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Merck
CN

375462

Sigma-Aldrich

3H-1,2-苯并二硫醇-3-酮

97%

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经验公式(希尔记法):
C7H4OS2
CAS号:
分子量:
168.24
Beilstein:
119513
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

形式

solid

mp

74-77 °C (lit.)

溶解性

toluene: soluble 2.5%, clear, yellow

SMILES字符串

O=C1SSc2ccccc12

InChI

1S/C7H4OS2/c8-7-5-3-1-2-4-6(5)9-10-7/h1-4H

InChI key

GZTYTTPPCAXUHB-UHFFFAOYSA-N

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一般描述

3H-1,2-苯并二磺酚-3-酮是杂环合成砌块。
已有报道称3H-1,2-苯并二磺酚-3-酮可与三苯基膦反应生成二硫代水杨基内酯。

应用

3H-1,2-苯并二磺酚-3-酮(1,2-苯并二磺酚-3-酮)可用作硫转移剂,用于将H-膦硫代酸酯和H-膦酸酯二酯转化为相应的硫代和硫代磷酸酯。
在制备含硫代磷酸酯的寡脱氧核糖核苷酸时,可以使用3H-1,2-苯二硫基-3-酮作为硫化试剂。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Novel syntheses of dithiosalicylide.
Mitra K and Gates KS.
Tetrahedron Letters, 36(9), 1391-1394 (1995)
Q Xu et al.
Nucleic acids research, 24(9), 1602-1607 (1996-05-01)
Previous methods for the preparation of phosphorothioate-containing oligodeoxyribonucleotides rely on the reaction of phosphite triesters with sulfurizing reagents such as tetraethylthiuram disulfide (TETD) and 3H-1,2-benzodithiol-3-one 1,1-dioxide (Beaucage reagent). However, these and other sulfurizing reagents suffer from several disadvantages, and there
Nucleoside H-phosphonates. 13. Studies on 3H-1, 2-benzodithiol-3-one derivatives as sulfurizing reagents for H-phosphonate and H-phosphonothioate diesters.
Stawinski J and Thelin M.
The Journal of Organic Chemistry, 56(17), 5169-5175 (1991)
Santhosh Sivaramakrishnan et al.
Bioorganic & medicinal chemistry letters, 18(10), 3076-3080 (2007-12-11)
Though less potent than the parent natural product leinamycin, S-deoxyleinamycin displays activity against human cancer cell lines that is comparable to many clinically used agents. The results reported here suggest that the 1,2-dithiolan-3-one heterocycle found in S-deoxyleinamycin reacts with thiols

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