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 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
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

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  5. Silicon-Based - Protecting and Derivatizing Reagents
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  5. Silicon-Based - Protecting and Derivatizing Reagents
  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. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Fluorescent agents, general
  1. Analytical & Chromatography 分析化学与色谱
  2. Derivatization Reagents
  3. Derivatization Reagents GC
  4. Reagents for Alkylation & Esterification
  1. Analytical & Chromatography 分析化学与色谱
  2. Gas Chromatography (GC) 气相色谱
  3. Derivatization Reagents
  4. Reagents for Alkylation & Esterification

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