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Merck

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


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Poisonous substance

pdsc

Class I Designated Chemical Substances

prtr

Group 3: Spontaneously combustible substances and water- reactive materials + Metal hydrides + Hazardous rank I + 1st spontaneously combustible materials and water reactive materials

fsl

156159-250G:4.548173107936E12 + 156159-25G:4.548173318318E12 + 156159-10KG:4.548173107912E12 + 156159-50G:4.54817310795E12 + 156159-10G:4.548173107905E12 + 156159-1KG:4.548173107929E12 + 156159-25KG:4.548173107943E12

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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

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)
Aldrichimica Acta, 8, 3-10 (1975)
Synthetic Communications, 24, 701-701 (1994)