所有图片(1)
About This Item
经验公式（希尔记法）:
C4H8O2S2
CAS号:
分子量:
152.24
Beilstein:
104402
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
检测方案
97%
形式
powder
mp
130 °C (dec.) (lit.)
储存温度
2-8°C
SMILES字符串
OC1CSC(O)CS1
InChI
1S/C4H8O2S2/c5-3-1-7-4(6)2-8-3/h3-6H,1-2H2
InChI key
YUIOPHXTILULQC-UHFFFAOYSA-N
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一般描述
1,4-二噻烷-2,5-二醇经过双官能方酰胺催化的磺胺-Michael/醛醇与查尔酮的级联反应，可得到三取代的四氢噻吩。它可参与到由1,4-二氮杂双环[2.2.2]辛烷催化的与偶氮甲碱亚胺的非对映选择性[3+3]环加成反应。它是一种巯基乙醛二聚体和一种有效的合成子，用于将硫醇基团插入到原位生成的硝基烯烃中。
应用
1,4-二噻烷-2,5-二醇被用于合成：
- 取代的四氢噻吩衍生物
- 2-氨基-3-（芳基磺酰基）噻吩，潜在的抗病毒和抗肿瘤剂
警示用语：
Danger
危险分类
Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1A - STOT RE 2
WGK
WGK 2
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
C E Stephens et al.
Bioorganic & medicinal chemistry, 9(5), 1123-1132 (2001-05-30)
Based on general SARs previously described for anti-HIV-1 diarylsulfone derivatives, a series of 2-amino- and 2-carboxamido-3-arylsulfonylthiophenes has been prepared and evaluated as potential antiviral and antitumor agents. In cell culture, some of the 2-aminothiophenes exhibited moderate and selective activity against
1, 4-Dithiane-2, 5-diol as an efficient synthon for a straightforward synthesis of functionalized tetrahydrothiophenes via sulfa-Michael/aldol-type reactions with electrophilic alkenes.
Baricordi N, et al.
Tetrahedron, 68(1), 208-213 (2012)
Xin Fang et al.
Organic letters, 15(21), 5554-5557 (2013-11-05)
An effective diastereoselective [3 + 3] cycloaddition of 1,4-dithiane-2,5-diol with azomethine imines catalyzed by DABCO is described. A variety of highly functionalized six-membered dinitrogen-fused heterocycles can be obtained in good yield with excellent diastereoselectivity, which was controlled by anomeric effect.
Jun-Bing Ling et al.
Organic letters, 14(4), 1090-1093 (2012-02-09)
A bifunctional squaramide catalyzed sulfa-Michael/aldol cascade reaction between 1,4-dithiane-2,5-diol and chalcones with a low catalyst loading has been developed. Trisubstituted tetrahydrothiophenes with three contiguous stereogenic centers are obtained in a highly stereocontrolled manner. Additionally, a remarkable temperature effect on reaction
Y Inamori et al.
Chemical & pharmaceutical bulletin, 38(1), 243-245 (1990-01-01)
2,5-Dihydroxy-1,4-dithiane (I) and its derivatives (II-IV) showed rather marked inhibitory activities on the growth of the roots of two plant species. All compounds tested had phytogrowth-inhibitory activities. These compounds markedly inhibited the growth of the two plant species at the
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