Lithium aluminium hydride
General
Systematic name	Lithium aluminium hydride
Other names	LAH, lithium alanate, lithium tetrahydridoaluminate Lithal (UK slang)
Molecular formula	LiAlH4
Molar mass	37.95 g/mol
Appearance	white crystals (pure samples) grey powder (commercial material)
CAS number	[16853-85-3]
Properties
Density and phase	0.917 g/cm3, solid
Solubility in water	reactive
in diethyl ether, THF	5.92 and 2.96 mol/L
Melting point	150 °C (423 K), decomposing
Boiling point	n/a
Structure
Coordination geometry	?
Crystal structure	monoclinic
Dipole moment	? D
Hazards
MSDS	External MSDS
Main hazards	highly flammable
NFPA 704	Scanning electron microscopy image of as received LiAlH4 powder, Created by Andr File links The following pages link to this file: Lithium aluminium hydride ... Image File history File links Download high resolution version (1467x913, 11 KB) Summary Description: Chemical structure of lithium aluminium hydride. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... Molar mass is the mass of one mole of a chemical element or chemical compound. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... Density (symbol: ρ - Greek: rho) is a measure of mass per volume. ... In the physical sciences, a phase is a set of states of a macroscopic physical system that have relatively uniform chemical composition and physical properties (i. ... It has been suggested that this article or section be merged with Solution. ... This article describes water from a scientific and technical perspective. ... Diethyl ether, also known as ether and ethoxyethane, is a clear, colorless, and highly flammable liquid with a low boiling point and a characteristic smell. ... Tetrahydrofuran, also known as THF, hydrofuran, oxolane, oxacyclopentane, or furanidine, is a heterocyclic organic compound. ... The melting point of a crystalline solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ... The coordination geometry of an atom is the geometrical pattern formed by its neighbors in a molecule or a crystal. ... Enargite crystals In mineralogy and crystallography, a crystal structure is a unique arrangement of atoms in a crystal. ... In crystallography, the monoclinic crystal system is one of the 7 lattice point groups. ... // The Earths magnetic field, which is approximately a dipole. ... The debye (symbol: D) is a non-SI and non-CGS unit of electrical dipole moment. ... A material safety data sheet or MSDS is a form containing data regarding the properties of a particular substance. ... The examples and perspective in this article or section may not represent a worldwide view. ... NFPA 704 is a standard maintained by the U.S. National Fire Protection Association. ... Image File history File links NFPA_704. ... 2 3 2 W
Flash point	n/a
R/S statement	R: 15 S: 7/8, 24/25, 43
RTECS number	BD0100000
Supplementary data page
Structure & properties	n, εr, etc.
Thermodynamic data	Phase behaviour Solid, liquid, gas
Spectral data	UV, IR, NMR, MS
Related compounds
Related hydride	sodium borohydride sodium hydride
Except where noted otherwise, data are given for materials in their standard state (at 25°C, 100 kPa) Infobox disclaimer and references

