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375462

Sigma-Aldrich

3H-1,2-苯并二硫醇-3-酮

97%

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About This Item

經驗公式(希爾表示法):
C7H4OS2
CAS號碼:
分子量::
168.24
Beilstein:
119513
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
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化驗

97%

形狀

solid

mp

74-77 °C (lit.)

溶解度

toluene: soluble 2.5%, clear, yellow

官能基

disulfide

SMILES 字串

O=C1SSc2ccccc12

InChI

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

InChI 密鑰

GZTYTTPPCAXUHB-UHFFFAOYSA-N

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一般說明

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。[1]

應用

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。[2]
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。[3]

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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)
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
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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