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| | Lithium triisobutylhydroborate Chemical Properties |
| density | 0.89 g/mL at 25 °C | | Fp | 1 °F | | storage temp. | Flammables area | | solubility | Miscible with tetrahydrofuran. | | form | Liquid | | color | Colorless to yellow | | Water Solubility | reacts | | Sensitive | Moisture Sensitive | | BRN | 4007327 | | InChI | InChI=1S/C12H28B.Li/c1-7-10(4)13(11(5)8-2)12(6)9-3;/h10-13H,7-9H2,1-6H3;/q-1;+1 | | InChIKey | ACJKNTZKEFMEAK-UHFFFAOYSA-N | | SMILES | [Li+].[BH-](C(C)CC)(C(C)CC)C(C)CC | | CAS DataBase Reference | 38721-52-7(CAS DataBase Reference) | | EPA Substance Registry System | Borate(1-), hydrotris(1-methylpropyl)-, lithium, (T-4)- (38721-52-7) |
| | Lithium triisobutylhydroborate Usage And Synthesis |
| Description | Lithium tri-sec-butylborohydride, commercially available as a one molar solution in tetrahydrofuran. It is widely used as a mild and strong reducing agent with high stereoselectivity in organic synthesis. | | Features | Lithium tri-sec-butylborohydride is a new type of hydride reducing agent, which has the characteristics of strong reducing ability and high regio- and stereoselectivity. | | Preparation | Lithium triisobutylhydroborate can be prepared by:In a 3000ml three-necked flask, add 1000ml of 1mol/L tri-sec-butylboron tetrahydrofuran solution, add 1000ml of 1mol/L triethylenediamine tetrahydrofuran solution simultaneously, introduce nitrogen to start stirring, put the mixture of the two in an ice-water bath After cooling to 0° C., 1000 ml of a 1 mol/L lithium aluminum hydride solution in tetrahydrofuran was slowly added dropwise to the above mixed solution with a constant pressure funnel for about 10 hours. | | Physical properties | clear colourless solution | | Uses | Lithium triisobutylhydroborate is used as a reducing agent. Reagent for: Enantioselective synthesis of a-amino acids via reduction of N-tert-butanesulfinyl ketimine esters. Diastereoselective reduction reactions. Hydride reduction of the Danishefsky pyranones. Asymmetric reductive aldol reaction of enones with a-alkoxy aldehydes. Synthesis of alkanols by carbonylation reactions. | | Uses | L-Selectride Solution is a reducing agent which is used in the preparation of oxygen heterocycles. Used also as a reactant in the synthesis of novel bicicyclo[3.1.0]hexane analags which may prove useful in the treatment of depression. |
| | Lithium triisobutylhydroborate Preparation Products And Raw materials |
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