38721-52-7

Basic information

• Product Name: Lithium triisobutylhydroborate
• Synonyms: LITHIUM TRI-S-BUTYLHYDROBORATE;LITHIUM TRI-SEC-BUTYLBOROHYDRIDE;LITHIUM TRI-SEC-BUTYLHYDRIDOBORATE;LITHIUM TRIISOBUTYLHYDROBORATE;L-SELECTRIDE(R);lithium,(beta-4)-borate(1-hydrotris(1-methylpropyl)-;lithiumtri-sec-butylborohydride,calselect?li,;lithiumtri-sec-butylborohydride,calselect?li,intetrahydrofuran
• CAS NO: 38721-52-7
• Molecular Formula: C12H28BLi
• Molecular Weight: 190.1
• EINECS: 254-101-1
• Product Categories: B (Classes of Boron Compounds);Classes of Metal Compounds;Li (Lithium) Compounds;Reduction;Synthetic Organic Chemistry;Tetrahydroborates;Typical Metal Compounds
• Mol File: 38721-52-7.mol
• Article Data: 0

Chemical Properties

• Flash Point: 1 °F
• Appearance: Colorless to yellow/Liquid
• Density: 0.89 g/mL at 25 °C
• Storage Temp.: Flammables area
• Solubility: Miscible with tetrahydrofuran.
• Water Solubility: reacts
• Sensitive: Moisture Sensitive
• BRN: 4007327
• CAS DataBase Reference: Lithium triisobutylhydroborate(CAS DataBase Reference)
• NIST Chemistry Reference: Lithium triisobutylhydroborate(38721-52-7)
• EPA Substance Registry System: Lithium triisobutylhydroborate(38721-52-7)

Safety Data

• Hazard Codes: F,C
• Statements: 11-14/15-17-34-35-19-40-37
• Safety Statements: 16-26-36/37/39-43-45-7/8-30
• RIDADR: UN 3394 4.2/PG 1
• WGK Germany: 1
• F: 10
• TSCA: Yes
• HazardClass: 4.3
• PackingGroup: II
• Hazardous Substances Data: 38721-52-7(Hazardous Substances Data)

Usage

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

Different sources of media describe the Uses of 38721-52-7 differently. You can refer to the following data:
1. 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.
2. 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.

InChI:InChI=1/C12H28B.Li/c1-7-10(4)13(11(5)8-2)12(6)9-3;/h10-13H,7-9H2,1-6H3;/q-1;+1