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 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
Hazard Codes F 4.3
Warnings IRRITANT
Hazard Class4.3

系列性分类