Trimethylsulfonium Iodide 碘化三甲基锍

CAS 2181-42-2 MFCD00011632

化学结构图

2181-42-2
SMILES: C[S+](C)C.[I-]

化学属性

Mol. FormulaC3H9IS
Mol. Weight204.07
Melting Point215-220°C
TSCAYes
Solubility可溶
Stability对光线敏感

别名和识别编码

Chemical NameTrimethylsulfonium Iodide
CAS Number2181-42-2
Alfabeta NameTRIMETHYLSULFONIUMIODIDE
MDL NumberMFCD00011632
Beilstein Registry Number3555192
PubChem Substance ID75127
EC Number218-555-4
Reaxys-RN3555192
Synonym Trimethylsulfonium iodide {LY} Trimethylsulfonium iodide {} {LY} Trimethylsulfonium iodide {} {} {LY} Trimethylsulfonium iodide {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfonium iodide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimeth
Chemical Name Translation碘化三甲基锍
Wiswesser Line Notation1S1&1 &I
LabNetwork Molecule IDLN00159681
InChIInChI=1S/C3H9S.HI/c1-4(2)3;/h1-3H3;1H/q+1;/p-1
Canonical SMILESC[S+](C)C.[I-]
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分类

  • {SA} Building Blocks, C-C Bond Formation, Chemical Synthesis, Organic Building Blocks, Others, Sulfonium/Sulfoxonium Compounds, Sulfur Compounds, Synthetic Reagents
  • {SNA} Building Blocks, C-C Bond Formation, Chemical Synthesis, Organic Building Blocks, Others, Sulfonium/Sulfoxonium Compounds, Sulfur Compounds, Synthetic Reagents
  • {SNA} Building Blocks, C-C Bond Formation, Chemical Synthesis, Organic Building Blocks, Other Synthetic Reagents for C-C Bond Formation, Sulfonium/Sulfoxonium Compounds, Sulfur Compounds, Synthetic Reagents

产品应用

  • 亚甲基转移试剂,碳复合物转换成环氧化物或烯丙基醇。

相关文献及参考

  • Other conditions for addition to aldehydes include: phase-transfer catalysis: Angew. Chem. Int. Ed., 12, 845 (1973), KOH in acetonitrile: Tetrahedron Lett., 23, 5283 (1982), or KF on alumina: Tetrahedron, 41, 1259 (1985). With aryl aldehydes, the use of KO-t-Bu gives improved results by suppressing the competing Cannizzaro reaction: Org. Prep. Proced. Int., 27, 219 (1995). A simplified, solvent-free method employing KO-t-Bu has been reported for ketones: Heterocycles, 46, 185 (1997). With excess of the sulfonium ylide, ketones or epoxides give good yields of allylic alcohols, whereas aldehydes give poor yields. Under similar conditions, the sulfoxonium ylide gives oxetanes: Tetrahedron Lett., 35, 2009, 5449 (1994).
  • Beilstein: 1,IV,1280
  • Methylene transfer to allylic, propargylic, benzylic and primary alkyl halides and sulfonates results in formation of termi
  • The ylide, generated with strong base, is a powerful methylene transfer reagent, converting aldehydes and ketones to epoxides; reaction with ɑß-enones also gives epoxides (contrast Trimethyl­sulfoxonium iodide, A14589): J. Am. Chem. Soc., 87, 1353 (1965):
  • Methylene transfer to imines and arylhydrazones gives aziridines and N-arylaminoaziridines respectively: Synthesis, 330 (1983).
  • Addition to vinyl sulfones gives cyclopropyl sulfones: J. Org. Chem., 29, 3277 (1964). Similarly, vinylsulfonates and sulfonamides give cyclopropanes in fair to good yields: J. Org. Chem., 33, 3849 (1968).

安全信息

Warnings IRRITANT
Precautionary statements
  • 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。
  • 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
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338+P337+P313
WGK Germany3
GHS Symbol
Signal word
Hazard statements
  • 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
Hazard Codes Xi
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSWR8750000
Safety Statements
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • 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;
  • S37 Wear suitable gloves 戴适当手套;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition 2-8°C {LY} 2-8°C 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 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 300 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 25,315,1925

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 18 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems
   Laboratory, NIOSH Exchange Chemicals.  (Aberdeen Proving Ground, MD 21010)
   Volume(issue)/page/year: NX#02185

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 88 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   20,135,1971

其他信息

  • TCI Shanghai:碘化三甲基锍 Trimethylsulfonium Iodide,>;98.0%(T)(2181-42-2)
  • 溶于水。
  • Acros Organics:三甲基碘化硫嗡 Trimethylsulfonium iodide, 98%(2181-42-2)
  • F:8
  • 海关编码:29309070
  • 用途一:亚甲基转移试剂,碳复合物转换成环氧化物或烯丙基醇。
  • Alfa Aesar:三甲基碘化锍,99% Trimethylsulfonium iodide, 99%(2181-42-2)
  • Sigma Aldrich:2181-42-2(sigmaaldrich)
  • MSDS 信息:Trimethylsulfonium iodide(2181-42-2).msds
  • 敏感性:Light Sensitive
  • MOL 文件:2181-42-2.mol
  • 图谱信息:三甲基碘化锍(2181-42-2)质谱(MS) 三甲基碘化锍(2181-42-2)核磁图( 13 CNMR) 三甲基碘化锍(2181-42-2)红外图谱(IR1) 三甲基碘化锍(2181-42-2)核磁图( 1 HNMR) 三甲基碘化锍(2181-42-2)红外图谱(IR2)
  • 三甲基碘化锍价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T1056 三甲基碘化锍 Trimethylsulfonium Iodide 25G 404元 2014/06/02 T1056 三甲基碘化锍 Trimethylsulfonium Iodide 500G 3140元 2010/06/21 140255000 三甲基碘化锍 Trimethylsulfonium iodide 98% 500 GR 3962元

系列性分类


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