17476-04-9

Basic information

• Product Name: Lithium tri-tert-butoxyaluminum hydride
• Synonyms: Lithium hydridotris(tert-butoxy)aluminate, nominally 1M in THF, packaged under Argon in resealable ChemSealTM bottle;Lithium hydridotris(tert-butoxy)aluminate, 90% min;Lithium Tri-tert-butoxyaluminum Hydride (30% in Tetrahydrofuran, ca. 1.1mol/L);Lithium hydridotris(tert-butoxy)aluminate, nominally 1M in THF, packaged under Argon in resealable ChemSeal bottles;lithium,(beta-4)-aluminate(1-hydrotris(2-methyl-2-propanolato)-;lithiumhydrotris(2-methyl-2-propenolato)aluminate;lithiumtri-tert-butoxyhydroaluminate;tri-tert-butoxyhydruredelithium-aluminium
• CAS NO: 17476-04-9
• Molecular Formula: C12H28AlLiO3
• Molecular Weight: 254.27
• EINECS: 241-490-8
• Product Categories: Al (Alminum) Compounds;Classes of Metal Compounds;Li (Lithium) Compounds;Reduction;Synthetic Organic Chemistry;Typical Metal Compounds;Aluminum Hydrides;Synthetic Reagents;metal alkyl
• Mol File: 17476-04-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: 300-319 °C (dec.)(lit.)
• Boiling Point: 66°C (THF)
• Flash Point: 95 °F
• Appearance: Clear to slightly turbid colorless/Solution
• Density: 0.942 g/mL at 25 °C
• Vapor Pressure: 46mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: It is soluble in organic solvents at low temperatures.
• Water Solubility: Reacts with water.
• Sensitive: Air & Moisture Sensitive
• Stability: Stable. Incompatible with alcohols. Reacts violently with water. Highly flammable.
• BRN: 5796791
• CAS DataBase Reference: Lithium tri-tert-butoxyaluminum hydride(CAS DataBase Reference)
• NIST Chemistry Reference: Lithium tri-tert-butoxyaluminum hydride(17476-04-9)
• EPA Substance Registry System: Lithium tri-tert-butoxyaluminum hydride(17476-04-9)

Safety Data

• Hazard Codes: F,C,T
• Statements: 60-61-10-14/15-19-34-14-11-15-35-40-37
• Safety Statements: 53-26-36/37/39-43-45-16-43B-6A
• RIDADR: UN 3399 4.3/PG 1
• WGK Germany: 1
• RTECS: OJ5585000
• F: 10-21
• TSCA: Yes
• HazardClass: 4.3
• PackingGroup: II
• Hazardous Substances Data: 17476-04-9(Hazardous Substances Data)

Usage

Description

Lithium tri-tert-butoxyaluminum hydride is a mild and highly selective reducing agent, primarily used for the selective reduction of ketones. It is a white powder with a melting point of 319°C, which sublimates under vacuum at 280°C. Lithium tri-tert-butoxyaluminum hydride is soluble in ethylene glycol dimethyl ether, diglyme, and tetrahydrofuran, and slightly soluble in ether. It is stable in dry air but hydrolyzes slowly in moist air.

Uses

1. Used in Organic Synthesis:
Lithium tri-tert-butoxyaluminum hydride is used as a reducing agent for the selective reduction of acyl halides, aldehydes, ketones, and esters. Its less reactive nature compared to lithium aluminum hydride (LAH) makes it an important raw material and intermediate in organic synthesis.
2. Used in Pharmaceutical Industry:
Lithium tri-tert-butoxyaluminum hydride is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its selective reduction capabilities.
3. Used in Agrochemicals:
In the agrochemical industry, lithium tri-tert-butoxyaluminum hydride is utilized as a reducing agent in the production of specific agrochemical compounds.
4. Used in Dye Stuff:
Lithium tri-tert-butoxyaluminum hydride is also used as a reducing agent in the synthesis of dyestuff, contributing to the development of new and improved dyes.
5. Used as an Antimicrobial Agent:
Lithium tri-tert-butoxyaluminum hydride is used as an antimicrobial agent, leveraging its reducing properties to combat microbial growth.
6. Used as a Cholesterol-Lowering Agent:
The compound is employed in the development of cholesterol-lowering agents, potentially contributing to improved treatments for managing cholesterol levels.
7. Used for Ion-Permeable Synthetic Membranes:
Lithium tri-tert-butoxyaluminum hydride is utilized in the creation of ion-permeable synthetic membranes, which have applications in various industries, including water treatment and energy production.

Preparation

Lithium aluminum hydride reacts with tert-butanol in ether to prepare Lithium tri-tert-butoxyaluminum hydride.

InChI:InChI=1/3C4H9O.Al.Li/c3*1-4(2,3)5;;/h3*1-3H3;;/q3*-1;+3;