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Merck
CN

71435

Sigma-Aldrich

氰基硼氢化钠

purum, ≥95.0% (RT)

别名:

Sodium cyanotrihydridoborate

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About This Item

线性分子式:
NaBH3CN
CAS号:
分子量:
62.84
Beilstein:
4152656
EC 号:
MDL编号:
UNSPSC代码:
12352000
PubChem化学物质编号:

等级

purum

方案

≥95.0% (RT)

反应适用性

reagent type: reductant

mp

>242 °C (dec.) (lit.)

溶解性

THF: soluble(lit.)
alcohol: soluble(lit.)
hydrocarbons: insoluble(lit.)
water: soluble(lit.)

SMILES字符串

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

InChI

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

InChI key

CVDUGUOQTVTBJH-UHFFFAOYSA-N

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一般描述

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 ε-amino groups of lysyl residues in proteins to the mono- and dimethyl derivatives.
Review on sodium cyanoborohydride has been reported. It participates in selective reductions with NaCNBH3, modified with zinc chloride, with zinc iodide.

应用

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.

其他说明

综述;使用 NaCNBH4 选择性还原,使用氯化锌改性;使用碘化锌

警示用语:

Danger

危险分类

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

补充剂危害

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

法规信息

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分析证书(COA)

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S. Kim et al.
The Journal of Organic Chemistry, 50, 1927-1927 (1985)
C.F. Lane
Synthesis, 135-135 (1975)
C.K. Lau et al.
The Journal of Organic Chemistry, 51, 3038-3038 (1986)
Radiolabeling of proteins by reductive alkylation with [14C]formaldehyde and sodium cyanoborohydride.
D Dottavio-Martin et al.
Analytical biochemistry, 87(2), 562-565 (1978-07-01)
Labeling of proteins by reductive methylation using sodium cyanoborohydride.
N Jentoft et al.
The Journal of biological chemistry, 254(11), 4359-4365 (1979-06-10)

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