trimethyl[2-(trimethylsilyl)ethynyl]silane

• ChemBase编号: 126168
• 分子式: C8H18Si2
• 平均质量: 170.39952
• 单一同位素质量: 170.09470364
• SMILES: C(#C[Si](C)(C)C)[Si](C)(C)C
• Canonical SMILES: C[Si](C#C[Si](C)(C)C)(C)C
• InChI: InChI=1S/C8H18Si2/c1-9(2,3)7-8-10(4,5)6/h1-6H3
• InChIKey: ZDWYFWIBTZJGOR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: trimethyl[2-(trimethylsilyl)ethynyl]silane
• IUPAC传统名: bis(trimethylsilyl)acetylene
• 别名: 双(三甲基甲硅烷基)乙炔; 双(三甲基硅基)乙炔; Bis(trimethylsilyl)acetylene; BTMSA; Bis(trimethylsilyl)acetylene; BSTMA

登记号

• CAS号: 14630-40-1
• EC号: 238-671-9
• MDL号: MFCD00008276
• Beilstein号: 906870
• PubChem SID: 162220509; 24851275
• PubChem CID: 84564
• Chemspider ID: 76286
• 维基百科标题: Bis(trimethylsilyl)acetylene

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 4.058
• LogD (pH = 7.4): 4.058
• Log P: 4.058
• 摩尔折射率: 38.6946 cm^3
• 极化性: 20.238567 Å^3
• 极化表面积: 0.0 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

• 溶解度: 0.031 g/L in water
• 外观: Colorless to white Liquid
• 熔点: 20-24°C; 21-24 °C(lit.); 26 °C
• 沸点: 134.6 ± 8.0 °C; 134-136°C; 136-137 °C(lit.)
• 闪点: 2 °C; 2°C(35°F); 35.6 °F
• 密度: 0.752 g/mL at 25 °C(lit.); 0.770; 0.791 g/cm^3
• 折射率: 1.4270; n20/D 1.427(lit.)

安全信息

• 欧盟危险性物质标志: 易燃性(Flammable) (F); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 1993; UN1993
• 德国WGK号: 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; III
• 危险公开号: 10; 11-36/37/38
• 安全公开号: 16; 16-26-36
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Danger
• 主要危害: Flammable, Irritant
• GHS危险声明: H225-H315-H319-H335; H226
• GHS警示性声明: P210-P261; P210-P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (GC); 97%; 98%; 99%
• 级别: purum
• 线性分子式: (CH3)3SiC≡CSi(CH3)3

详细说明

Sigma Aldrich - 187437

包装
10, 50 g in glass bottle
Application
在 CpCo(CO)2（产品目录号245259）存在的条件下，可与 1,5-己二炔发生环加成反应生成苯并环丁烯。1

Sigma Aldrich - 15237

Other Notes
多功能合成试剂1,2,3

参考文献

• Precursor of lithium TMS acetylide: J. Chem. Soc., Chem. Commun., 840 (1979), and dilithioacetylide: Tetrahedron Lett., 34, 839 (1993).
• Reacts with electrophiles via Si-stabilized carbocations ions and subsequent desilylation; see Appendix 4. Thus, Lewis acid promoted reaction with acid chlorides gives alkynyl ketones, leading to a synthesis of ɑ?-enals: J. Org. Chem., 38, 2254 (1973); 57, 3203 (1992):
  
• Addition to chiral acetals in the presence of TiCl₄ leads to ɑ-hydroxy alkynes in high yield and ee: J. Am . Chem. Soc., 105, 2904 (1983); J. Chem. Soc., Perkin 1, 3301 (1991). Sulfonyl chlorides give alkynyl sulfones: Org. Synth. Coll., 8, 281 (1993), and references therein.