氰基硼氢化钠

• 产品号: 87839
• CAS号: 25895-60-7
• 分子式: CH2BNNa
• 分子量: 61.83405
• 纯 度: 95%

产品别名

• 标题: Sodium cyanoborohydride
• IUPAC标准名: sodium cyanoboranuide
• IUPAC传统名: sodium cyanoboranuide
• 别名: Sodium cyanotrihydridoborate

产品登记号

• 默克索引号: 148606
• EC号: 247-317-2
• MDL号: MFCD00003516
• CAS号: 25895-60-7

产品性质

• 纯度: 95%
• 外观: Powder
• 密度: 1.20
• 熔点: >300°C dec.
• 溶解度: Soluble in water, THF, methanol
• GHS危险声明: H228-H261-H300-H310-H330-H314-H318-H400-H410
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• GHS警示性声明: P210-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A
• 危险公开号: 11-15-26/27/28-32-34-50/53
• 安全公开号: 26-28-36/37/39-45-60-61
• 保存注意事项: Moisture Sensitive
• TSCA收录: 是
• 联合国危险货物等级: 4.3
• 联合国危险货物编号: UN3134
• 联合国危险货物包装类别(PG): II

参考文献

• Unlike borohydride reduction of carbonyl compounds which proceeds readily at the natural pH of the solution, reduction by sodium cyanoborohydride is very slow unless the pH is reduced to 3-4. Selective reduction of iminium ions occurs, however, at pH 6-8, leading to the widespread application of the reagent in reductive aminations of carbonyl compounds: J. Am. Chem. Soc., 93, 2897 (1971); Org. Synth. Coll., 6, 499 (1988). For improved methods using combinations with Ti(IV) chloride or isopropoxide, see: Tetrahedron Lett., 31, 5547 (1990); J. Org. Chem., 55, 2552 (1990).
• Monograph: J. Seyden-Penne, Reductions by the Alumino- and Borohydrides In Organic Synthesis, 2nd ed., Wiley, N.Y. (1997).
• Tosylhydrazones are reduced to methylenes. The relatively slow reduction of carbonyl compounds enables the tosylhydrazone to be generated in situ: J. Am. Chem. Soc., 93, 1793 (1971); 95, 3662 (1973). For a detailed study of the mechanism of tosylhydrazone reduction, see: J. Org. Chem., 54, 4175 (1989).
• Oximes are reduced to hydroxylamines, as are O-alkyloximes: Tetrahedron Lett., 2493 (1974). Reduction in the presence of TiCl₃ gives primary amines, via the imine: Synth. Commun., 18, 777 (1988).
• For reviews of the chemistry of sodium cyanoborohydride, see: Synthesis, 135 (1975); Org. Prep. Proced. Int., 11, 201 (1979).