Lithium aluminium hydride (LiAlH₄), commonly abbreviated to LAH, is a powerful reducing agent used in organic chemistry. It is more powerful than the related reducing agent sodium borohydride due to the weaker Al-H bond compared to the B-H bond. It will convert esters, carboxylic acids and ketones to alcohols; and nitro compounds into amines. The flash point of a flammable liquid is the lowest temperature at which it can form an ignitable mixture with air. ... Risk and Safety Statements, also known as R/S statements, R/S numbers, R/S phrases, and R/S sentences, is a system of hazard codes and phrases for labeling dangerous chemicals and compounds. ... RTECS, also known as Registry of Toxic Effects of Chemical Substances, is a database of toxicity information compiled from the open scientific literature that is available for charge. ... The refractive index (or index of refraction) of a material is the factor by which the phase velocity of electromagnetic radiation is slowed in that material, relative to its velocity in a vacuum. ... The dielectric constant εr (represented as or K in some cases) is defined as the ratio: where εs is the static permittivity of the material in question, and ε0 is the vacuum permittivity. ... Ultraviolet-Visible Spectroscopy or Ultraviolet-Visible Spectrophotometry (UV/ VIS) involves the spectroscopy of photons (spectrophotometry). ... IR spectrum of a thin film of liquid ethanol. ... Nuclear Magnetic Resonance Spectroscopy most commonly known as NMR Spectroscopy is the name given to the technique which exploits the magnetic properties of nuclei. ... Basic schematic of a mass spectrometer Mass spectrometry (also known as mass spectroscopy (deprecated)[1] or in common speech mass-spec) is an analytical technique used to measure the mass-to-charge ratio of ions. ... A hydride is a compound of hydrogen with more electropositive elements. ... Sodium borohydride, also known as sodium tetrahydridoborate, has the chemical formula NaBH4 (CAS 16940-66-2). ... Sodium hydride is a highly flammable, and corrosive chemical compound with formula NaH and CAS number 7646-69-7. ... In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals) and 25 degrees Celsius (298. ... General Name, Symbol, Number lithium, Li, 3 Chemical series alkali metals Group, Period, Block 1, 2, s Appearance silvery white/grey Atomic mass 6. ... General Name, Symbol, Number aluminium, Al, 13 Chemical series poor metals Group, Period, Block 13, 3, p Appearance silvery Atomic mass 26. ... A hydride is a compound of hydrogen with more electropositive elements. ... A reducing agent is the element or a compound in a redox (reduction-oxidation) reaction (see electrochemistry) that reduces another species. ... Organic chemistry is a specific discipline within the subject of chemistry. ... Sodium borohydride, also known as sodium tetrahydridoborate, has the chemical formula NaBH4 (CAS 16940-66-2). ... General formula of a carboxylate ester. ... Structure of a carboxylic acid The 3D structure of the carboxyl group A space-filling model of the carboxyl group Carboxylic acids are organic acids characterized by the presence of a carboxyl group, which has the formula -(C=O)-OH, usually written as -COOH. In general, the salts and anions... Ketone group A ketone is either the functional group characterized by a carbonyl group linked to two other carbon atoms or a chemical compound that contains this functional group. ... Functional group of an alcohol molecule. ... Nitro compounds are organic compounds that contain one or more nitro functional groups (-NO2). ... The general structure of an amine Amines are organic compounds and a type of functional group that contain nitrogen as the key atom. ...

LAH violently reacts with water, including atmospheric moisture, and the pure material is pyrophoric. Commercial material is inhibited with mineral oil to allow handling in air. Water is a tasteless, odourless substance that is essential to all known forms of life and is known as the universal solvent. ... A pyrophoric substance is a substance that ignites spontaneously, that is, its autoignition temperature is below room temperature. ...

Pure, recrystallized (from diethyl ether) LAH is a white solid. Commercial samples are almost always grey due to trace contamination with aluminium metal. White air-exposed commercial samples of LAH have absorbed enough moisture to become a mixture of lithium hydroxide and aluminium hydroxide. General Name, Symbol, Number aluminium, Al, 13 Chemical series poor metals Group, Period, Block 13, 3, p Appearance silvery Atomic mass 26. ... Lithium hydroxide (LiOH) is a corrosive alkali. ... Aluminium hydroxide, Al(OH)3, is the most stable form of aluminium in normal conditions. ...

Preparation

LAH is usually produced by the reaction between lithium hydride (LiH) and aluminium chloride (AlCl₃) Lithium hydride (LiH) (also known as Lithium deuteride, when the deuterium isotope of hydrogen is used for the hydrogen component) is a compound of lithium and hydrogen. ... Aluminium chloride (AlCl3) is a compound of aluminium and chlorine. ...

4 LiH + AlCl₃ → LiAlH₄ + 3 LiCl

which proceeds with a high yield of LAH (97% w/w). LiCl is removed by filtration from an ethereal solution of LAH, with subsequent precipitation of LAH to yield a product with around 1% w/w LiCl. In chemistry, alchemy and water treatment, filtration is the process of using a filter to mechanically separate a mixture. ... Ether is the general name for a class of chemical compounds which contain an ether group — an oxygen atom connected to two (substituted) alkyl groups. ...

