Trimethylsilyl cyanide 三甲基氰硅烷

CAS 7677-24-9 MFCD00001765

化学结构图

7677-24-9
SMILES: C[Si](C)(C)C#N

化学属性

Mol. FormulaC4H9NSi
Mol. Weight99.21 g/mol
Boiling Point114-117 °C at 760 mmHg
Melting Point11-12 °C
Refractive index1.3910 to 1.3930
Density0.793
Flash Point1.1°C
TSCAYes
Solubility起反应
Stability易吸潮
pH:A

别名和识别编码

Chemical NameTrimethylsilyl cyanide
CAS Number7677-24-9
Alfabeta NameTRIMETHYLSILYLCYANIDE
MDL NumberMFCD00001765
Synonym Trimethylsilanecarbonitrile Trimethylsilyl Cyanide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID87576800
EC Number231-657-3
Beilstein Registry Number1737612
Reaxys-RN1737612
Chemical Name Translation三甲基氰硅烷
InChIKeyLEIMLDGFXIOXMT-UHFFFAOYSA-N
LabNetwork Molecule IDLN00007950
Canonical SMILESN#C[Si](C)(C)C
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分类

  • {uni_hamburg} no charge; cyanide; 1fragment
  • Building Blocks, C1 to C5, Chemical Synthesis, Cyanides/Nitriles, Nitrogen Compounds, Organic Building Blocks
  • {SNA} Building Blocks, C1 to C5, Chemical Synthesis, Cyanides/Nitriles, Nitrogen Compounds, Organic Building Blocks

产品应用

  • 氰基化试剂

相关文献及参考

  • {ALF
  • Tertiary alkyl halides normally undergo elimination when treated with alkali cyanides, but can be converted to the corresponding nitriles by reaction with TM
  • Reacts with epoxides in the presence of ZnI2 to give trans-ɑ-siloxy isocyanides, which can be readily hydrolyzed to the hydroxy isocyanides: J. Am. Chem. Soc., 104, 5849 (1982); Org. Synth. Coll., 7, 294 (1990). In the presence of Ag salts (AgClO4, AgBF4 or AgOTf), alkenes can be converted to isocyanides in Markovnikov fashion: Synlett, 288 (1999).
  • For a brief survey of uses of this reagent in synthesis, see: Synlett, 1625 (2007).
  • Beilstein: 4,IV,3893
  • The ZnI2-catalyzed procedure allows cyanohydrins of unreactive ketones to be prepared in good yield, avoiding the unfavourable equilibria often encountered with the classical alkali cyanide method. For details and list of examples, see: Org. Synth. Coll., 7, 20 (1990). Other catalysts including Et3N or Bu3P are also effective: Chem. Lett., 537, 541 (1991). For catalysis by Methyl­ triphenyl­phosphonium iodide, A15644, see: Tetrahedron Lett., 44, 6157 (2003). In the absence of a catalyst, aldehydes have been found to give good yields of the TMS cyanohydrin, but reaction with ketones is very slow: J. Chem. Soc., Perkin 1, 2383 (1995). For use of Tetracyanoethyl­ene, A13945, as a c-acid catalyst for both aldehydes and ketones, see: J. Chem. Soc., Perkin 1, 2155 (1995). Under the same conditions, dimethyl acetals
  • The ZnI2-catalyzed procedure allows cyanohydrins of unreactive ketones to be prepared in good yield, avoiding the unfavourable equilibria often encountered with the classical alkali cyanide method. For details and list of examples, see: Org. Synth. Coll., 7, 20
  • Tertiary alkyl halides normally undergo elimination when treated with alkali cyanides, but can be converted to the corresponding nitriles by reaction with TMSCN in the presence of SnCl4: Angew. Chem. Int. Ed., 20, 1017 (1981).

安全信息

Warnings KEEP COLD, TOXIC, FLAMMABLE
GHS Symbol
WGK Germany3
Hazard statements
  • H300+H310+H330
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes 6.1 F,T+ F,T+,T,N F;T+;N
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
  • P241+P242+P243
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • 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。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P301+P310+P330
  • P302+P350
  • P302+P352+P310+P361+P364
  • P303+P361+P353
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P337+P313
  • P370+P378
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger Warning
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;
  • S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后,立即用大量…(由生产厂家指定)冲洗;
  • 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;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • 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;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
Risk Statements
  • R11 Highly flammable 非常易燃
  • R26/27/28 Very toxic by inhalation, in contact with skin and if swallowed 吸入,皮肤接触及吞食都有剧毒
  • R29 Contact with water liberates toxic gas. 遇水释放出有毒气体
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R50/53
UN Number 3383 3384 UN 3384 6.1/PG 1 UN3383
Storage condition -20°C {LY} -20°C 0-10 0-10°C 0-6°C Moisture Sensitive {} {LY} -20°C {} {} {LY} -20°C {} {} {} {LY} -20°C {} {} {} {} {LY} -20°C {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Packing GroupI
Hazard Class6.1/3

其他信息

  • TCI Shanghai:三甲基氰硅烷 Trimethylsilyl Cyanide,>;96.0%(GC)(7677-24-9)
  • 存储注意事项:湿度敏感;氮气保护
  • 海关编码:29310095
  • Alfa Aesar:氰化三甲基硅烷,97% Trimethylsilyl cyanide, 97%(7677-24-9)
  • Hazard Note:Highly Flammable/Toxic
  • F:10-21
  • 和水反应。
  • 用途一:氰基化试剂
  • Acros Organics:三甲基氰硅烷 禁运 Trimethylsilyl cyanide, 98%(7677-24-9)
  • 图谱信息:三甲基氰硅烷(7677-24-9)红外图谱(IR1) 三甲基氰硅烷(7677-24-9)核磁图( 13 CNMR) 三甲基氰硅烷(7677-24-9)核磁图( 1 HNMR)
  • 下游产品:4-甲基-2-羧酸吡啶 --> 2-氰基吡啶-4-醛 --> 2-氰基吡啶-4-羧酸乙酯 --> 4-羟甲基吡啶-2-腈 --> 8-羟基喹啉-2-羧酸 --> 三苯氧基苯甲醛 --> 二乙胺基三氟化硫 --> 2-氯-3-氰基吡嗪 --> 8-羟基喹啉-2-甲腈 --> 3-氯-2-氰基吡啶 --> 4-氰基吡啶-4-羧酸
  • 上游原料:吡啶 --> 氰化钾 --> 碘化钾 --> 碘化钠 --> 三甲基氯硅烷 --> N-甲基吡咯烷酮 --> LEDA HPLC乙腈
  • MOL 文件:7677-24-9.mol
  • MSDS 信息:Cyanotrimethylsilane(7677-24-9).msds
  • 检测方法:GC,NMR
  • 敏感性:Moisture Sensitive
  • Sigma Aldrich:7677-24-9(sigmaaldrich)
  • 三甲基氰硅烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010061 氰基三甲基硅烷 5g 140元 2011/04/16 T0990 三甲基氰硅烷 Trimethylsilyl Cyanide 100ML 2620元 2011/04/16 T0990 三甲基氰硅烷 Trimethylsilyl Cyanide 25ML 880元
  • TSCA:Yes

系列性分类


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