N,O-Bis(trimethylsilyl)acetamide N,O-双(三甲基甲硅烷基)乙酰胺

CAS 10416-59-8 MFCD00008270

化学结构图

10416-59-8
SMILES: C/C(=N\[Si](C)(C)C)O[Si](C)(C)C

化学属性

Mol. FormulaC8H21NOSi2
Mol. Weight203
Refractive index1.4140 to 1.4180
Density0.832
Flash Point42°C(lit.)
TSCAYes
Boiling Point71-73
Melting Point24
Stability对湿度敏感

别名和识别编码

Chemical NameN,O-Bis(trimethylsilyl)acetamide
CAS Number10416-59-8
Alfabeta NameBISTRIMETHYLSILYLACETAMIDE NO()-,
MDL NumberMFCD00008270
Synonym BSA N,O-双(三甲基甲硅烷基)乙酰胺 Ethanimidic acid, N-(trimethylsilyl)-, trimethylsilyl ester BSA HMDS TMCS in pyridine TMCS pyridine Trimethylsilyl N-trimethylsilylacetamidate; BSA; Dynasylan BSA Bis(trimethylsilyl)acetamide (BSA)/trimethylchlorosilane (TMCS) Bis(trimethylsilyl)acetamide HMDS N,O-Bis(trimethylsilyl)acetamide - Trimethylchlorosilane Mixture pentafluorobenzoyl chloride N,O-双(三甲基硅烷基)乙酰胺 N-(Trimethylsilyl)acetimidic acid, trimethylsilyl ester N,O-双三甲硅基乙酰胺
Reaxys-RN2206090
PubChem Substance ID87576562
EC Number233-892-7
Beilstein Registry Number1306669
Chemical Name TranslationN,O-双(三甲基甲硅烷基)乙酰胺
Wiswesser Line Notation1-SI-1&1&OY1&UN-SI-1&1&1
LabNetwork Molecule IDLN01745639
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分类

  • Alcohols,
  • {SNA} Derivatization Reagents, Derivatization Reagents GC, Reagents for Silylation, Silylation Reagents, 分析/色谱, 分析试剂
  • {SNA} Acyclic, Alkenes, Building Blocks, Chemical Synthesis, Organic Building Blocks
  • {SNA} Analytical Reagents, Analytical/Chromatography, Derivatization Reagents, Derivatization Reagents GC, Reagents for Silylation, Silylation Reagents
  • {SNA} Derivatization Reagents, Derivatization Reagents GC, Reagents for Silylation, 分析/色谱, 分析试剂
  • {SNA} Alcohols, Amines, Carbohydrates, Carboxylic Acids, Derivatization Reagents,
  • {SNA} Chemical Synthesis,

产品应用

  • 中性硅烷化保护剂 ，BSA产品是重要的医药中间体，主要用于合成孢头抗生素的生产。

相关文献及参考

  • O-Silylation in the presence of TBAF (0.02 equiv.) occurs under very mild conditions: Tetrahedron Lett., 35, 8409 (1994).
  • BSA catalyzes the acylation of acylphosphoranes with activated derivatives of carboxylic acids. Subsequent ozonolysis, or oxidation with singlet oxygen or dimethyldioxirane, provides a route to 1,2,3-triketones: J. Org. Chem., 54, 2785 (1989); 60, 8231 (1995):
  • Powerful silylation reagent for a wide range of functional groups under mild conditions. See Appendix 4. Reviews: J. Prakt. Chem./ Chem. Ztg., 337, 332 (1995); Synthesis, 357 (1998). Unlike halosilanes, silylated amides often need no added base catalysts. For an example of use without added solvent or catalyst for the silylation of a tertiary ɑ-hydroxy ketone, see: Org. Synth. Coll., 7, 381 (1990). Silylating power can be increased in polar solvents such as DMF or acetonitrile, or by addition of acidic catalysts, often TMS chloride, or an acid such as TFA or HCl.

安全信息

Warnings IRRITANT
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
  • H302 Harmful if swallowed 吞食有害
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
GHS Symbol
WGK Germany3
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
  • 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+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。
  • 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。
  • 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+P312+P330
  • P301+P330+P331+P310
  • P302+P352+P312+P361+P364
  • P303+P361+P353
  • P303+P361+P353+P310+P363
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P310
  • P305+P351+P338+P337+P313
  • P308+P311
  • P308+P313
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P332+P313
  • P337+P313
  • P403+P235
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard Codes 8 C
Signal word Danger
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US)
RTECSAK3000000
UN Number 1992 2920
Storage condition 0-10 0-10°C Moisture Sensitive
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
  • R22 Harmful if swallowed 吞咽有害
  • R34 Causes burns 会导致灼伤
  • R35 Causes severe burns 会导致严重灼伤
  • 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；
  • S30 Never add water to this product 切勿将水加入该产品中；
  • 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；
  • S43 In case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add -?Never use water) 着火时使用（指明具体的消防器材种类，如果用水增加危险，注明“禁止用水”
  • 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）；
  • S7/8 Keep container tightly closed and dry 保存在严格密闭容器中，保持干燥；
Packing GroupII
Hazard Class3/6.1 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 500 mg/kg/I
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
REFERENCE :
   JNCIAM Journal of the National Cancer Institute.  (Washington, DC)  V.1-60,
   1940-78.  For publisher information, see JJIND8.  Volume(issue)/page/year:
   54,495,1975

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 750 mg/kg
TOXIC EFFECTS :
   Immunological Including Allergic - decreased immune response
REFERENCE :
   StoGD# Personal Communication from G.D. Stoner, Dept. of Community Medicine,
   School of Medicine, Univ. of California, La Jolla, CA 92037, May 25, 1975 
   Volume(issue)/page/year: 27MAY1975

其他信息

  • 无色至浅黄色液体，易挥发、潮解。本品易燃、腐蚀、有毒，宜低温保存。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  1. Analytical & Chromatography 分析化学与色谱
  2. Stable Isotopes 稳定同位素
  3. Alphabetical Listings for Stable Isotope Labeled Products
  4. B - Alphabetical Listings
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Derivatization Reagents 衍生分析试剂
  4. Derivatization Reagents GC - Derivatization Reagents
  5. Reagents for Silylation - Derivatization Reagents GC
  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. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Amides - Carbonyl Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Alkenes 烯烃
  5. Acyclic - Alkenes
  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. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Derivatization Reagents 衍生分析试剂
  4. Derivatization Reagents GC - Derivatization Reagents
  5. GC Derivatization Reagents, by Application - Derivatization Reagents GC
  6. Alcohols - GC Derivatization Reagents, by Application
  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. GC Derivatizing Reagents
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Derivatization Reagents 衍生分析试剂
  4. Fluka Reagents
  1. Analytical & Chromatography 分析化学与色谱
  2. HPLC
  3. Analytical Reagents
  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