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Merck

227439

Sigma-Aldrich

Lawesson 试剂

97%

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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About This Item

经验公式(希尔记法):
C14H14O2P2S4
CAS号:
分子量:
404.47
Beilstein:
1024888
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

97%

形狀

powder

mp

228-230 °C (lit.)

SMILES 字串

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 密鑰

CFHGBZLNZZVTAY-UHFFFAOYSA-N

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一般說明

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。

應用

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。

象形圖

Flame

訊號詞

Danger

危險聲明

防範說明

危險分類

Water-react 2

安全危害

儲存類別代碼

4.3 - Hazardous materials which set free flammable gases upon contact with water

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Journal of Synthetic Organic Chemistry, Japan, 53(12), 1138-1140 (1995)
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
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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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