220817
2-(三甲基硅基)-1,3-二噻烷
≥99%
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关于此项目
经验公式（希尔记法）:
C7H16S2Si
CAS Number:
分子量:
192.42
Beilstein:
1616463
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
方案
≥99%
折射率
n20/D 1.533 (lit.)
沸点
54-55 °C/0.17 mmHg (lit.)
密度
1.014 g/mL at 25 °C (lit.)
官能团
thioether
SMILES字符串
C[Si](C)(C)C1SCCCS1
InChI
1S/C7H16S2Si/c1-10(2,3)7-8-5-4-6-9-7/h7H,4-6H2,1-3H3
InChI key
BTTUMVHWIAXYPJ-UHFFFAOYSA-N
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一般描述
2-(Trimethylsilyl)-1,3-dithiane participates in Lewis base-catalyzed 1,3-dithiane addition to electrophiles such as carbonyl compounds and N-substituted aldimines. It undergoes novel diazo transfer reaction with tosyl azide in hexamethylphosphoramide-THF to yield 2-diazo-1,3-dithiane, which on decomposition yields formal carbene adducts. It is a versatile acyl anion equivalent.
储存分类代码
10 - Combustible liquids
WGK
WGK 3
闪点(°F)
204.8 °F - closed cup
闪点(°C)
96 °C - closed cup
个人防护装备
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Diazo transfer reaction of 2-(trimethylsilyl)-1, 3-dithiane with tosyl azide. Carbenic reactivity of transient 2-diazo-1, 3-dithiane.
Benati L, et al.
Tetrahedron, 53(27), 9269-9278 (1997)
Smith, A. B., III; Boldi, A. M.
Journal of the American Chemical Society, 119, 6925-6925 (1997)
Makoto Michida et al.
Chemistry, an Asian journal, 3(8-9), 1592-1600 (2008-06-21)
Lewis base-catalyzed 1,3-dithiane addition to electrophiles such as carbonyl compounds and N-substituted aldimines with 2-trimethylsilyl-1,3-dithiane (TMS-dithiane) is described. By the activation of the carbon-silicon bond in the presence of a Lewis base catalyst such as tetrabutylammonium phenoxide (PhONnBu(4)), a 1,3-dithiane
Amos B Smith et al.
Journal of the American Chemical Society, 125(47), 14435-14445 (2003-11-20)
The development, application, and advantages of a one-flask multicomponent dithiane linchpin coupling protocol, over the more conventional stepwise addition of dithiane anions to electrophiles leading to the rapid, efficient, and stereocontrolled assembly of highly functionalized intermediates for complex molecule synthesis
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