Skip to Content
Merck
CN

8.18287

Sigma-Aldrich

Lithium iodide

greener alternative

anhydrous for synthesis

Synonym(s):

Lithium iodide

Sign Into View Organizational & Contract Pricing

About This Item

Empirical Formula (Hill Notation):
ILi
CAS Number:
Molecular Weight:
133.85
MDL number:
UNSPSC Code:
12352302
EC Index Number:
233-822-5
NACRES:
NA.22
Grade:
synthesis grade
Form:
powder
Solubility:
soluble 1640 g/L
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

grade

synthesis grade

Quality Level

form

powder

greener alternative product characteristics

Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

450 °C

solubility

soluble 1640 g/L

density

4 g/cm3 at 20 °C

bulk density

1000 kg/m3

greener alternative category

storage temp.

2-30°C

SMILES string

[Li+].[I-]

InChI

1S/HI.Li/h1H;/q;+1/p-1

InChI key

HSZCZNFXUDYRKD-UHFFFAOYSA-M

General description

We are committed to bringing you Greener Alternative Products, which belongs to one of the four categories of greener alternatives. This enabling product has been enhanced for energy efficiency. Click here for more information.

Application

Lithium iodide (LiI) can be used as a catalyst to synthesize:
  • 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 %

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sarah Z Tasker et al.
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).
Nanostructured ionic conductors: A study of Vycor7930-LiI composites
Albert Stephanie, et al.
Materials Science and Engineering Technology, 150(3), 199-202 (2008)
Preparation of N-alkyl 2-pyridones via a lithium iodide promoted O- to N-alkyl migration: scope and mechanism
Sarah Z Tasker, et al.
The Journal of Organic Chemistry, 77(18), 8220-8230 (2012)
Ming-Chen Fu et al.
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
Imlirenla Pongener et al.
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service