aluminium lithium tri-tert-butoxide hydride
Lithium tri-tert-butoxyaluminohydride
CAS: 17476-04-9
Molecular Formula: C12H28AlLiO3
aluminium lithium tri-tert-butoxide hydride - Names and Identifiers
aluminium lithium tri-tert-butoxide hydride - Physico-chemical Properties
| Molecular Formula | C12H28AlLiO3 |
| Molar Mass | 254.27 |
| Density | 0.942g/mLat 25°C |
| Melting Point | 300-319 °C (dec.) (lit.) |
| Boling Point | 66°C (THF) |
| Flash Point | 95°F |
| Water Solubility | Reacts with water. |
| Solubility | It is soluble in organic solvents at low temperatures. |
| Vapor Presure | 46mmHg at 25°C |
| Appearance | Solution |
| Color | Clear to slightly turbid colorless |
| Exposure Limit | ACGIH: TWA 50 ppm; STEL 100 ppm (Skin)OSHA: TWA 200 ppm(590 mg/m3)NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3) |
| BRN | 5796791 |
| Storage Condition | 2-8°C |
| Stability | Stable. Incompatible with alcohols. Reacts violently with water. Highly flammable. |
| Sensitive | Air & Moisture Sensitive |
aluminium lithium tri-tert-butoxide hydride - Risk and Safety
| Risk Codes | R60 - May impair fertility R61 - May cause harm to the unborn child R10 - Flammable R14/15 - R19 - May form explosive peroxides R34 - Causes burns R14 - Reacts violently with water R11 - Highly Flammable R15 - Contact with water liberates extremely flammable gases R35 - Causes severe burns R40 - Limited evidence of a carcinogenic effect R37 - Irritating to the respiratory system |
| Safety Description | S53 - Avoid exposure - obtain special instructions before use. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S43 - In case of fire use ... (there follows the type of fire-fighting equipment to be used.) S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S16 - Keep away from sources of ignition. S43B - S6A - |
| UN IDs | UN 3399 4.3/PG 1 |
| WGK Germany | 1 |
| RTECS | OJ5585000 |
| FLUKA BRAND F CODES | 10-21 |
| TSCA | Yes |
| HS Code | 29055900 |
| Hazard Class | 4.3 |
| Packing Group | II |
aluminium lithium tri-tert-butoxide hydride - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | Tri (tert-butoxy) lithium aluminum hydride (LTBA) is one of the commonly used reducing agents in the laboratory. This reagent can provide one equivalent of hydrogen negative ions in the reaction, and therefore requires the addition of equal equivalents according to the theoretical amount of hydrogen atoms required for the substrate to be reduced. |
| properties | Lithium tri-tert-butoxy aluminum hydride is a white powder with a melting point of 319 ° C. And sublimation under vacuum at 280 ° C. This product is soluble in ethylene glycol dimethyl ether, diethylene glycol dimethyl ether and tetrahydrofuran, slightly soluble in ether. Stable in dry air, slow hygroscopic hydrolysis in humid air. It is a mild and highly selective reducing agent. Ketones, aldehydes and acid chlorides can be reduced in ether or diglyme at 0 °c, fatty acid esters and nitriles are not reduced, but Phenyl esters of fatty acids and alicyclic acids are reduced. |
| Use | 3-tert-butylhydride lithium solution as a steroid selective synthesis for the treatment of hepatitis C Virus (HCV) of the nucleoside prodrugs-hydroxy-d -2 '-deoxy -2'-fluoro -2 '-chloro-C-methyl -3', 5 '-cyclic phosphoric acid Tri-tert-butoxy lithium aluminum hydride is a mild and highly selective reducing agent, which can reduce ketones, aldehydes and acid chlorides in ether or diglyme at 0 ℃, fatty acid esters and nitriles are not reduced, but Phenyl esters of fatty acids and alicyclic acids can be reduced, reducing tetrahydrofuran (ring opening). It is used as a reducing agent in medicine, perfume, pesticide, dye and other fine organic synthesis. |
| Application | Tri-tert-butoxy lithium aluminum hydride is widely used in medicine, perfume, pesticide and other fine organic synthesis industry. It is widely used in the reduction process of steroidal ketones, and is an important raw material for the production of cancer treatment drug gemcitabine. Tri-tert-butoxy aluminum lithium hydride solution as a steroid selective synthesis of β-D-2 '-deoxy -2'-α-fluoro -2 '-β-C-methyl -3',5 '-cyclic phosphoric acid reagent, is a nucleotide prodrug for the treatment of hepatitis C Virus (HCV). It is a milder reducing agent than aluminum hydride files and closely resembles sodium borohydride. Aldehydes, ketones, acids and chlorides can be reduced in ether or diglyme at 0 ° C., fatty acid esters and nitriles are not reduced, but benzene esters of fatty acids and alicyclic acids can be reduced. Reduction of tetrahydrofuran (ring opening). It is widely used for the reduction of steroidal ketones. Lithium tri-tert-butoxy aluminum hydride is less active than lithium aluminum hydride (nah) and is very useful in the selective reduction of acid halides, aldehydes, ketones and esters. Such agents generally have higher solubility, especially in low-temperature organic solvents. |
| preparation | due to the wide use of lithium tri-tert-butoxy aluminum hydride, it has attracted extensive interest of scientific and technical personnel around the world, the research on the improvement of the synthesis method of Tri-tert-butoxy lithium aluminum hydride is in the ascendant. In the prior art, lithium metal is used as a raw material to prepare lithium hydride, and lithium hydride is used to react with aluminum trichloride to prepare lithium aluminum hydride. Lithium aluminum hydride is prepared by reacting lithium aluminum hydride with tert-butyl alcohol in diethyl ether. Method 1. A 2-liter three-necked flask equipped with a stirrer, a constant pressure dropping funnel and a condenser for holding dry ice was baked and blown with dry nitrogen;. 600 of a solution of aluminum hydride (0.32 mol) in diethyl ether was added, and 74G (1.00 mol) of tert-butanol was added dropwise with stirring. A large amount of white solid appeared immediately in the bottle. Most of the ether was decanted and the remainder of the ether and excess tert-butanol were removed under reduced pressure. The product was 81.0g, essentially in quantitative yield. Method two, we have carried out a lot of synthesis research, the main improvement points are: using cheap metal sodium and lithium chloride instead of expensive metal lithium, reducing the reaction temperature of nearly 200 ℃, at the same time, by using cheap and safe methyl tert-butyl ether instead of high-Valent and flammable ether as the reaction medium, the production cost is reduced and the safety of the process flow is improved. |
| production method | 1.? A 2-liter three-necked flask equipped with a stirrer, a constant pressure dropping funnel and a condenser containing dry ice was baked and blown with dry nitrogen;. 600 of a solution of aluminum hydride (0.32 mol) in diethyl ether was added, and 74G (1.00 mol) of tert-butanol was added dropwise with stirring. A large amount of white solid appeared immediately in the bottle. Most of the ether was decanted and the remainder of the ether and excess tert-butanol were removed under reduced pressure. The product was 81.0g, essentially in quantitative yield. |
Last Update：2024-04-09 20:52:54
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