추천 제품
Quality Level
반응 적합성
reagent type: reductant
농도
1.0 M in THF
solubility
THF: soluble(lit.)
alcohol: soluble(lit.)
hydrocarbons: insoluble(lit.)
water: soluble(lit.)
density
0.915 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
InChI key
CVDUGUOQTVTBJH-UHFFFAOYSA-N
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일반 설명
Sodium cyanoborohydride is a versatile reducing agent stable in aqueous solution at pH 7.2. It is a weaker reducing agent as compared to NaBH4. It effectively reduces Schiff bases. NaCNBH4 participates in the reductive methylation for the efficient and selective conversion of the e-amino groups of lysyl residues in proteins to the mono- and dimethyl derivatives.
애플리케이션
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
Sodium cyanoborohydride may be used in the following studies:
- As reducing agent for the in vitro radiolabeling of proteins by reductive alkylation.
- Reduction of aldehydes and ketones.
- Selective deoxygenation of aldehydes and ketones.
- Preparation of colloidal gold particles of varying sizes.
신호어
Danger
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1
표적 기관
Central nervous system, Respiratory system
보충제 위험성
Storage Class Code
4.3 - Hazardous materials which set free flammable gases upon contact with water
WGK
WGK 3
Flash Point (°F)
-4.0 °F
Flash Point (°C)
-20 °C
이미 열람한 고객
Radiolabeling of proteins by reductive alkylation with [14C]formaldehyde and sodium cyanoborohydride.
Analytical biochemistry, 87(2), 562-565 (1978-07-01)
Labeling of proteins by reductive methylation using sodium cyanoborohydride.
The Journal of biological chemistry, 254(11), 4359-4365 (1979-06-10)
Selective deoxygenation of ketones and aldehydes including hindered systems with sodium cyanoborohydride.
Journal of the American Chemical Society, 95(11), 3662-3668 (1973)
Sodium cyanoborohydride-a highly selective reducing agent for organic functional groups.
Synthesis, 3, 135-146 (1975)
Preparation of colloidal gold particles of various sizes using sodium borohydride and sodium cyanoborohydride.
Analytical biochemistry, 236(1), 168-170 (1996-04-05)
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