-rhamnosides from glycosyl hemi-acetals is reported, following a one-pot chlorination, iodination, glycosylation sequence employing cheap oxalyl chloride, phosphine
Triphenylphosphine-Catalyzed Alkylative Iododecarboxylation with Lithium Iodide under Visible Light.
Organic letters, 22(21), 8572-8577 (2020-10-23)
Under irradiation of 456 nm blue light-emitting diodes, PPh3 catalyzes the iododecarboxylation of aliphatic carboxylic acid derived N-(acyloxy)phthalimide with lithium iodide as an iodine source. The reaction delivers primary, secondary, and bridgehead tertiary alkyl iodides in acetone solvent, and the
Nanostructured ionic conductors: A study of Vycor7930-LiI composites
Materials Science and Engineering Technology, 150(3), 199-202 (2008)
The Journal of organic chemistry, 77(18), 8220-8230 (2012-08-30)
An efficient and inexpensive LiI-promoted O- to N-alkyl migration of 2-benzyloxy-, 2-allyloxy-, and 2-propargyloxypyridines and heterocycles is reported. The reaction produces the corresponding N-alkyl 2-pyridones and analogues under green, solvent-free conditions in good to excellent yields (30 examples, 20-97% yield).
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