What is BH3 THF?
Borane–tetrahydrofuran (BH3–THF) is a charge-transfer complex that is a useful surrogate for diborane1 in organic synthesis. It can be used to reduce carboxylic acids to alcohols or nitriles to primary amines. It reacts with olefins to add the BH2 functional group.
What is the molecular formula of borane?
BH3Borane / Formula
What type of compound is borane?
Boranes are chemical compounds of boron and hydrogen. The boranes comprise a large group of compounds with the generic formula of BxHy. These compounds do not occur in nature. Many of the boranes readily oxidize on contact with air, some violently.
How do you quench borane in THF?
The excess borane is quenched by the slow addition of 125 mL of a 1:1 tetrahydrofuran–water solution followed by 750 mL of 5 M aqueous sodium hydroxide. The resulting two-phase mixture is heated at reflux for 12 hr, cooled to room temperature, and filtered through a coarse fritted funnel.
Can BH3 reduce Ester?
BH3·L (borane complexes) Reduce carboxylic acids in the presence of esters, amides and halides.
Where is borane used?
hydroboration
Applications. Diborane and its monomeric adducts borane–tetrahydrofuran or borane–dimethylsulfide are useful reagents. They are often used for hydroboration in organic synthesis. The higher boron hydride clusters have not yielded many or any applications.
What does borane reduce?
Borane is commonly used for the reduction of carboxylic acids in the presence of esters, lactones, amides, halides and other functional groups. In addition, borane rapidly reduces aldehydes, ketones, and alkenes. In addition, though highly flammable, gaseous diborane (B2H6) is available.
How is borane used?
The main use of boranes is for the hydroboration of alkenes, one of the most versatile and useful reactions in organic synthesis. Borane also reduces aldehydes, ketones, lactones, epoxides, acids, tertiary amides, and nitriles but does not reduce esters.
What is the ionic of borane?
The B−N dative bond in ammonia borane is 65% ionic, moderately strong (−27.5 ± 0.5 kcal/mol), and structurally flexible on the donor side to relieve steric congestion.