Bromotrimethylsilane 三甲基溴硅烷

CAS 2857-97-8 MFCD00000048

化学结构图

2857-97-8
SMILES: C[Si](C)(C)Br

化学属性

Mol. FormulaC3H9BrSi
Mol. Weight153.09
Density1.16
Refractive index1.4220 to 1.4270
Boiling Point79
Flash Point-11.1±13.4 °C
TSCAYes
Melting Point-43
Solubility分解
Stability对光线敏感,对湿度敏感
Appearance 无色液体。 密度 1.16 ,熔点 -43°C ,沸点 79°C ,折射率 1.42-1.425,闪点 32°C,水溶性 DECOMPOSES 。溶于苯、乙醚、四氯乙烯,具强烈刺激味,在空气中冒白烟,具有腐蚀性,遇水分解。
pH:A

别名和识别编码

Chemical NameBromotrimethylsilane
CAS Number2857-97-8
EC Number220-672-0
Beilstein Registry Number1731135
MDL NumberMFCD00000048
Reaxys-RN1731135
PubChem Substance ID76113
Synonym 3,3'',5,5-TETRAMETHYLBENZIDINESULFATE(TMB-S) BROMOTRIMETHYLSILANE BROMOTRIMETHYLSILANE , STABILIZED WITH COPPER POWDER OR SILVER WIRE Bromotrimethylsilane {} {} {} {} {PubChem} trimethylsilyl bromide {} {} {} {} {} {PubChem} trimethylbromosilane {} {} {} {} {} {} {PubChem} bromotrimethylsilane {} {} {} {} {} {} {} {PubChem} TMSBr {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Chemical Name Translation三甲基溴硅烷
InChIKeyIYYIVELXUANFED-UHFFFAOYSA-N
LabNetwork Molecule IDLN00223161
InChIInChI=1S/C3H9BrSi/c1-5(2,3)4/h1-3H3
Canonical SMILESC[Si](C)(Br)C
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分类

  • Chemical Synthesis, Protecting and Derivatizing Reagents, Protection and Derivatization, Silicon-Based, Synthetic Reagents
  • {SNA} Chemical Synthesis, Derivatization Reagents, Derivatization Reagents GC, Protecting and Derivatizing Reagents, Protection and Derivatization, Reagents for Silylation, Silicon-Based, Silylation Reagents, Synthetic Reagents, 分析/色谱, 分析试剂
  • {SNA} Analytical Reagents, Analytical/Chromatography, Chemical Synthesis, Derivatization Reagents, Derivatization Reagents GC, Protecting and Derivatizing Reagents, Protection and Derivatization, Reagents for Silylation,
  • {uni_hamburg} no charge; 1fragment

产品应用

  • 三重要的合成试剂,比三甲基氯硅烷反应活性高,会使二烷基磷酸酯裂解而产生各种膦酸。可用于阿地福韦的合成以及用于多肽合成的去保护

相关文献及参考

  • Acetals, including MOM and THP ethers are readily cleaved, as are trityl and TBDMS ethers: Tetrahedron Lett., 25, 2515 (1984). Methyl glycosides are converted to the glycosyl bromides: Tetrahedron Lett., 22, 513 (1981).
  • Beilstein: 4,IV,4008
  • Compare also Iodotrimethyl­silane, A12902.
  • Converts alcohols to alkyl bromides: Tetrahedron Lett., 4483 (1978), and acyl chlorides to acyl bromides: Synthesis, 216 (1981).
  • Effective catalyst for Michaelis-Arbuzov rearrangement of trivalent organophosphorus P-O-R compounds to the corresponding P=O derivatives: Org. Lett., 5, 1661 (2003).
  • Epoxides, oxetanes and THF are cleaved by the reagent: Synthesis, 383 (1981), as are small ring lactones: Angew. Chem. Int. Ed., 18, 689 (1979). The cleavage of acyclic ethers and esters is markedly catalyzed by IBr: J. Org. Chem., 48, 1678 (1983).
  • In combination with DMSO and Et3N, effects the bromolactonization of unsaturated acids: J. Chem. Soc., Perkin 1, 847 (1994).
  • J. Chem. Soc., Perkin Trans. II , 263, (1991)
  • Short: II/14a
  • Short: II/25C
  • Silylating agent; see Appendix 4. About 104x more reactive than TMSCl in the conversion of ketones to their silyl enol ethers in the presence of Et3N: Liebigs Ann. Chem., 1718 (1980).
  • Tetrahedron Lett. 34 , 7713, (1993)

安全信息

Signal word Danger
GHS Symbol
WGK Germany3
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;
  • S36/37/39 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);
  • S8 Keep container dry 保持容器干燥;
Risk Statements
  • R10 Flammable 易燃
  • R11 Highly flammable 非常易燃
  • R14 Reacts violently with water 遇水会猛烈反应
  • R29 Contact with water liberates toxic gas. 遇水释放出有毒气体
  • R34 Causes burns 会导致灼伤
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
  • P242 Use only non-sparking tools. 只能使用无火花工具。
  • P243 Take precautionary measures against static discharge. 采取预防措施,防止静电放电。
  • 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。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • 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。
  • P301+P330+P331
  • P301+P330+P331+P310
  • P302+P361+P354
  • P303+P361+P353
  • P303+P361+P353+P310+P363
  • P304+P340
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P310
  • P305+P354+P338
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P316
  • P317
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P370+P378
  • P403+P235
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
UN Number 2920
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H318 Causes serious eye damage 严重伤害眼睛
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard Codes 8 C
Packing GroupII
Storage condition +4°C 2-8°C 4℃ Moisture Sensitive 极易吸潮,密封避光干燥保存。
Hazard Class8/3

其他信息

  • 溶于苯;乙醚;四氯乙烯,遇水分解。
  • 海关编码:29310095
  • TCI Shanghai:三甲基溴硅烷 Bromotrimethylsilane,>;95.0%(GC)(2857-97-8)
  • 上游原料:三甲基苯硅烷
  • 检测方法:GC
  • 方法一:苯基三甲基硅烷经溴化而得。
  • Acros Organics:三甲基溴硅烷 Bromotrimethylsilane, 98%(2857-97-8)
  • Sigma Aldrich:2857-97-8(sigmaaldrich)
  • 存储注意事项:湿度敏感
  • Alfa Aesar:三甲基溴硅烷,97%,铜粉或银丝做稳定剂 Bromotrimethylsilane, 97%, stab. with copper powder or silver wire(2857-97-8)
  • 用途三:三重要的合成试剂,比三甲基氯硅烷反应活性高,会使二烷基磷酸酯裂解而产生各种膦酸。可用于阿地福韦的合成以及用于多肽合成的去保护
  • 图谱信息:三甲基溴硅烷(2857-97-8)核磁图( 1 HNMR)
  • MSDS 信息:TMBS(2857-97-8).msds
  • 用途二:三甲硅化剂。
  • 用途一:是重要的合成试剂,可用于阿地福韦的合成
  • MOL 文件:2857-97-8.mol
  • F:10-21
  • 敏感性:Moisture Sensitive
  • 三甲基溴硅烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 B1087 三甲基溴硅烷 Bromotrimethylsilane 250ML 1430元 2014/06/02 B1087 三甲基溴硅烷 Bromotrimethylsilane 25ML 360元 2014/06/02 B1087 三甲基溴硅烷 Bromotrimethylsilane 5ML 120元
  • TSCA:Yes

系列性分类


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