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Sodium cyanoborohydride CAS 25895-60-7

Molecular Weight: 62.84
Molecular Formula: NaBH3CN
Appearance: White powder
Purity: ≥95%
MOQ: 1KG
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What is Sodium cyanoborohydride CAS 25895-60-7

Sodium cyanoborohydride, also known as sodium cyanide borohydride or NaBH3CN, is a compound with the chemical formula NaBH3CN. It is an effective and mild reducing agent, especially suitable for reducing carbonyl compounds such as aldehydes and ketones to their corresponding alcohols.

Product Parameter

Product Name: Sodium cyanoborohydride
CAS NO: 25895-60-7
Molecular Weight: 62.84
Molecular Formula: NaBH3CN
Boiling Point: 307°C
Melting point: >242 °C (dec.) (lit.)
Density: 1.083 g/mL at 25 °C
Appearance: White powder
Purity: >98%
Stability: Avoid contact with oxides, acids, moisture/humidity

Synonyms

SodiuM cyanohydridoborate; Sodium cyanoborohydride, 1M solution in THF, AcroSeal; (cyano-C)trihydro-,sodium,(T-4)-Borate(1-); SodiuM (T-4)-(Cyano-C)trihydroborate(1-); sodium,(beta-4)-borate(1-(cyano-c)trihydro-; Sodium cyanoborohydride,Sodium cyanotrihydridoborate; Sodium Cyanotrihydridoborate; Sodium cyanotrihydroborate(1-); Borate(1-), (cyano-κC)trihydro-, sodium, (T-4)-; Sodium cyanotrihydroborate; Sodium borocyanohydride; Sodium cyanoboranuide; Borate(1-), cyanotrihydro-, sodium; Borate(1-), (cyano-κC)trihydro-, sodium (1:1), (T-4)-; Borate(1-), (cyano-C)trihydro-, sodium, (T-4)-; Sodium cyanoboronhydride; Sodium cyanoborohydride, 1M solution in THF, AcroSeal§3;

sodium cyanoborohydride reductive amination mechanism

The reductive amination mechanism involving sodium cyanoborohydride consists of several steps, which can be described as follows:

First, an amine and a carbonyl compound (aldehyde or ketone) undergo a reaction in the presence of an acid catalyst. This results in the formation of an intermediate called an imine. The amine acts as a nucleophile, attacking the carbonyl carbon, while the acid catalyst facilitates the reaction.

Next, sodium cyanoborohydride, acting as a hydride donor, is introduced into the reaction mixture. The hydride ion (H-) from sodium cyanoborohydride attacks the imine carbon, leading to the formation of a secondary amine.

The resulting secondary amine is commonly obtained as a hydrochloride salt, which can be further processed to obtain the free amine. This can be achieved by treating the salt with a base or by adding acid followed by extraction.

In summary, sodium cyanoborohydride serves as a mild and selective reducing agent that facilitates the conversion of carbonyl compounds to amines in a reductive amination process. This mechanism involves the formation of an imine intermediate followed by its reduction with hydride ions from sodium cyanoborohydride, resulting in the formation of a secondary amine.

nabh3cn reaction

When sodium cyanoborohydride (NaBH3CN) participates in a reaction, it follows a specific process. Firstly, an amine and a carbonyl compound (aldehyde or ketone) undergo a reaction in the presence of an acid catalyst. This results in the formation of an intermediate called an imine. The amine, acting as a nucleophile, attacks the carbonyl carbon, while the acid catalyst aids in this reaction.

Next, sodium cyanoborohydride, which acts as a hydride donor, is added to the reaction mixture. The hydride ion (H-) from NaBH3CN then reacts with the imine carbon, leading to the formation of a secondary amine.

The resulting secondary amine is typically obtained as a hydrochloride salt, and further processing is required to obtain the free amine. This can be achieved by treating the salt with a base or by adding acid followed by extraction.

In summary, sodium cyanoborohydride, through a series of steps, enables the conversion of carbonyl compounds to amines in a reaction known as reductive amination. This involves the formation of an imine intermediate followed by its reduction using hydride ions from NaBH3CN, resulting in the production of a secondary amine.

Sodium cyanoborohydride CAS 25895-60-7
Sodium cyanoborohydride CAS 25895-60-7
Page Price All prices are FOB prices, if you need to order large quantities prices can be discounted, please contact us for details.
Mass Order More than 100 kg, please contact to negotiate price and freight.
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About The Freight There are two ways, self-pickup and logistics delivery, self-pickup is free of charge, and the calculation method of logistics delivery freight is 35 US dollars per kilogram for less than 10KG, 30 US dollars per kilogramfor more than 10KG-20KG,and 20 US dollars per kilogramfor more than 20KG.
Mass Order More than 100 kg, please contact to negotiate price and freight.
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