What is the Sodium cyanoborohydride?

Sodium cyanoborohydride is white crystalline powder, while it's Molecular Formula is NaBH3CN. white crystalline powder Sodium Cyanoborohydride is a commonly used as a reagent in the reductive amination of aldehydes and ketones and in the reductive alkylation of amines. It is also used in the synthesis of a novel phenolate-bridged dilanthanum(III) complex of interest as a model for metalloproteins as well as for its importance in basic and applied chemistry.

What is the CAS number for Sodium cyanoborohydride?

The CAS number of Sodium cyanoborohydride is 25895-60-7.

What is Sodium cyanoborohydride (25895-60-7) used for?

Sodium cyanoborohydride (NaBH3CN) is a selective reducing agent used for a variety of chemical reductions, including aldehyde, ketones, acetals, epoxides, oximes, enamines, reductive aminations of aldehydes and ketones, and reductive alkylations of amines and hydrazines. The utility of sodium cyanoborohydride as a reducing agent is greatly enhanced by its stability under acid conditions, and its solubility in aprotic solvents. Sodium cyanoborohydride is a milder and more selective reducing agent than sodium borohydride.Sodium cyanoborohydride is a weaker and more-selective reducing agent than sodium borohydride because of the electron-withdrawing effect of the cyano group. It has the further advantage that it is stable in acid to pH = 3 and can be employed to effect reductions in the presence of functional groups that are sensitive to the more-basic conditions of reduction with sodium borohydride.Aldehydes and ketones are unaffected by sodium cyanoborohydride in neutral solution, but they are readily reduced to the corresponding alcohol at pH=3-4 by way of the protonated carbonyl group. By previous exchange of the hydrogens of the borohydride for deuterium or tritium, by reaction with D2O or tritiated water, an efficient and economical route is available for deuteride or tritiide reduction of aldehydes and ketones.InChI:InChI=1/CH3BN.Na/c2-1-3;/h2H3;/q-1;+1

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25895-60-7

Product Name：Sodium cyanoborohydride
Molecular Formula：NaBH₃CN
Purity：99%
Molecular Weight：62.8423

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Product Details;

CasNo： 25895-60-7

Molecular Formula： NaBH₃CN

Appearance： white crystalline powder

High Purity Sodium cyanoborohydride 25895-60-7 In Bulk Supply with Wholesale Price

Molecular Formula:NaBH3CN
Molecular Weight:62.8423
Appearance/Colour:white crystalline powder
Melting Point:>242°C (dec.)(lit.)
Boiling Point:307°C
Flash Point:?1°F
PSA：23.79000
Density:1.083 g/mL at 25 °C
LogP:-1.16712

Sodium cyanoborohydride(Cas 25895-60-7) Usage

Description

Sodium cyanoborohydride is valued in organic synthesis due to its ability to selectively reduce carbonyl compounds and its compatibility with a range of reaction conditions. Sodium cyanoborohydride can be synthesized by stirring equimolar BH3·THF (~1 M) with NaCN in THF (tetrahydrofuran) in excellent yield. The synthesis typically involves a reaction between sodium borohydride and a solution of hydrogen cyanide in THF.

Uses

Sodium cyanoborohydride can replace its hydrogen atoms with deuterium (D) or tritium (T) through reactions with deuterated water (D2O) or tritiated water. Sodium cyanoborohydride is used in the synthesis of chemical models, such as phenolate-bridged dilanthanum(III) complexes. These complexes are of interest as models for metalloproteins, illustrating the compound's importance in both basic and applied chemistry. Sodium cyanoborohydride is commonly used in reductive amination reactions. This process is essential in organic synthesis for introducing amine groups into molecules, allowing for the conversion of carbonyl compounds into their corresponding amines. It is particularly effective for reducing aldehydes and ketones.

InChI:InChI=1/CH3BN.Na/c2-1-3;/h2H3;/q-1;+1

25895-60-7 Relevant articles

Sodium Cyanoborohydride - A Highly Selective Reducing Agent for Organic Functional Groups

Clinton F. LANE*

, Synthesis 1975; 1975(3): 135-146

Firstly a summary of the preparation and properties of sodium cyanoborohydride is given. Then some examples of sodium cyanoborohydride reductions of various systems are given including some applications of sodium cyanoborodeuteride.

Studies of the mechanistic diversity of sodium cyanoborohydride reduction of tosylhydrazones

Vaughn P. Miller, Ding Yah Yang, Theresa M. Weigel, Oksoo Han, and Hung Wen Liu

, J. Org. Chem. 1989, 54, 17, 4175–4188

Reduction of tosylhydrazone derivatives of ketones and aldehydes with sodium cyanoborohydride in acidic medium is a mild, albeit versatile, deoxygenationreaction.

An improved method for reductive alkylation of amines using titanium(IV) isopropoxide and sodium cyanoborohydride

Ronald J. Mattson, Kahnie M. Pham, David J. Leuck, and Kenneth A. Cowen

, J. Org. Chem. 1990, 55, 8, 2552–2554

Sodium cyanoborohydride via the general procedure to give … to generate enamines which were then reduced by the sodium cyanoborohydride. We were …

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