tetrabutylazanium boranuide

• ChemBase编号: 150014
• 分子式: C16H39BN
• 平均质量: 256.29856
• 单一同位素质量: 256.31755565
• SMILES: [BH3-].CCCC[N+](CCCC)(CCCC)CCCC
• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.[BH3-]
• InChI: InChI=1S/C16H36N.BH4/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H4/q+1;-1
• InChIKey: GMBOFJFPOCGSOI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tetrabutylazanium boranuide
• IUPAC传统名: tetrabutylammonium boranuide
• 别名: 四正丁基硼氢化铵; 四丁基硼氢化铵; Tetra-n-butylammonium tetrahydridoborate; Tetra-n-butylammonium borohydride; Tetrabutylammonium borohydride

登记号

• CAS号: 33725-74-5
• EC号: 251-658-2
• MDL号: MFCD00012035
• Beilstein号: 4212332
• PubChem SID: 162244176; 24853779
• PubChem CID: 9881569

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 1.3234289
• LogD (pH = 7.4): 1.3234289
• Log P: 1.3234289
• 摩尔折射率: 91.3961 cm^3
• 极化性: 31.734425 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 124-128 °C(lit.); 125-131°C
• 闪点: 140°C(284°F)

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F)
• 联合国危险货物编号: 3131; UN3131
• 德国WGK号: 3
• 联合国危险货物等级: 4.3
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 15-34
• 安全公开号: 26-36/37/39-43; 7/8-26-36/37/39-43-45
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05
• GHS警示词: Danger
• GHS危险声明: H261-H314; H261-H314-H318
• GHS警示性声明: P231 + P232-P280-P305 + P351 + P338-P310-P422; P280-P303+P361+P353-P305+P351+P338-P310-P370+P378I-P402+P404
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3131 4.3/PG 2

产品相关信息

• 纯度: 98%
• 线性分子式: (CH3CH2CH2CH2)4N(BH4)

详细说明

Sigma Aldrich - 230170

包装
10, 50 g in poly bottle
Application
β-酮酰胺、1β-酮酯1以及碳水化合物衍生物2的选择性还原剂。

参考文献

• Organic-soluble borohydride. For references to reduction by borohydride, see Sodium borohydride, 35788. Changing the counter ion permits variation in reactivity and selectivity.
• Amides and nitriles are selectively reduced in dichloromethane: Heterocycles, 14, 1437, 1441 (1980); aryl ester, nitro or halo-substituents are unaffected. For the 1,4-reduction of enones, see: Tetrahedron, 37, 1171 (1981). Carboxylic acids can be reduced to alcohols by refluxing in DCM: Synth. Commun., 30, 941 (2000).
• With reactive halides (e.g. MeI) in DCM, provides a convenient source of diborane: Tetrahedron Lett., 3173 (1972). Hydroboration of alkenes has also been effected by refluxing with the reagent in chloroform: Indian J. Chem., 37B, 1186 (1998).
• Effective regent for cleavage of TMS ethers: Synth. Commun., 26, 1065 (1996).
• See also Benzyltriethylammonium borohydride, B24952.