Inorganic reactions

LAH and NaH can be used to produce sodium aluminium hydride (NaAlH₄) by metathesis in THF with a yield of 90.7% w/w Sodium hydride is a highly flammable, and corrosive chemical compound with formula NaH and CAS number 7646-69-7. ... Metathesis, an exchange reaction, or a double replacement reaction is a chemical reaction in which parts of two reacting structures swap places; i. ... Tetrahydrofuran, also known as THF, hydrofuran, oxolane, oxacyclopentane, or furanidine, is a heterocyclic organic compound. ...

LiAlH₄ + NaH → NaAlH₄ + LiH

Potassium aluminium hydride (KAlH₄) can be produced with a yield of 90% w/w by reaction in diglyme in a similar way Diglyme, or bis(2-methoxyethyl) ether, is a high boiling solvent. ...

LiAlH₄ + KH → KAlH₄ + LiH

The reverse, i.e., production of LAH from either sodium aluminium hydride or potassium aluminium hydride can be obtained by reaction with LiCl in diethyl ether and THF with a yield of 93.5 and 91% w/w, respectively. Diethyl ether, also known as ether and ethoxyethane, is a clear, colorless, and highly flammable liquid with a low boiling point and a characteristic smell. ... Tetrahydrofuran, also known as THF, hydrofuran, oxolane, oxacyclopentane, or furanidine, is a heterocyclic organic compound. ...

NaAlH₄ + LiCl → LiAlH₄ + NaCl

KAlH₄ + LiCl → LiAlH₄ + KCl

Magnesium alanate (Mg(AlH₄)₂) can be synthezised from LAH and MgBr₂

2 LiAlH₄ + MgBr₂ → Mg(AlH₄)₂ + 2 LiBr

Use in organic chemistry

Lithium aluminium hydride is widely used in organic chemistry as a very powerful reducing agent. Despite handling problems associated with its reactivity, it is even used at the small-industrial scale, although for large scale reductions the related reagent sodium bis(2-methoxyethoxy)aluminium hydride or Red-Al is more usual. For such purposes it is usually used in solution in diethyl ether, and an aqueous workup is usually performed after the reduction in order to remove inorganic by-products. It is most commonly used for the reduction of esters^[1][2] and carboxylic acids^[3] to primary alcohols; prior to the advent of LiAlH₄ this was a difficult conversion involving sodium metal in boiling ethanol (the Bouveault-Blanc reduction). Aldehydes and ketones^[4] can also be reduced to alcohols by LAH, but this is usually done using milder reagents such as NaBH₄. α,β-Unsaturated ketones are reduced to allylic alcohols.^[5] When epoxides are reduced using LAH, the reagent attacks the less hindered end of the epoxide, usually producing a secondary or tertiary alcohol. It reduces by progressive breakup of the complex AlH₄⁻ and transfer of hydride ions to the positive centre in an organic compound which may have a low density of electrons due to inductive or mesomeric effects. A reducing agent is the element or a compound in a redox (reduction-oxidation) reaction (see electrochemistry) that reduces another species. ... Diethyl ether, also known as ether and ethoxyethane, is a clear, colorless, and highly flammable liquid with a low boiling point and a characteristic smell. ... Drinking water This article focuses on water as we experience it every day. ... General formula of a carboxylate ester. ... Structure of a carboxylic acid The 3D structure of the carboxyl group A space-filling model of the carboxyl group Carboxylic acids are organic acids characterized by the presence of a carboxyl group, which has the formula -(C=O)-OH, usually written as -COOH. In general, the salts and anions... General Name, Symbol, Number sodium, Na, 11 Chemical series alkali metals Group, Period, Block 1, 3, s Appearance silvery white Atomic mass 22. ... Ethanol, also known as ethyl alcohol or grain alcohol, is a flammable, colorless, mildly toxic chemical compound with a distinctive perfume-like odor, and is the alcohol found in alcoholic beverages. ... Reduction of esters to primary alcohols using absolute ethanol & sodium metal ... An aldehyde. ... Ketone group A ketone is either the functional group characterized by a carbonyl group linked to two other carbon atoms or a chemical compound that contains this functional group. ... Sodium borohydride, also known as sodium tetrahydridoborate, has the chemical formula NaBH4 (CAS 16940-66-2). ... An epoxide is a cyclic ether with only three ring atoms. ... Steric effects are the interaction of molecules dictated by their shape and/or spatial relationships. ... The inductive effect is associated with the dipole moment of the compound R-X. If X is at the negative end of a dipole moment, it will draw electrons from the ring and produce -I effect. ... To meet Wikipedias quality standards, this article or section may require cleanup. ...

