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156159 Sigma-Aldrich

Sodium cyanoborohydride

reagent grade, 95%

Synonym: Sodium cyanotrihydridoborate

  • CAS Number 25895-60-7

  • Linear Formula NaBH3CN

  • Molecular Weight 62.84

  •  Beilstein/REAXYS Number 4152656

  •  EC Number 247-317-2

  •  MDL number MFCD00003516

  •  PubChem Substance ID 24849595

  •  NACRES NA.22

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Properties

Related Categories Additional Reagents for Reductive Amination, Borohydrides, Chemical Synthesis, Glycan Labeling, Glycan Labeling and Analysis,
Quality Level   200
grade   reagent grade
assay   95%
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

Description

Packaging

1 kg in poly bottle

10 kg in steel drum

10, 25, 50, 250 g in poly bottle

Application

Reagent employed in the reductive amination of aldehydes and ketones, and in the reductive alkylation of amines.

Reagent for selective reductions.

Features and Benefits

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.

Safety & Documentation

Safety Information

Signal word 
Danger
Supplemental Hazard Statements 
EUH032
RIDADR 
UN3179 - class 4.1 - PG 2 - EHS - Flammable solid, toxic, inorganic, n.o.s., HI: all
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

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Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
Does Product 156159, Sodium Cyanoborohydride, typically have an odor?
Sodium cyanoborohydride may have an unusual odor due to production steps. It is our belief that this odor is the result of trace amounts of volatile organosulfur compounds which are present as a result of a new manufacturing process. While this odor may be unpleasant, we are confident the impurity is present at such a low level that it will not affect the performance of this reagent for most applications.If the odor persists in the waste streams following use of this reagent, it can be removed by treating these mixtures with aqueous bleach. In regards to the hazards of the volatile organosulfur compounds, these compounds have a very strong odor which would cause you to remove yourself from the compound's presence much sooner than you would begin to suffer affects from toxicity of these compounds; however, this is research grade material and you should be handling it properly (according to MSDS). The sodium cyanoborohydride itself is a bigger safety concern than the small amounts of organosulfur impurities present in this product.
What impurities are present in Product 156159, Sodium Cyanoborohydride?
One of the by-products of the synthesis reaction is Dimethyl Sulfide. It is also possible that there could be some Borate salts present.
Why is it recommended to store and handle Product 156159, Sodium Cyanoborohydride, under an inert atmosphere?
Sodium Cyanoborohydride is a very hygroscopic material and contact with water or moist air should be avoided. Allowing the material to come into contact with water or moist air may decompose the material and could lead to a violent reaction or explosion due to the release of Hydrogen gas.
What is Product 156159, Sodium Cyanoborohydride, soluble in?
According to the chemicals encyclopedia published by the Royal Society of Chemistry, 13th Edition, Sodium Cyanoborohydride is soluble in water (212g / 100g solvent), Tetrhydrofuran (37.2g / 100g solvent), and Diglyme (17.6g / 100g solvent). It is also very soluble in Methanol, slightly soluble in Ethanol and Isopropylamine, and insoluble in Ethyl Ether, Benzene, and Hexane.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
My question is not addressed here, how can I contact Technical Service for assistance?
Ask a Scientist here.
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Protocols & Articles

Articles

Glycan Labeling

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Glycobiology Analysis Manual, 2nd Edition
Keywords: Aminations, Atomic absorption spectroscopy, Capillary electrophoresis, Cell proliferation, Chromatography, Degradations, Derivatizations, Electrophoresis, Gel electrophoresis, Glycosylations, High performance liquid chromatography, Ion Exchange, Mass spectrometry, Metabolism, Peptide synthesis, Phase transitions, Post translational modifications, Reductive aminations, Separation

Peer-Reviewed Papers
15

References

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