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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
Synthesis of 1, 2, 4-trithiolanes from thione S-oxides and Lawesson reagent at room temperature
Okuma K, et al.
Bulletin of the Chemical Society of Japan, 77(1), 187-188 (2004)
Jos C M Kistemaker et al.
Journal of the American Chemical Society, 139(28), 9650-9661 (2017-06-20)
Symmetric molecular motors based on two overcrowded alkenes with a notable absence of a stereogenic center show potential to function as novel mechanical systems in the development of more advanced nanomachines offering controlled motion over surfaces. Elucidation of the key
A novel protocol for the generation of tropothione and its trapping with electron deficient dienophiles
Nair V, et al.
Tetrahedron Letters, 47(52), 9329-9329 (2006)
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
Lawesson's reagent
Nagaoka J
Journal of Synthetic Organic Chemistry, Japan, 53(12), 1138-1140 (1995)
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