Wikipedia does not have an article with this exact name. ...

Amines can be prepared by the LAH reduction of amides^[6][7], oximes^[8], nitriles, nitro compounds or alkyl azides. LAH is also able to reduce primary alkyl halides to alkanes. The general structure of an amine Amines are organic compounds and a type of functional group that contain nitrogen as the key atom. ... Amide functional group In chemistry, an amide is one of two kinds of compounds: - the organic functional group characterized by a carbonyl group (C=O) linked to a nitrogen atom (N), or a compound that contains this functional group (pictured to the right); or - a particular kind of nitrogen anion. ... An oxime is one in a class of chemical compounds with the general formula R1R2 C N O H, where R1 is an organic side chain and R2 is either hydrogen, forming an aldoxime, or another organic group, forming a ketoxime. ... A nitrile is any organic compound which has a -C≡N functional group. ... An azide is the N3- anion, the anion of hydrazoic acid or a reactive group in organic chemistry where a carbon substituent is attached as RN3. ... In chemistry, an alkyl halide is an organic molecule of the form R_X, where X is a halide and R contains a carbon atom bonded to other functional groups or hydrogens. ... An alkane is an acyclic saturated hydrocarbon. ...

Lithium aluminium hydride is not able to reduce simple alkenes or benzene rings, and alkynes are only reduced if an alcohol group is nearby.^[9] The chemical structure of ethylene, the simplest alkene. ... Benzene, also known as benzol, is an organic chemical compound with the formula C6H6. ... Alkynes are hydrocarbons that have at least one triple bond between two carbon atoms. ... Functional group of an alcohol molecule. ...

Thermal decomposition

At room temperature LAH is metastable. During prolonged storage it may slowly decompose to Li₃AlH₆ and LiH. This process can be accelerated by the presence of catalytic elements e.g. Ti, Fe, V. Metastability in molecules is the ability of a non-equilibrium chemical state to persist for a long period of time. ... In chemistry and biology, catalysis is the acceleration (increase in rate) of a chemical reaction by means of a substance, called a catalyst, that is itself not consumed by the overall reaction. ... General Name, Symbol, Number titanium, Ti, 22 Chemical series transition metals Group, Period, Block 4, 4, d Appearance silvery metallic Atomic mass 47. ... General Name, Symbol, Number iron, Fe, 26 Chemical series transition metals Group, Period, Block 8, 4, d Appearance lustrous metallic with a grayish tinge Atomic mass 55. ... General Name, Symbol, Number vanadium, V, 23 Chemical series transition metals Group, Period, Block 5, 4, d Appearance silver-grey metal Atomic mass 50. ...

When heated LAH decompose in a three step reaction mechanism.
In chemistry, a reaction mechanism is the step by step sequence of elementary reactions by which overall chemical change occurs. ...

LiAlH₄ → ⅓ Li₃AlH₆ + ⅔ Al + H₂ (R1)

⅓ Li₃AlH₆ → LiH + ⅓ Al + ½ H₂ (R2)

LiH + Al → LiAl + ½ H₂ (R3)

R1 is usually initiated by the melting of LAH around a temperature of 150-170^oC immediately followed by decomposition into solid Li₃AlH₆. From 200-250^oC Li₃AlH₆ decompose into LiH (R2) which subsequently decompose into LiAl above 400^oC (R3). R1 is effectively irreversible, because LiAlH₄ is metastable. The reversibility of R2 has not yet been conclusively established. R3 is reversible with an equilibrium pressure of about 0.25 bar at 500^oC. R1 and R2 can occur at room temperature with suitable catalysts. In physics, melting is the process of heating a solid substance to a point (called the melting point) where it turns into a liquid. ...

