418218
三氟甲磺酸钪 (III)
99%, powder
别名:
Sc(OTf)3, 三氟甲基磺酸钪, 三氟甲磺酸 钪(III) 盐
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关于此项目
线性分子式:
Sc(SO3CF3)3
化学文摘社编号:
分子量:
492.16
Beilstein:
8510151
MDL编号:
UNSPSC代码:
12161600
PubChem化学物质编号:
NACRES:
NA.22
产品名称
三氟甲磺酸钪 (III), 99%
质量水平
方案
99%
表单
powder
反应适用性
core: scandium
reagent type: catalyst
SMILES字符串
[Sc+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F
InChI
1S/3CHF3O3S.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
InChI key
HZXJVDYQRYYYOR-UHFFFAOYSA-K
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一般描述
三氟甲磺酸钪是一种非常活跃、高效、可回收和可重复使用的酰化催化剂。三氟甲磺酸钪是弗里德尔-克拉夫茨酰化反应、狄尔斯-阿尔德反应和其他碳-碳键形成反应的重要催化剂。 它还可以立体化学催化丙烯酸酯的自由基聚合反应。(4′S,5′S)-2,6-双[4′-(三异丙基)氧甲基-5′-苯基-1′,3′-恶唑啉-2′-yl]吡啶的三氟甲磺酸钪络合物，已被用作取代吲哚与甲基(E)-2-氧代-4-芳基-3-丁烯酸甲酯之间的不对称弗里德尔-克拉夫茨反应的催化剂。
应用
三氟甲磺酸钪作为催化剂用于：
- 芳香族和脂肪族硫醇的加氢硫醇反应。
- 二茂铁衍生物对O2的选择性双电子还原。
- 吲哚和吡咯在水中的烷基化反应。
- β腈酮的合成。
- 与三乙基硅烷结合，通过还原方式开放功能化的吡喃糖苷环。
- 通过稳定的硫叶立德合成牛酮的关键步骤。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
Giovanni Desimoni et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(12), 3630-3636 (2008-02-29)
The asymmetric Friedel-Crafts reaction between a series of substituted indoles 2 a-l and methyl (E)-2-oxo-4-aryl-3-butenoates 3 a-c has been efficiently catalyzed by the scandium(III) triflate complex of (4'S,5'S)-2,6-bis[4'-(triisopropylsilyl)oxymethyl-5'-phenyl-1',3'-oxazolin-2'-yl]pyridine (pybox; 1). Substituted 4-(indol-3-yl)-2-oxo-4-arylbutyric acid methyl esters 4 a-n were usually formed
Mild reductive opening of aryl pyranosides promoted by scandium(III) triflate.
Hua-Li Qin et al.
Journal of the American Chemical Society, 129(1), 38-39 (2007-01-04)
Jens Oelerich et al.
Organic & biomolecular chemistry, 13(9), 2793-2799 (2015-01-22)
Alkylidene malonates and α,β-unsaturated α'-hydroxyketones are demonstrated to be efficient classes of electrophiles for the scandium(III) triflate/sodium dodecyl sulphate (SDS) catalysed vinylogous Friedel-Crafts alkylation of indoles and pyrroles in water. These substrates contain an easily removable auxiliary group that increases
Saya Kakuda et al.
Journal of the American Chemical Society, 137(9), 3330-3337 (2015-02-11)
Mononuclear copper complexes, [(tmpa)Cu(II)(CH3CN)](ClO4)2 (1, tmpa = tris(2-pyridylmethyl)amine) and [(BzQ)Cu(II)(H2O)2](ClO4)2 (2, BzQ = bis(2-quinolinylmethyl)benzylamine)], act as efficient catalysts for the selective two-electron reduction of O2 by ferrocene derivatives in the presence of scandium triflate (Sc(OTf)3) in acetone, whereas 1 catalyzes
Alex R Lippert et al.
Journal of the American Chemical Society, 128(46), 14738-14739 (2006-11-16)
Oligosubstituted bullvalones were synthesized in eight steps from 2,6-cycloheptadienone via a unique Lewis acid catalyzed intramolecular cyclopropanation of a stabilized sulfur ylide, leading directly to the tetracyclic cage structure. Upon exposure to base, the substituted bullvalones tautomerized to a hydroxybullvalene
商品
Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.
傅-克酰基化反应是一种芳烃与酰氯或酸酐使用强路易斯酸催化剂的反应。该反应通过亲电芳族取代进行，形成单酰化产物。
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