Lithium triisobutylhydroborate

Lithium triisobutylhydroborate Basic information
Description Features Preparation
Product Name:Lithium triisobutylhydroborate
Synonyms:LITHIUM TRI-S-BUTYLHYDROBORATE;LITHIUM TRI-SEC-BUTYLBOROHYDRIDE;LITHIUM TRI-SEC-BUTYLHYDRIDOBORATE;LITHIUM TRIISOBUTYLHYDROBORATE;L-SELECTRIDE(R);l-selectride solution;(beta-4)-borate(1-hydrotris(1-methylpropyl)-lithium;LITHIUM TRI-SEC-BUTYLBOROHYDRIDE, 1M IN THF
CAS:38721-52-7
MF:C12H28B.Li
MW: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;38721-52-7
Mol File:38721-52-7.mol
Lithium triisobutylhydroborate Structure
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
InChIKeyACJKNTZKEFMEAK-UHFFFAOYSA-N
CAS DataBase Reference38721-52-7(CAS DataBase Reference)
EPA Substance Registry SystemBorate(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
10
TSCA Yes
HazardClass 4.3
PackingGroup II
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Lithium triisobutylhydroborate Usage And Synthesis
DescriptionLithium 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.
FeaturesLithium tri-sec-butylborohydride is a new type of hydride reducing agent, which has the characteristics of strong reducing ability and high regio- and stereoselectivity.
PreparationLithium 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 propertiesclear colourless solution
UsesLithium 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.
UsesL-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
Sodium triacetoxyborohydride Rivaroxaban Lithium triisobutylhydroborate LITHIUM TRISIAMYLBOROHYDRIDE LITHIUM B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONYL HYDRIDE LITHIUM HYDRIDO(9-BBN-NOPOL BENZYL ETHER ADDUCT) Tetrabutylammonium borohydride Sodium borohydride Tributyltin Hydride Lithium Aluminum Hydride Lithium hydride Potassium borohydride Sodium cyanoborohydride Lithium borohydride Tetramethylammonium borohydride LITHIUM B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONYL HYDRIDE Lithium Lithium chloride

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