According to reactions R1-R3 LiAlH₄ contains 10.6 wt% hydrogen thereby making LAH a potential hydrogen storage medium for future fuel cell powered vehicles. Cycling only R2 would store 5.6 wt% in the material in a single step (comparable to the two steps of NaAlH₄). General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... A fuel cell is an electrochemical device similar to a battery, but differing from the latter in that it is designed for continuous replenishment of the reactants consumed; i. ... The Trikke is a Human Powered Vehicle (HPV) This article is about the means of transport. ...

Solubility data

LAH is soluble in many etheral solutions. However, it may spontaneously decompose due to the presence of catalytic impurities, though, it appears to be more stable in THF. Thus, THF is preferred over e.g. diethyl ether even despite the lower solubility. Ether is the general name for a class of chemical compounds which contain an ether group — an oxygen atom connected to two (substituted) alkyl groups. ... Tetrahydrofuran, also known as THF, hydrofuran, oxolane, oxacyclopentane, or furanidine, is a heterocyclic organic compound. ... Tetrahydrofuran, also known as THF, hydrofuran, oxolane, oxacyclopentane, or furanidine, is a heterocyclic organic compound. ... Diethyl ether, also known as ether and ethoxyethane, is a clear, colorless, and highly flammable liquid with a low boiling point and a characteristic smell. ...

Note that water should not be used as a solvent for lithium aluminium hydride, which would react as in the following equation. Diethyl ether, also known as ether and ethoxyethane, is a clear, colorless, and highly flammable liquid with a low boiling point and a characteristic smell. ... Tetrahydrofuran, also known as THF, hydrofuran, oxolane, oxacyclopentane, or furanidine, is a heterocyclic organic compound. ... Dimethoxyethane, also known as glyme, monoglyme, dimethyl glycol, ethylene glycol dimethyl ether, dimethyl cellosolve, and DME, is a clear, colorless, and liquid ether that is used as a solvent. ... Diglyme, or bis(2-methoxyethyl) ether, is a high boiling solvent. ... 1,4-Dioxane, often just called dioxane, is a clear, colorless organic compound which is a liquid at room temperature and pressure. ...

LiAlH₄ + 4 H₂O → Li⁺ + Al³⁺ + 4 OH^- + 4 H₂

Crystal structure

The crystal structure of LAH. Li atoms are blue and AlH₄ tetrahedra are red. The unit cell border is marked by a black line.

The crystal structure of LAH belongs to the monoclinic crystal system and the space group is P2₁c. The crystal structure of LAH is illustrated to the right. The structure consists of Li atoms surrounded by five AlH₄ tetrahedra. The Li atoms are bonded to one hydrogen atom from each of the surrounding tetrahedra creating a bipyramid arrangement. The side lengths of the unit cell are approx. a=4.82, b=7.81 and c=7.92, and the β angle is approx. 112 °. At high pressures (>2.2GPa) a phase transition into β-LAH occurs. Image File history File links Lialh4struct. ... Image File history File links Lialh4struct. ... Enargite crystals In mineralogy and crystallography, a crystal structure is a unique arrangement of atoms in a crystal. ... In crystallography, the monoclinic crystal system is one of the 7 lattice point groups. ... The space group of a crystal is a mathematical description of the symmetry inherent in the structure. ... Li or li may refer to: Lee or Li is a transliteration of several Chinese and Korean family names, see Li (Chinese name) and Lee (Korean name). ... Properties In chemistry and physics, an atom (Greek ἄτομος or átomos meaning indivisible) is the smallest particle of a chemical element that retains its chemical properties. ... A tetrahedron (plural: tetrahedra) is a polyhedron composed of four triangular faces, three of which meet at each vertex. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... A bipyramid is a polyhedron formed by joining two identical pyramids base-to-base. ... In mineralogy and crystallography, a crystal structure is a unique arrangement of atoms in a crystal. ...

Thermodynamic data

The table summarizes thermodynamic data for LAH and reactions involving LAH, in the form of standard enthalpy, entropy and Gibbs free energy change, respectively. Thermodynamics (from the Greek thermos meaning heat and dynamics meaning power) is a branch of physics that studies the effects of changes in temperature, pressure, and volume on physical systems at the macroscopic scale by analyzing the collective motion of their particles using statistics. ... In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals) and 25 degrees Celsius (298. ... In thermodynamics and molecular chemistry, the enthalpy or heat content (denoted as Δ or ΔH, or rarely as χ) is a quotient or description of thermodynamic potential of a system, which can be used to calculate the useful work obtainable from a closed thermodynamic system under constant conditions. ... Ice melting - classic example of entropy increasing[1] described in 1862 by Rudolf Clausius as an increase in the disgregation of the molecules of the body of ice. ... In thermodynamics, the Gibbs free energy is a thermodynamic potential which measures the useful work obtainable from a closed thermodynamic system at a constant temperature and pressure. ...

