Lithium triisobutylhydroborate Chemical Properties

Density 

0.89 g/mL at 25 °C

Flash point:

1 °F

storage temp. 

Flammables area

solubility 

Miscible with tetrahydrofuran.

form 

Liquid

color 

Colorless to yellow

Water Solubility 

reacts

Sensitive 

Moisture Sensitive

BRN 

4007327

InChIKey

ACJKNTZKEFMEAK-UHFFFAOYSA-N

CAS DataBase Reference

38721-52-7(CAS DataBase Reference)

EPA Substance Registry System

Borate(1-), hydrotris(1-methylpropyl)-, lithium, (T-4)- (38721-52-7)

Safety Information

Hazard Codes 

F,C

Risk 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

HS Code 

29319090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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.

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