LITHIUM ALUMINUM HYDRIDE (LITHIUM TETRAHYDRIDOALUMINATE)

Lithium aluminum hydride (LAH) is a flammable and corrosive solid. The pure LAH is a white solid, but almost all LAH show gray color as aluminum absorbs moisture in atmosphere. The pure LAH is a pyrophoric substance that ignites spontaneously. It reacts violently with hot water and forms flammable/explosive gas (hydrogen). It forms a corrosive lithium hydroxide when contact with water. It is not toxic, but it can cause severe eye and skin irritation with possible burns. It has the potential danger of metal ion-promoted detonation when contact with metallic species or apparatus. Lithium aluminum hydride is sold in commerce as a solution in THF to escape the reaction of aluminum with moisture and to allow handling in air. LAH shows better solubility in ether in which it decompose spontaneously. THF is preferred. Ether solvent is used in LAH preparation to separate from by-products. Lithium hydride is the main raw material to produce LAH by reaction with aluminium chloride.

Lithium aluminum hydride is used in organic and inorganic fine chemical synthesis as a powerful reducing agent. It reduces esters and carboxylic acids to primary alcohols and reduces epoxides to secondary or tertiary alcohols. LAH reduces nitro compounds (amides and alkyl azides) into amine. It is also used to reduce alkyl halides and alkynes but is not available to reduce alkenes or benzene rings. Sodium bis(2-methoxyethoxy)aluminium hydride (RED-AL) is used in the reduction of aromatic aldehydes and nitriles for selective reduction to aldehydes. Sodium bis(2-methoxyethoxy)aluminium hydride shows less reactive to oxygen and better solubility in organic solvents than LAH. Sodium borohydride is a milder reducing agent, can be used in aqueous solution. It converts selectively aldehydes and ketones the corresponding alcohols in the manufacture of pharmaceuticals and other fine chemicals. It will not react with esters, amides, or carboxylic acids, the more powerful reducing agent lithium aluminum hydride(LAH) is used to reduce these compounds. LAH is the more powerful reducing agent than sodium borohydride due to the weaker Al-H bond compared to the B-H bond. The reactivity of sodium borohydride can be modified by addition of iodine or methanol in BH₃-THF to reduce esters into the corresponding alcohols like the reaction of benzyl benzoate to benzyl alcohol. Sodium borohydride is used as a hydrogen source for fuel cell systems and a foaming agent for rubbers. Sodium cyanoborohydride converts certain alcohol groups to methylene groups. Sodium Cyanoborohydride is used as a selective amination reductant. It converts aldehydes (chemoselective), ketones (stereoselective) to the corresponding alcohols in the manufacture of pharmaceuticals and other fine chemicals. It is used in the reductive alkylation of amines, novel metals and oximes. Some examples of reducing agents are:

LITHIUM ALUMINUM HYDRIDE
PRODUCT IDENTIFICATION
CAS NO.	16853-85-3
EINECS NO.	240-877-9
FORMULA	LiAlH₄
MOL WT.	37.95
H.S. CODE
TOXICITY
SYNONYMS	Lithium alanate; Lithium aluminum tetrahydride;
Lithium tetrahydridoaluminate; Aluminum lithium hydride; Aluminate(1-), tetrahydro-, lithium, (T-4)-; Aluminate (1-), tetrahydro-, lithium; Lithiumtetrahydridoaluminat; Tetrahidruroaluminato de litio; Tétrahydruroaluminate de lithium;
DERIVATION
CLASSIFICATION
PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE	white to grey crystalline powder
MELTING POINT	125 C (Decomposes)
BOILING POINT
SPECIFIC GRAVITY	0.91 - 0.92
SOLUBILITY IN WATER	Reacts
pH
VAPOR DENSITY
AUTOIGNITION
NFPA RATINGS
REFRACTIVE INDEX
FLASH POINT
STABILITY	Not available. Hygroscopic (dangerous when wet)
GENERAL DESCRIPTION & APPLICATIONS
