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Merck
CN

227439

Sigma-Aldrich

Lawesson 试剂

97%

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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
经验公式(希尔记法):
C14H14O2P2S4
CAS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

检测方案

97%

形式

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。

象形图

Flame

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Daniel Brayton et al.
Chemical communications (Cambridge, England), (2)(2), 206-208 (2005-12-24)
A one-pot reaction of maltol with Lawesson's reagent generates dithiomaltol, a thiopyran-4-thione, via an unusual heterocyclic atom exchange (HCAE) reaction; only pyrones with proton or aliphatic substituents undergo the HCAE substitution.
Nicola Barban et al.
Nature genetics, 48(12), 1462-1472 (2016-11-01)
The genetic architecture of human reproductive behavior-age at first birth (AFB) and number of children ever born (NEB)-has a strong relationship with fitness, human development, infertility and risk of neuropsychiatric disorders. However, very few genetic loci have been identified, and
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
Juan Fortea et al.
Lancet (London, England), 395(10242), 1988-1997 (2020-07-01)
Alzheimer's disease and its complications are the leading cause of death in adults with Down syndrome. Studies have assessed Alzheimer's disease in individuals with Down syndrome, but the natural history of biomarker changes in Down syndrome has not been established.

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