potassium bis(trimethylsilyl)azanide

• ChemBase编号: 287468
• 分子式: C6H18KNSi2
• 平均质量: 199.48312
• 单一同位素质量: 199.06148433
• SMILES: C[Si]([N-][Si](C)(C)C)(C)C.[K+]
• Canonical SMILES: C[Si]([N-][Si](C)(C)C)(C)C.[K+]
• InChI: InChI=1S/C6H18NSi2.K/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
• InChIKey: IUBQJLUDMLPAGT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: potassium bis(trimethylsilyl)azanide
• IUPAC传统名: potassium bis(trimethylsilyl)azanide
• 别名: 双(三甲基硅基)氨钾; 双(三甲基硅基)氨基钾; Potassium bis(trimethylsilyl)amide; KHMDS; Potassium hexamethyldisilazide; Potassium bis(trimethylsilyl)amide

登记号

• CAS号: 40949-94-8
• EC号: 424-100-2
• MDL号: MFCD00010330
• Beilstein号: 4006754
• PubChem SID: 180672999
• PubChem CID: 3251421

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): -0.8950769
• LogD (pH = 7.4): -0.8299159
• Log P: 2.7111
• 摩尔折射率: 39.3948 cm^3
• 极化性: 18.492445 Å^3
• 极化表面积: 9.23 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Liquid
• 沸点: 66°C
• 闪点: -14°C(6°F); 7°C(44°F)
• 密度: 0.881; 0.910
• 折射率: 1.4900; 1.4920

安全信息

• 保存注意事项: Air & Moisture Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); X
• 联合国危险货物编号: UN2924
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): II
• 危险公开号: 11-14-19-34; 11-14-19-34-37; 11-14-34-48/20-63-67
• 安全公开号: 8-16-26-36/37/39-45; 8-16-26-36/37/39-46; 8-9-16-20-23-26-30-33-36/37/39-45-60
• TSCA收录: 否
• GHS危险品标识: GHS02; GHS05; GHS07; GHS08
• GHS危险声明: H225-H314-H318; H225-H314-H318-H361-H373-H336; H225-H314-H351-H335
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P280-P301+P310-P305+P351+P338-P315-P402; P210-P280-P305+P351+P338-P309-P310-P402

产品相关信息

• 纯度: 15% w/w in toluene; 20% w/w, 0.91M in THF; 95+%
• 浓度: 20% w/w, 0.91M in THF
• 包装: packaged under Argon in resealable ChemSeal? bottles

参考文献

• Sterically hindered strong base, compare Sodium bis(trimethylsilyl)amide, L13352 and Lithium bis(trimethylsilyl)amide, L15012. Used in the generation of K enolates, preferred to their Li or Na counterparts in some reactions, see e.g.: Tetrahedron Lett., 32, 1779 (1991); J. Am. Chem. Soc., 109, 6881 (1987); 111, 1063 (1989).
• Also used in the Wittig reaction, to give Li salt-free product distribution for selective (Z)-alkene formation: J. Org. Chem., 45, 4260 (1980). Has also been used with 18-crown-6 for selective formation of (Z)-ɑ?-unsaturated esters from phosphonates: Tetrahedron Lett., 24, 4405 (1983).