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Merck

296945

Sigma-Aldrich

Natriumcyanoborhydrid -Lösung

5.0 M in 1 M NaOH

Synonym(e):

Sodium borocyanohydride, Sodium cyanoborohydride, Sodium cyanotrihydroborate

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About This Item

Lineare Formel:
NaBH3CN
CAS-Nummer:
Molekulargewicht:
62.84
MDL-Nummer:
UNSPSC-Code:
12352306
PubChem Substanz-ID:
NACRES:
NA.22

Eignung der Reaktion

reagent type: reductant

Konzentration

5.0 M in 1 M NaOH

Dichte

1.083 g/mL at 25 °C

SMILES String

[Na+].[H][B-]([H])([H])C#N

InChI

1S/CH3BN.Na/c2-1-3;/h2H3;/q-1;+1

InChIKey

CVDUGUOQTVTBJH-UHFFFAOYSA-N

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Allgemeine Beschreibung

Sodium cyanoborohydride is a selective, mild reducing reagent for a number of functional groups such as aldehydes, ketones, acetals, epoxides and imines.

Anwendung

Reactant for:
  • Direct conversion of heterocyclic aldehydes to esters (oxidizing behavior)
  • Reductive amination reactions
  • Intramolecular reductive cyclization reactions
  • Reductions reactions
  • Preparation of dicyanoborate-based ionic liquids as hypergolic fluids for bipropellants

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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e-EROS Encyclopedia of Reagents for Organic Synthesis (2016)
Franklin Afinjuomo et al.
Pharmaceutics, 11(5) (2019-05-28)
The propensity of monocytes to migrate into sites of mycobacterium tuberculosis (TB) infection and then become infected themselves makes them potential targets for delivery of drugs intracellularly to the tubercle bacilli reservoir. Conventional TB drugs are less effective because of
Heather L Lord et al.
Journal of pharmaceutical and biomedical analysis, 44(2), 506-519 (2007-02-23)
Immunoaffinity solid phase microextraction (SPME) probes have been developed with antibodies specific for the benzodiazepine class of drugs, covalently immobilized to glass rods. This involved both purification of the polyclonal antibodies to isolate the drug-specific fraction, and optimization of the
Shinsuke Sando et al.
Bioorganic & medicinal chemistry letters, 13(16), 2633-2636 (2003-07-23)
We report here that unprotected carbohydrates (maltose, lactose, cellobiose, and maltoheptaose) can be attached to the aminoalkylated oligonucleotides under mild reductive-amination conditions (aqueous borate buffer, pH 8.0, NaBH(3)CN, 60 degrees C) without notable side reactions. Quadruplex-forming G-rich oligonucleotide, 5'-aminoalkyl d(TGGGGT)
Chika Wakita et al.
The Journal of biological chemistry, 284(42), 28810-28822 (2009-08-21)
4-Hydroxy-2-nonenal (HNE), a major racemic product of lipid peroxidation, preferentially reacts with cysteine residues to form a stable HNE-cysteine Michael addition adduct possessing three chiral centers. Here, to gain more insight into sulfhydryl modification by HNE, we characterized the stereochemical

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