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Merck
CN

156159

Sodium cyanoborohydride

reagent grade, 95%

Synonym(s):

Sodium cyanotrihydridoborate

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About This Item

Linear Formula:
NaBH3CN
CAS Number:
Molecular Weight:
62.84
UNSPSC Code:
12352306
NACRES:
NA.22
PubChem Substance ID:
EC Number:
247-317-2
Beilstein/REAXYS Number:
4152656
MDL number:
Assay:
95%
Form:
powder
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grade

reagent grade

Quality Level

assay

95%

form

powder

reaction suitability

reagent type: reductant

mp

>242 °C (dec.) (lit.)

SMILES string

[Na+].[BH3-]C#N

InChI

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

InChI key

CVDUGUOQTVTBJH-UHFFFAOYSA-N

General description

Sodium cyanoborohydride, also known as sodium cyanotrihydridoborate, is a mild reducing agent that is stable in acidic conditions. It is widely used in the selective reduction of aryl aldehydes and ketones.

Application

Reagent for selective reductions.
Sodium cyanoborohydride is used as a reagent: 
  • To convert the amino-functional Si3N4 surface to a reactive surface with aldehyde groups.
  • For coupling amino-modified oligonucleotide probes.
  • In the synthesis of a novel phenolate-bridged dilanthanum(III) complex of interest as a model for metalloproteins.
  • In the reductive amination of aldehydes and ketones, and in the reductive alkylation of amines.


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signalword

Danger

supp_hazards

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

flash_point_f

158.0 °F - closed cup

flash_point_c

70 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Sol. 1 - Skin Corr. 1B - Water-react. 1



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Protocols

A step-by-step protocol for released N-linked glycan analysis of the monoclonal antibody adalimumab, based on UHPLC-FLR-MS and procainamide labeling.

Articles

蛋白质的结构修饰对于活细胞是必不可少的。发生调节异常时,它们往往是会引发疾病。聚糖是生物系统中许多结构变异的原因,它们在细胞表面的表现通常被称为“糖”。

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.


The Journal of Organic Chemistry, 55, 2552-2552 (1990)
Synthetic Communications, 24, 701-701 (1994)
Tetrahedron Letters, 35, 2775-2775 (1994)



Global Trade Item Number

SKUGTIN
156159-10KG04061833380512
156159-250G04061838742490
156159-50G04061835554324
156159-10G04061835554300
156159-1KG04061835561490
156159-25G04061835554317