Lawesson Reagent 劳森试剂
CAS 19172-47-5 MFCD00005171
化学结构图
SMILES: COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1
化学属性
| Mol. Formula | C14H14O2P2S4 |
|---|---|
| Mol. Weight | 404.45 |
| Density | 1.48 |
| Melting Point | 228-230°C |
| TSCA | Yes |
| Solubility | 分解 |
| Stability | 对湿度敏感 |
| Boiling Point | 525.8°C at 760 mmHg |
别名和识别编码
| Chemical Name | Lawesson 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 Number | MFCD00005171 |
| CAS Number | 19172-47-5 |
| EC Number | 242-855-4 |
| Beilstein Registry Number | 1024888 |
| PubChem Substance ID | 87949 |
| Merck Number | 5391 |
| Alfabeta Name | DIMETHOXYPHENYLLAMBDA~LAMBDA~DITHIADIPHOSPHETANEDITHIONE ~~24413254524()------,,,,, |
| Reaxys-RN | 1024888 |
| Chemical Name Translation | 劳森试剂 |
| LabNetwork Molecule ID | LN00117092 |
| InChI | InChI=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 SMILES | COC1=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
GHS Symbol
- 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；
- 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
- 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
- H261 In contact with water releases flammable gas 与水接触时释放可燃气体。
- H302+H332