Lithium aluminum hydride (LAH) is a flammable and corrosive solid. The pure LAH is a white solid, but almost all LAH show gray color as aluminum absorbs moisture in atmosphere. The pure LAH is a pyrophoric substance that ignites spontaneously. It reacts violently with hot water and forms flammable/explosive gas (hydrogen). It forms a corrosive lithium hydroxide when contact with water. It is not toxic, but it can cause severe eye and skin irritation with possible burns. It has the potential danger of metal ion-promoted detonation when contact with metallic species or apparatus. Lithium aluminum hydride is sold in commerce as a solution in THF to escape the reaction of aluminum with moisture and to allow handling in air. LAH shows better solubility in ether in which it decompose spontaneously. THF is preferred. Ether solvent is used in LAH preparation to separate from by-products. Lithium hydride is the main raw material to produce LAH by reaction with aluminium chloride. Lithium aluminum hydride is used in organic and inorganic fine chemical synthesis as a powerful reducing agent. It reduces esters and carboxylic acids to primary alcohols and reduces epoxides to secondary or tertiary alcohols. LAH reduces nitro compounds (amides and alkyl azides) into amine. It is also used to reduce alkyl halides and alkynes but is not available to reduce alkenes or benzene rings. Sodium bis(2-methoxyethoxy)aluminium hydride (RED-AL) is used in the reduction of aromatic aldehydes and nitriles for selective reduction to aldehydes. Sodium bis(2-methoxyethoxy)aluminium hydride shows less reactive to oxygen and better solubility in organic solvents than LAH. Sodium borohydride is a milder reducing agent, can be used in aqueous solution. It converts selectively aldehydes and ketones the corresponding alcohols in the manufacture of pharmaceuticals and other fine chemicals. It will not react with esters, amides, or carboxylic acids, the more powerful reducing agent lithium aluminum hydride(LAH) is used to reduce these compounds. LAH is the more powerful reducing agent than sodium borohydride due to the weaker Al-H bond compared to the B-H bond. The reactivity of sodium borohydride can be modified by addition of iodine or methanol in BH₃-THF to reduce esters into the corresponding alcohols like the reaction of benzyl benzoate to benzyl alcohol. Sodium borohydride is used as a hydrogen source for fuel cell systems and a foaming agent for rubbers. Sodium cyanoborohydride converts certain alcohol groups to methylene groups. Sodium Cyanoborohydride is used as a selective amination reductant. It converts aldehydes (chemoselective), ketones (stereoselective) to the corresponding alcohols in the manufacture of pharmaceuticals and other fine chemicals. It is used in the reductive alkylation of amines, novel metals and oximes. Some examples of reducing agents are: Diisobutylaluminum Hydride (DIBAL-H) Dimethylsulfide Borane Ferrous Ion Formaldehyde Formic Acid Hydrazines Hydrogen Isopropanol Lithium Aluminum Hydride Low-valent Metal Compounds Phenylsilane Polymethylhydrosiloxane Potassium Ferricyanide Silanes Sodium Bis(2-methoxyethoxy)Aluminumhydride Sodium Hydrosulfite Sodium Amalgam Sodium And Potassium Sodium Borohydride Sodium Cyanoborohydride Sodium Dithionite Sodium Triacetoxyborohydride Stannous Ion Sulfite Compounds Tin Hydrides Triphenylphosphine Zinc-mercury Amalgam
SALES SPECIFICATION
SOLID
APPEARANCE	white crystalline powder
CONTENT	95.0% min
WATER	0.1% max
2.5M SOLUTION IN THF
APPEARANCE	clear liquid
CONTENT	9.5 - 10.5%
TRANSPORTATION
PACKING
HAZARD CLASS	4.3 (Packing Group: I)
UN NO.	1410 (solid type), 1411 (liquid type)
OTHER INFORMATION
`Hazard Symbols: F, Risk Phrases: 15, Safety Phrases: 24/`25-43-7/8
GENERAL DESCRIPTION OF HYDRIDE
