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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
Beilstein:
1024888
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
90%
表单
powder
mp
228-230 °C (lit.)
SMILES字符串
COc1ccc(cc1)P2(=S)SP(=S)(S2)c3ccc(OC)cc3
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
InChI key
CFHGBZLNZZVTAY-UHFFFAOYSA-N
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一般描述
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。
应用
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。
警示用语:
Danger
危险声明
预防措施声明
危险分类
Water-react 2
补充剂危害
储存分类代码
4.3 - Hazardous materials which set free flammable gases upon contact with water
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
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)
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
Reaction of lupane and oleanane triterpenoids with Lawesson's reagent
Kvasnica M, et al.
Tetrahedron, 64(17), 3736-3743 (2008)
T Nakai et al.
Solid state nuclear magnetic resonance, 4(3), 163-171 (1995-03-01)
The nuclear magnetic resonance (NMR) powder patterns observed for the 31P spin pair in Lawesson's reagent (1) were analyzed. Using an efficient procedure, wide ranges of the spin parameters were examined to determine whether they might reproduce the experimental one-dimensional
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