Tris(trimethylsilyl)silane 三(三甲硅基)硅烷

CAS 1873-77-4 MFCD00077893

化学结构图

1873-77-4
SMILES: C[Si](C)(C)[SiH]([Si](C)(C)C)[Si](C)(C)C

化学属性

Mol. FormulaC9H28Si4
Mol. Weight248.66
Refractive indexn20/D 1.489(lit.)
Boiling Point73 °C at 5 mmHg
Density0.806
Flash Point55 °C
TSCANo

别名和识别编码

Chemical NameTris(trimethylsilyl)silane
MDL NumberMFCD00077893
CAS Number1873-77-4
Synonym Tris(trimethylsilyl)silane {LY} Tris(trimethylsilyl)silane {} {LY} Tris(trimethylsilyl)silane {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tris(trimethylsilyl)silane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID6327365
Beilstein Registry Number1923953
EC Number000-000-0
Merck Number9757
Reaxys-RN1923953
Chemical Name Translation三(三甲硅基)硅烷
LabNetwork Molecule IDLN00199844
InChIInChI=1S/C9H27Si4/c1-11(2,3)10(12(4,5)6)13(7,8)9/h1-9H3
Canonical SMILESC[Si]([SiH]([Si](C)(C)C)[Si](C)(C)C)(C)C
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分类

  • {SNA} Chemical Synthesis, Organometallic Reagents, Organosilicon, Others, Reduction, Silanes, Synthetic Reagents
  • {SNA} Chemical Synthesis, Organometallic Reagents, Organosilicon, Other Organosilicon, Reduction, Silanes, Synthetic Reagents

产品应用

  • 还原试剂

相关文献及参考

  • Merck: 14,9757
  • Radical-based reducing agent, e.g. for hydrodehalogenation reactions of halides to the corresponding hydrocarbons: J. Org. Chem., 56, 678 (1991); cf TBTH (Tri-n-butyl­tin hydride, A13298). Reversal of the stereoselectivity observed in the TBTH reduction of gem-dichlorides has been reported: J. Am. Chem. Soc., 116, 10781 (1994).
  • Alkyl and cycloalkyl acid chlorides undergo hydrodechlorocarbonylation to hydrocarbons in high yield: Tetrahedron Lett., 33, 1787 (1992).
  • In the presence of a free-radical initiator, ring closure reactions of bromides containing a suitably-positioned double bond can be effected: Tetrahedron Lett., 38, 8165 (1997); 39, 7267 (1998). In the presence of CO, 1,5-dienes undergo tandem silylcarbonylation and cyclization to give cyclopentanone derivatives: J. Organomet. Chem., 548, 105 (1997).
  • Effects the hydrosilylation of alkenes and alkynes in high yield: J. Org. Chem., 57, 3994 (1992); this reaction forms the basis of a (Z) - (E) olefin interconversion via addition-elimination of the tris(TMS)silane radical: J. Org. Chem., 60, 3826 (1995).
  • Superior to TBTH for the radical mediated cyclization of bromo lactones, avoiding the need for very high dilutions: Heterocycles, 37, 289 (1994).
  • For a brief survey of uses of this reagent in Organic synthesis, see: Synlett, 1972 (2007).
  • For a review of organosilanes as radical-based reducing agents in synthesis, see: Acc. Chem. Res., 25, 188 (1992). See also Appendix 4.

安全信息

GHS Symbol
WGK Germany3
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P305+P351+P338
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Warning
Packing GroupIII
UN Number 1993
Risk Statements
  • R10 Flammable 易燃
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S37 Wear suitable gloves 戴适当手套；
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
Storage condition 2-8°C {LY} 2-8°C Flammables area Light Sensitive {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
Hazard Codes 3
Hazard Class3

其他信息

  • TCI Shanghai:三(三甲基硅)硅烷(含稳定剂3,3',5,5'-四叔丁基-4,4'-二羟基联苯)[还原试剂] Tris(trimethylsilyl)silane (stabilized with TBBP) [Reducing Reagent],>;90.0%(GC)(1873-77-4)
  • Acros Organics:三（三甲基硅基）硅烷 Tris(trimethylsilyl)silane, 96%(1873-77-4)
  • MOL 文件:1873-77-4.mol
  • 三(三甲基硅基)硅烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T1463 三(三甲硅基)硅烷(含稳定剂TBBP)[还原试剂] Tris(trimethylsilyl)silane (stabilized with TBBP) [Reducing Reagent] 5ML 1000元 2014/06/02 T1463 三(三甲硅基)硅烷(含稳定剂TBBP)[还原试剂] Tris(trimethylsilyl)silane (stabilized with TBBP) [Reducing Reagent] 25ML 3000元 2010/06/21 291060250 三(三甲基硅基)硅烷 Tris(trimethylsilyl)silane 96% 25 ML 2150元
  • 上游原料:盐酸 --> 乙醚 --> 四氢呋喃 --> 三甲基氯硅烷 --> 锂 --> 四氯化硅 --> 溴化锂 --> 甲基锂
  • F:10-23
  • TSCA:No
  • Alfa Aesar:三（三甲硅烷基）硅烷,97% Tris(trimethylsilyl)silane, 97%(1873-77-4)
  • 用途一:还原试剂
  • Sigma Aldrich:1873-77-4(sigmaaldrich)
  • 敏感性:Light Sensitive

系列性分类

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Reduction - Synthetic Reagents
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  4. Others - Organosilicon
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  4. Others - Organosilicon
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Reduction - Synthetic Reagents
  4. Silanes - Reduction
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Reduction - Synthetic Reagents
  4. Others - Reduction
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  4. Silanes 硅烷
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Silicon Compounds for Organic Synthesis 硅化合物
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organolithium 有机锂
  4. Others Organosilicon 其他有机硅

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