Lawesson Reagent 劳森试剂

CAS 19172-47-5 MFCD00005171

化学结构图

19172-47-5
SMILES: COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1

化学属性

Mol. FormulaC14H14O2P2S4
Mol. Weight404.45
Density1.48
Melting Point228-230°C
TSCAYes
Solubility分解
Stability对湿度敏感
Boiling Point525.8°C at 760 mmHg

别名和识别编码

Chemical NameLawesson Reagent
Synonym Lawesson's Reagent {LY} Lawesson's Reagent {} {LY} Lawesson's Reagent {} {} {LY} Lawesson's Reagent {} {} {} {LY} Lawesson's Reagent {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lawesson's Reagent {} {} {} {} {} {} {} {} {} {} {
MDL NumberMFCD00005171
CAS Number19172-47-5
EC Number242-855-4
Beilstein Registry Number1024888
PubChem Substance ID87949
Merck Number5391
Alfabeta NameDIMETHOXYPHENYLLAMBDA~LAMBDA~DITHIADIPHOSPHETANEDITHIONE ~~24413254524()------,,,,,
Reaxys-RN1024888
Chemical Name Translation劳森试剂
LabNetwork Molecule IDLN00117092
InChIInChI=1S/C14H14O2P2S4/c1-15-11-3-7-13(8-4-11)17(19)21-18(20,22-17)14-9-5-12(16-2)6-10-14/h3-10H,1-2H3
Canonical SMILESCOC1=CC=C(P2(SP(S2)(C3=CC=C(OC)C=C3)=S)=S)C=C1
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分类

  • {uni_hamburg} no charge; sulfur heterocycle; other heterocycle; carbocycle; aromatic; 4ring; 6ring; ether; 1fragment
  • {SNA} C-S Bond Formation, C-X Bond Formation (Non-Halogen), Chemical Synthesis, Synthetic Reagents

产品应用

  • 硫化试剂,近来用于室温下原位生成 tropothione 并使用二烯亲合体捕集的硫杂化试剂。

相关文献及参考

  • Uracil and its derivatives are thionated selectively at the 4-position: Synthesis, 152 (1988). Peptides give endo-thiopeptides: Tetrahedron, 37, 3635 (1981). Esters, orthoesters, acetals and epoxides give the thio-analogues: Monatsh. Chem., 115, 769 (1984). Used, in combination with 1,1,3,3-Tetramethyl­thiourea, L13392, for formation of bis-thioesters for subsequent radical coupling as a method of ring formation in Nicolaou's syntheses of hemibrevitoxin B and brevitoxin B: J. Am. Chem. Soc., 115, 3558 (1993); 117, 10227 (1995).
  • Sh
  • Powerful thionation agent used for the replacement of the carbonyl oxygen of ketones, amides and esters, by sulfur: Bull. Soc. Chim. Belg., 87, 223, 229, 293, 299, 525 (1978); Tetrahedron, 35, 1339, 2433 (1979). Review: Tetrahedron, 41, 5061 (1985). For conversion of N-methylpyrrolidinone to the thiolactam, see: Org. Synth. Coll., 7, 372 (1990).
  • Short: EINECS
  • Reacts with N-protected amino acids to give mixed anhydrides, useful in peptide coupling: Tetrahedron, 38, 3267 (1982). See Appendix 6.
  • Benzylic and related alcohols are converted to the corresponding thiols: J. Chem. Soc., Chem. Commun., 205 (1989); J. Chem. Soc., Perkin 1, 1113 (1993).
  • Uracil and its derivatives are thionated selectively at the 4-position: Synthesis, 152 (1988). Peptides give endo-thiopeptides: Tetrahedron, 37, 3635 (1981). Esters, orthoesters, acetals and epoxides give the thio-analogues: Monatsh. Chem., 115, 769 (1984). Used, in combination with 1,1,3,3-Tetramethy
  • Reaction with ɑ-diazo ketones has been used to prepare 1,2,3-thiadiazoles: Heterocycles, 19, 241 (1982).
  • Reaction with 1,4-diketones gives 2,5-disubstituted thiophenes in high yield: Synthesis, 1061 (1982).
  • Has also been found to act as an efficient trapping agent for 1,3-dipoles under very mild conditions. Its powerful dipolarophile character allows it to be used as a "1,3-dipole indicator" even with dipoles of l

安全信息

Signal word Danger
GHS Symbol
WGK Germany3
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S8 Keep container dry 保持容器干燥；
  • 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”
  • S7/8 Keep container tightly closed and dry 保存在严格密闭容器中，保持干燥；
Risk Statements
  • R15/29 Contact with water liberates toxic, extremely flammable gases 接触水即释放有毒且高度可燃气体
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
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。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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
  • P422 Store contents under… 存储目录在…之下。
  • P231+P232
  • 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。
  • P305+P351+P338
  • P332+P313
  • P302+P352+P332+P313+P362+P364
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P304+P340+P312
Hazard statements
  • H261 In contact with water releases flammable gas 与水接触时释放可燃气体。
  • H302+H332
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Packing GroupII
UN Number 3134
Storage condition 2-8°C {LY} 2-8°C Moisture 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 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
Hazard Codes F 4.3
Warnings IRRITANT
Hazard Class4.3

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Homopiperidines 同哌啶
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Piperidines 哌啶
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-X Bond Formation (Non-Halogen) - Synthetic Reagents
  4. Azidation/Diazo Transfer 叠氮/重氮基转移试剂
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-X Bond Formation (Non-Halogen) - Synthetic Reagents
  4. C-S Bond Formation - C-X Bond Formation (Non-Halogen)
  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. Thiols/Mercaptans - 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. 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. Simple 4-Membered Ring Compounds