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Lithium amide information


Lithium amide

__ Li+
     __ N3−
     __ H+
Names
IUPAC name
Lithium amide
Other names
Lithium azanide
Lithamide
Identifiers
CAS Number
  • 7782-89-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 22939 checkY
ECHA InfoCard 100.029.062 Edit this at Wikidata
PubChem CID
  • 24532
UNII
  • 7393OMU9LK checkY
CompTox Dashboard (EPA)
  • DTXSID7064815 Edit this at Wikidata
InChI
  • InChI=1S/Li.H2N/h;1H2/q+1;-1 checkY
    Key: AFRJJFRNGGLMDW-UHFFFAOYSA-N checkY
  • InChI=1/Li.H2N/h;1H2/q+1;-1
    Key: AFRJJFRNGGLMDW-UHFFFAOYAO
SMILES
  • [Li+].[NH2-]
Properties
Chemical formula
LiNH2
Molar mass 22.96 g·mol−1
Appearance white solid
Density 1.178 g/cm3
Melting point 375 °C (707 °F; 648 K)
Boiling point 430 °C (806 °F; 703 K) decomposes
Solubility in water
reacts
Solubility slightly soluble in ethanol
insoluble in ammonia
Thermochemistry
Std enthalpy of
formation fH298)
-182 kJ/mol
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid
3
1
2
W
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Lithium amide or lithium azanide is an inorganic compound with the chemical formula LiNH2. It is a white solid with a tetragonal crystal structure.[1] Lithium amide can be made by treating lithium metal with liquid ammonia:[2]

2 Li + 2 NH3 → 2 LiNH2 + H2
  1. ^ David, William I. F.; Jones, Martin O.; Gregory, Duncan H.; Jewell, Catherine M.; Johnson, Simon R.; Walton, Allan; Edwards, Peter P. (2007-02-01). "A Mechanism for Non-stoichiometry in the Lithium Amide/Lithium Imide Hydrogen Storage Reaction". Journal of the American Chemical Society. 129 (6): 1594–1601. doi:10.1021/ja066016s. ISSN 0002-7863. PMID 17243680.
  2. ^ P. W. Schenk (1963). "Lithium amide". In G. Brauer (ed.). Handbook of Preparative Inorganic Chemistry, 2nd Ed. Vol. 1. NY, NY: Academic Press. p. 454.

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Lithium amide or lithium azanide is an inorganic compound with the chemical formula LiNH2. It is a white solid with a tetragonal crystal structure. Lithium...

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as a nucleophile under certain conditions. Lithium amide Lithium bis(trimethylsilyl)amide (LiHMDS) Lithium tetramethylpiperidide (LiTMP) Evans pKa Table...

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referred to as alkali metal amides. Examples include lithium amide, sodium amide, and potassium amide. These salt-like solids are produced by treating liquid...

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In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a compound with the general formula R−C(=O)−NR′R″, where R, R', and...

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Sodium amide

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the related reagents sodium hydride, sodium bis(trimethylsilyl)amide (NaHMDS), and lithium diisopropylamide (LDA). Rearrangement with orthodeprotonation...

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Lithium hydroxide

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Lithium hydroxide is an inorganic compound with the formula LiOH. It can exist as anhydrous or hydrated, and both forms are white hygroscopic solids....

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Lithium nitride

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will react to form lithium amide. Li3N + 2 H2 → 2LiH + 2LiNH2 At higher temperatures it will react further to form ammonia and lithium hydride. LiNH2 +...

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Lithium tetramethylpiperidide

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Like many lithium reagents it has a tendency to aggregate, forming a tetramer in the solid state. Lithium diisopropylamide Lithium amide amide primer H...

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Ammonia

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the NH−2 ion). For example, lithium dissolves in liquid ammonia to give a blue solution (solvated electron) of lithium amide: 2 Li + 2 NH3 → 2 LiNH2 + H2...

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Lithium imide is an inorganic compound with the chemical formula Li2NH. This white solid can be formed by a reaction between lithium amide and lithium...

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B family of medications, specifically the vitamin B3 complex. It is an amide of nicotinic acid. Foods that contain niacinamide include yeast, meat, milk...

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Potassium amide is an inorganic compound with the chemical formula KNH2. Like other alkali metal amides, it is a white solid that hydrolyzes readily....

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Boron

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elements. For the latter, lithium salts are common e.g. lithium fluoride, lithium hydroxide, lithium amide, and methyllithium, but lithium boryllides are extraordinarily...

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Benzyl group

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(1990-01-01). "Asymmetric deprotonation of prochiral ketones using chiral lithium amide bases". Tetrahedron. 46 (2): 523–544. doi:10.1016/S0040-4020(01)85435-1...

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Amide reduction is a reaction in organic synthesis where an amide is reduced to either an amine or an aldehyde functional group. Catalytic hydrogenation...

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Lithium aluminium hydride

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Lithium aluminium hydride, commonly abbreviated to LAH, is an inorganic compound with the chemical formula Li[AlH4] or LiAlH4. It is a white solid, discovered...

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Organolithium reagent

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cyclohexanyllithium. Common lithium amides, e.g. lithium bis(trimethylsilyl)amide and lithium diisopropylamide, are also subject to aggregation. Lithium amides adopt...

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Imine

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Vincent Rodeschini, Nigel S. Simpkins, and Fengzhi Zhang (2007). "Chiral Lithium Amide Base Desymmetrization of a Ring Fused Imide: Formation of (3aS,7aS)-2[2-(3...

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Dimethylamine

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adopts a cluster-like structure, serves as a source of "Me2N−". This lithium amide has been used to prepare volatile metal complexes such as...

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Metal amides

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significant subcategory of metal amide compounds. These compounds tend to be discrete and soluble in organic solvents. Lithium amides are the most important...

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Acetylide

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solvents are more common. Lithium amide, LiHMDS, or organolithium reagents, such as butyllithium, are frequently used to form lithium acetylides: H − C ≡ C...

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Persistent carbene

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LiOH is present in the n-butyllithium used to make the lithium amide. Titration of lithium amide can be used to determine the amount of hydroxide in solution...

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Alkali metal

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The alkali metals consist of the chemical elements lithium (Li), sodium (Na), potassium (K), rubidium (Rb), caesium (Cs), and francium (Fr). Together...

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Weinreb ketone synthesis

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the synthesis of aldehydes by reduction of the amide with an excess of lithium aluminum hydride (see amide reduction). The major advantage of this method...

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List of organic salts

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p-toluenesulfonate Pyridinium chloride Tetrasodium EDTA Lithium diisopropylamide Lithium bis(trimethylsilyl)amide Potassium trispyrazolylborate List of copper salts...

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