227439
Lawesson 试剂
90%
别名:
2,4-Bis(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane, 2,4-Bis-(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide, 4-甲氧基苯基硫代磷环二(硫代酸酐), LR
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关于此项目
经验公式（希尔记法）:
C14H14O2P2S4
化学文摘社编号:
分子量:
404.47
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1024888
Assay:
90%
Form:
powder
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
SMILES string
COc1ccc(cc1)P2(=S)SP(=S)(S2)c3ccc(OC)cc3
InChI key
CFHGBZLNZZVTAY-UHFFFAOYSA-N
assay
90%
form
powder
Quality Level
mp
228-230 °C (lit.)
General description
Lawesson′s试剂通常在有机合成中用作硫杂化剂，用于将氧官能团转化为其硫代类似物。其可促进羰基到硫代羰基以及碳-氧单键到碳-硫单键的转化。
Application
Lawesson试剂可用作合成以下成分的试剂：
- 通过与β--萘酚和8-羟基喹啉的曼尼希碱反应合成甲氧基苯基硫代磷环-3-硫醇衍生物。
- 在存在亚磷酸三烷基酯的条件下，通过与苯甲醛反应生成1,3,5,2-三硫代膦烷-2-硫化物衍生物。
- 从苯甲醛和丙烯酸乙酯合成2,4,6-三苯基-1,3,5-三噻烷
- 通过9-苯并蒽酮肟硫化作用合成9-苯并蒽酮硫酮。
- 从2,2,4,4-四甲基-3-硫代环丁酮 S-氧化物合成1,2,4-三硫杂环戊烷。
- 三萜氧基化合物的硫衍生物。
- 在室温下将原位捕获Tropothione并与亲二烯体一起捕获。
signalword
Danger
hcodes
pcodes
supp_hazards
存储类别
4.3 - Hazardous materials which set free flammable gases upon contact with water
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Hazard Classifications
Water-react. 2
K A Jørgensen et al.
IARC scientific publications, (41)(41), 159-168 (1982-01-01)
The reaction between N-nitrosamides and 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (LR) at low temperature (20-50 degrees C) gives the corresponding thioamides as the main products. In the reaction between N-nitroso-2-pyrrolidone and LR, dihydro-2-(3H)-thiophenone (III) is also isolated. Mechanistic considerations for the formation of III
B G Bruinsma et al.
American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons, 14(6), 1400-1409 (2014-04-25)
To reduce widespread shortages, attempts are made to use more marginal livers for transplantation. Many of these grafts are discarded for fear of inferior survival rates or biliary complications. Recent advances in organ preservation have shown that ex vivo subnormothermic
Synthesis of new heterocyclic compounds using Lawesson reagent
El-Kateb AA and Abd El-Rahman NM
Phosphorus, Sulfur, and Silicon and the Related Elements, 181(2), 249-254 (2006)
Lawesson's reagent
Nagaoka J
Journal of Synthetic Organic Chemistry, Japan, 53(12), 1138-1140 (1995)
Qiuping Ding et al.
Journal of combinatorial chemistry, 11(6), 1047-1049 (2009-10-15)
In the presence of Lawesson's reagent, metal-free one-pot cascade reactions of 2-iodoanilines with acid chlorides proceeded smoothly leading to 2-substituted benzothiazoles in good to excellent yields under mild conditions. Three steps were involved in the reaction process: (1) 2-iodoanilines reacted
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