What is sodium Triacetoxyborohydride used for?
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What is sodium Triacetoxyborohydride used for?
Sodium triacetoxyborohydride is a milder reducing agent than sodium borohydride or even sodium cyanoborohydride. It reduces aldehydes but not most ketones. It is especially suitable for reductive aminations of aldehydes and ketones.
How do you form an imine?
Imine formation is a reversible process that starts with the nucleophilic addition of a primary amine to the carbonyl group of an aldehyde or ketone. Next, a proton transfer forms a neutral amino alcohol called a carbinolamine.
Does sodium borohydride react with water?
When sodium borohydride is in a strongly basic solution (at or above pH 10), it is stabilized against reaction with water, although addition of water may still be exothermic due to heat of solvation. At lower pH levels, sodium borohydride reacts exothermically with water to generate flammable hydrogen gas.
How do you make sodium cyanoborohydride?
To prepare sodium cyanoborohydride, sodium cyanide may be suspended in tetrahydrofuran and a solution of BH 3 in tetrahydrofuran may be added, while stirring, at as rapid a rate as can conveniently be accommodated by the apparatus.
What are imines used for?
Imines
| Drug | Drug Description |
|---|---|
| Azelnidipine | For the treatment of hypertension. |
| Ulodesine | Ulodesine has been used in trials studying the treatment of Gout, Arthritis, Hyperuricemia, and Joint Disease. |
Why are imines useful?
Imines and their derivatives have long been recognized as key intermediates for the synthesis of nitrogen heterocycles, especially in the arena of alkaloid synthesis.
What is NaBH4 soluble in?
WaterSodium borohydride / Soluble in
Can NaBH4 reduce alcohol?
NaBH4 is less reactive than LiAlH4 but is otherwise similar. It is only powerful enough to reduce aldehydes, ketones and acid chlorides to alcohols: esters, amides, acids and nitriles are largely untouched. It can also behave as a nucleophile toward halides and epoxides.
Is NaBH4 more reactive than NaBH3CN?
Sodium cyanoborohydride (NaBH3CN) is a mild reducing agent that is commonly used in reductive aminations. The presence of the electron-withdrawing cyano (CN) group makes it less reactive than sodium borohydride (NaBH4).
What is amination by ammonolysis?
Explanation: Amination by ammonolysis is the process of forming amines by the action of ammonia.
What is amination by reduction?
Reductive amination (also known as reductive alkylation) is a form of amination that involves the conversion of a carbonyl group to an amine via an intermediate imine.
What is iminium salt?
Iminium salts hydrolyse to give the corresponding ketone or aldehyde: [RR”N=CR’2]+ + H2O → [RR”NH2]+ + O=CR’ 2. Iminium cations are readily reduced to the amines, e.g. by sodium cyanoborohydride. They are intermediates in the reductive amination of ketones and aldehydes.
