Lithium amide

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Lithium amide is an inorganic compound with the chemical formula Li+NH2-, i.e. it is composed of a lithium cation, and the conjugate base of ammonia. It is a white solid with a tetragonal crystal structure.

The anionic conjugate bases of amines are known as amides. Thus lithium amide may also refer to lithium salts of amines e.g. Li+NR2-. An example of a lithium amide is lithium diisopropylamide (LDA), which is quite commonly used.

Lithium amide can be made by adding lithium metal to liquid ammonia:

2Li + 2NH3 → 2LiNH2 + H2

Lithium amides in general can be similarly formed, substituting ammonia with the appropriate amine:

2Li + 2R2NH → 2LiNR2 + H2

Lithium amides are very reactive compounds and can act as strong bases. Unless the nitrogen atom is hindered, as in the case of LDA, they can also act as nucleophiles.

Lithium amide
IUPAC name[hide] Lithium amide
Other names[hide] Lithamide
Identifiers
CAS number	7782-89-0 Y
PubChem	24532
ChemSpider	22939 Y
Jmol-3D images	Image 1
SMILES [show] · [Li+].[NH2-]
InChI [show] · InChI=1S/Li.H2N/h;1H2/q+1;-1 Y Key: AFRJJFRNGGLMDW-UHFFFAOYSA-N Y InChI=1/Li.H2N/h;1H2/q+1;-1 Key: AFRJJFRNGGLMDW-UHFFFAOYAO
Properties
Molecular formula	LiNH2
Molar mass	22.96 g/mol
Appearance	white solid
Density	1.178 g/cm3
Melting point	390 °C
Boiling point	430 °C
Solubility in water	decomposes
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

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Used in organic synthesis, drug manufacturing.

Keyword:Biological medicine food

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