Hydride is the isolated atomic hydrogen anion, H^- or any compound containing hydrogen and another element, more electropositive element or group. Hydride consists of a singly charged positive nucleus and two electrons of which one electron is weakly held and readily donative ��extra��. There are some types of hydrides according to their bonding. Ionic hydrides (saline hydrides): the hydrogen obtains an electron from a more electropositive metal, usually one of the alkali metals, to be an anion, H^- , and behaves like a halogen. Ionic hydrides react vigorously with water with removing hydrogen gas (H₂). Compounds that have hydrogen and one other element only is called binary hydrides with general form of MH or MH₂ such as sodium hydride (NaH), lithium hydride (LiH), calcium hydride (CaH₂), magnesium hydride (MgH₂). Covalent hydrides: The hydrogen shares one or more pairs of electrons with more electronegative elements (such as boron and aluminium) or nonmetallic elements. Water, ammonia, hydrogen sulfide (H₂S), hydrocarbons (alkane, alkene and alkyne), and hydrazine belong to nonmetallic covalent hydrides which behave as molecules and are normally gas or volatile liquids. Hydrogen halides, boranes, silane, phosphines belong to covalent hydrides. Metallic hydrides: They are alloy-like materials which have individual properties of metals. Their bondings are vary from element to element. Polymeric hydrides: the hydrogen has bridges forming three center bond with other atoms such as boron, aluminum, and beryllium. Hydrides which carry hydrogen can provide large amounts of heat when burned. They can be used as a component in jet fuels. They are less flammable and less volatile than hydrocarbon fuels. They are relatively environmentally friendly because they degrade quickly in the environment. Hydrides and hydrido complexes containing this easily polarized ion are highly reactive, strongly basic and powerfully reducing in synthetic reactions. They are important reducing agents in industrial reactions though they are easily destroyed in the relatively acidic compound water (H₂O) and in air containing dioxygen (O₂). Examples of commercially useful hydride complexes are: Sodium or Potassium Hydride: strong base used in organic and inorganic fine chemical synthesis. It is used as a condensation, alkylation and polymerization agent in making other chemical compounds. It is used as a drying agent. Sodium or Potassium Borohydride: Used as a selective reductant which can be used in aqueous solution. It converts aldehydes and ketones to the corresponding alcohols in the manufacture of pharmaceuticals and other fine chemicals. It is used as a hydrogen source and a foaming agent for rubbers. Sodium Cyanoborohydride: Used as a selective amination reductant. It converts aldehydes (chemoselective), ketones (stereoselective) to the corresponding alcohols in the manufacture of pharmaceuticals and other fine chemicals. It is used in the reductive alkylation of amines, novel metals and oximes. Sodium Triacetoxyborohydride Lithium Aluminum Hydride: powerful reducing agent used in organic synthesis (for specific linkages in complex molecules). Sodium diethyldihydridoaluminate Sodium tri- or tert-butoxohydridoaluminate Sodium bis(2-methoxyethoxo) dihydridoaluminate Lithium Hydride: flammable, white, translucent solids; decomposes at 850 C; reacts violently with water to yield hydrogen and lithium hydroxide; used as a hydrogen source or reducing agent to prepare other hydrides amides and 2H isotopic compound, as a shielding material for thermal neutrons. Calcium Hydride: white crystals; insoluble in water; used in the production of chromium, titanium, and zirconium through the Hydromet process. Titanium Hydride: black metallic powder whose dust is an explosion hazard and which dissociates above 288 C; used in powder metallurgy, hydrogen production, foamed metals, glass solder, and refractories, and as an electronic gas getter. Zirconium Hydride: flammable, gray-black powder; used in powder metallurgy and nuclear moderators, and as a reducing agent, vacuum-tube getter, and metal-foaming agent.