References

1. ↑  Reetz, M. T.; Drewes, M. W.; Schwickardi, R. Organic Syntheses, Coll. Vol. 10, p.256 (2004); Vol. 76, p.110 (1999). (Article)
2. ↑  Oi, R.; Sharpless, K. B. Organic Syntheses, Coll. Vol. 9, p.251 (1998); Vol. 73, p.1 (1996). (Article)
3. ↑  Koppenhoefer, B.; Schurig, V. Organic Syntheses, Coll. Vol. 8, p.434 (1993); Vol. 66, p.160 (1988). (Article)
4. ↑  Barnier, J. P.; Champion, J.; Conia, J. M. Organic Syntheses, Coll. Vol. 7, p.129 (1990); Vol. 60, p.25 (1981). (Article)
5. ↑  Elphimoff-Felkin, I.; Sarda, P. Organic Syntheses, Coll. Vol. 6, p.769 (1988); Vol. 56, p.101 (1977). (Article)
6. ↑  Seebach, D.; Kalinowski, H.-O.; Langer, W.; Crass, G.; Wilka, E.-M. Organic Syntheses, Coll. Vol. 7, p.41 (1990); Vol. 61, p.24 (1983). (Article)
7. ↑  Park, C. H.; Simmons, H. E. Organic Syntheses, Coll. Vol. 6, p.382 (1988); Vol. 54, p.88 (1974). (Article)
8. ↑  Chen, Y. K.; Jeon, S.-J.; Walsh, P. J.; Nugent, W. A. Organic Syntheses, Vol. 82, p.87 (2005). (Article)
9. ↑  Wender, P. A.; Holt, D. A.; Sieburth, S. Mc N. Organic Syntheses, Coll. Vol. 7, p.456 (1990); Vol. 64, p.10 (1986). (Article)

Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Karl Barry Sharpless (born April 28, 1941) is an American chemist renowned for his work on organometallic chemistry. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ... Organic Syntheses is a scientific journal that Since 1921 has provided the chemistry community with annual collections of detailed and checked procedures for the organic synthesis of organic compounds. ...

General references and further reading

• Wiberg, Egon & Amberger, Eberhard (1971). Hydrides of the elements of main groups I-IV. Elsevier. ISBN 0-444-40807-X.
• Hajos, Andor (1979). Complex Hydrides and Related Reducing Agents in Organic Synthesis. Elsevier. ISBN 0-444-99791-1.
• Lide (ed.), David R. (1997). Handbook of chemistry and physics. CRC Press. ISBN 0-8493-0478-4.
• Carey, Francis A. (2002). Organic Chemistry with Online Learning Center and Learning by Model CD-ROM. McGraw-Hill. ISBN 0-07-252170-8. on-line version
• Chapter 5 in Andreasen, Anders (2005). Hydrogen Storage Materials with Focus on Main Group I-II Elements. Risoe National Laboratory. ISBN 87-550-3498-5. Full text version

See also

• Sodium borohydride
• Sodium hydride
• Hydride

Sodium borohydride, also known as sodium tetrahydridoborate, has the chemical formula NaBH4 (CAS 16940-66-2). ... Sodium hydride is a highly flammable, and corrosive chemical compound with formula NaH and CAS number 7646-69-7. ... A hydride is a compound of hydrogen with more electropositive elements. ...

External links

• Usage of LiAlH₄ in Organic Syntheses
• Condensed phase thermochemistry data from Nist webbook
• Materials Safety Data Sheet from Cornell University
• Sandia National Laboratory - Hydride information center
• Synthesis of LAH
• Reduction reactions, University of Birmingham, Teaching Resources - 4th Year
• PubChem LiAlH₄ summary

• Link page to external chemical sources.