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156159

Sigma-Aldrich

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
Beilstein:
4152656
EC Number:
MDL number:
UNSPSC Code:
12352306
PubChem Substance ID:
NACRES:
NA.22

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

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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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Description
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Signal Word

Danger

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

Supplementary Hazards

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

158.0 °F - closed cup

Flash Point(C)

70 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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.

PDSCL

Poisonous substance

PRTR

Class I Designated Chemical Substances

FSL

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

JAN Code

156159-5G:
156159-250G:4548173107936
156159-25KG:4548173107943
156159-25G-BULK:
156159-1KG-BULK:
156159-10KG:4548173107912
156159-10G:4548173107905
156159-BULK:
156159-50G:4548173107950
156159-VAR:
156159-1KG:4548173107929
156159-250G-BULK:
156159-10G-BULK:
156159-50G-BULK:
156159-25G:4548173318318


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The Journal of Organic Chemistry, 55, 2552-2552 (1990)
Aldrichimica Acta, 8, 3-10 (1975)
Synthetic Communications, 24, 701-701 (1994)
Tetrahedron Letters, 35, 2775-2775 (1994)
Wang, Z. et al.
Inorganic Chemistry, 36, 629-629 (1997)

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