Trimethylsulfoxonium iodide 三甲基碘化亚砜

CAS 1774-47-6 MFCD00011899

化学结构图

1774-47-6
SMILES: C[S+](C)(C)=O.[I-]

化学属性

Mol. FormulaC3H9IOS
Mol. Weight220.07
Melting Point208-212°C
TSCAYes
Density1.422
Solubility15 G/L (20 ºC)

别名和识别编码

Chemical NameTrimethylsulfoxonium Iodide
Beilstein Registry Number3595854
PubChem Substance ID74498
CAS Number1774-47-6
EC Number217-204-2
MDL NumberMFCD00011899
Reaxys-RN3595854
Synonym Trimethylsulfoxonium iodide {LY} Trimethylsulfoxonium iodide {} {LY} Trimethylsulfoxonium iodide {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Trimethylsulfoxonium iodide {} {} {} {} {} {} {} {} {} {} {} {
Chemical Name Translation三甲基碘化亚砜
Wiswesser Line NotationOS1&1&1 &Q &I
InChIKeyBPLKQGGAXWRFOE-UHFFFAOYSA-M
LabNetwork Molecule IDLN00238780
InChIInChI=1S/C3H9OS.HI/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1
Canonical SMILESO=[S+](C)(C)C.[I-]
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分类

  • {SA} Building Blocks, Chemical Synthesis, Organic Building Blocks, Sulfonium/Sulfoxonium Compounds, Sulfur Compounds

相关文献及参考

  • For an example (conversion of cyclohexanone to the epoxide), see: Org. Synth. Coll., 5, 755 (1973). In contrast to Trimethyl­sulfonium iodide, A12639, reaction with ɑß-unsaturated ketones occurs by 1,4-addition to give cyclopropanes: J. Am. Chem. Soc., 87, 1353 (1965):
  • Similarly, N-arenesulfonylaziridines undergo ring expansion to azetidines with inversion at one carbon. Thus, cis-substituted aziridines give trans-azetidines and vice versa: Tetrahedron, 45, 1851 (1989):
  • Efficient addition to enones has been effected with a highly basic system consisting of KOH in DMSO with a phase-transfer catalyst: Synth. Commun., 26, 1785 (1996).
  • 4. J. Org. Chem. 58 , 3148, (1993)
  • Review of the chemistry of sulfonium ylides: Russ. Chem. Rev., 50, 481 (1981). Extensive review of the synthetic applications of dimethylsulfoxonium methylide: Tetrahedron, 43, 2609 (1987).
  • The ylide, generated with strong base, is a methylene transfer reagent.
  • Reaction with epoxides gives oxetanes, unlike the sulfonium ylide which gives allylic alcohols: J. Org. Chem., 48, 5133 (1983); Synthesis, 1140 (1987); cf Tetrahedron Lett., 35, 5449 (1994):

安全信息

WGK Germany2
RTECSWS3585000
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Signal word Warning
Hazard statements
  • H303 May be harmfully swallowed 吞食可能有害
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H320 Causes eye irritation 刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H401 Toxictoaquaticlife 对水生生物有毒。
  • H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
Precautionary statements
  • 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。
  • P264+P265
  • 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。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • 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+P317
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P332+P313
  • P332+P317
  • P337+P313
  • P337+P317
  • 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
  • P362+P364
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
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
  • R22 Harmful if swallowed 吞咽有害
Storage condition 2-8°C, protect from light {LY} 2-8°C, protect from light Light Sensitive {} {LY} 2-8°C, protect from light {} {} {LY} 2-8°C, protect from light {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect fro
GHS Symbol
Hazard Codes Xn 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 180 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#04108

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 900 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   IJRBA3 International Journal of Radiation Biology and Related Studies in
   Physics, Chemistry and Medicine.  (Taylor & Francis Inc., 242 Cherry St.,
   Philadelphia, PA 19106)  V.1-    1959-  Volume(issue)/page/year: 3,41,1961

其他信息

  • 敏感性:Light Sensitive
  • Sigma Aldrich:1774-47-6(sigmaaldrich)
  • Acros Organics:碘化三甲氧硫翁 Trimethylsulfoxonium iodide, 98%(1774-47-6)
  • F:8
  • 海关编码:29309070
  • 三甲基碘化亚砜价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T1065 三甲基碘化亚砜 Trimethylsulfoxonium Iodide 500G 1480元 2014/06/02 T1065 三甲基碘化亚砜 Trimethylsulfoxonium Iodide 25G 182元 2010/06/21 140261000 三甲基碘化亚砜 Trimethylsulfoxonium iodide 98% 100 GR 400元
  • 下游产品:
  • MOL 文件:1774-47-6.mol
  • MSDS 信息:Trimethylsulfoxonium iodide(1774-47-6).msds
  • 存储注意事项:光敏感
  • 用途一:主要用于合成氟康唑。
  • TCI Shanghai:三甲基碘化亚砜 Trimethylsulfoxonium Iodide,>;97.0%(T)(1774-47-6)
  • Alfa Aesar:三甲基碘代氧化硫,98+% Trimethylsulfoxonium iodide, 98+%(1774-47-6)
  • 图谱信息:三甲基碘化亚砜(1774-47-6)核磁图( 13 CNMR) 三甲基碘化亚砜(1774-47-6)红外图谱(IR2) 三甲基碘化亚砜(1774-47-6)质谱(MS) 三甲基碘化亚砜(1774-47-6)核磁图( 1 HNMR) 三甲基碘化亚砜(1774-47-6)红外图谱(IR1)

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Sulfur Compounds 硫化合物
  5. Sulfonium/Sulfoxonium Compounds - Sulfur Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Sulfur Compounds 硫化合物
  5. Sulfonium/Sulfoxonium Compounds - Sulfur Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Sulfur Compounds 硫化合物
  5. Sulfonimides/Sulfinimides
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Sulfur Compounds 硫化合物
  5. Sulfur Compounds for Organic Synthesis 有机合成硫化物
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Iodonium, Sulfonium & Oxonium Compounds