scandium(3+) ion tritrifluoromethanesulfonate

• ChemBase编号: 99449
• 分子式: C3F9O9S3Sc
• 平均质量: 492.1632388
• 单一同位素质量: 491.81198546
• SMILES: S(=O)(=O)([O-])C(F)(F)F.S(=O)(=O)(C(F)(F)F)[O-].S(=O)(=O)(C(F)(F)F)[O-].[Sc+3]
• Canonical SMILES: FC(S(=O)(=O)[O-])(F)F.FC(S(=O)(=O)[O-])(F)F.FC(S(=O)(=O)[O-])(F)F.[Sc+3]
• InChI: InChI=1S/3CHF3O3S.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
• InChIKey: HZXJVDYQRYYYOR-UHFFFAOYSA-K

名称和登记号

名称

• IUPAC标准名: scandium(3+) ion tritrifluoromethanesulfonate
• IUPAC传统名: scandium(3+) ion tritriflate
• 别名: 三氟甲基磺酸钪; 三氟甲磺酸 钪(III) 盐; 三氟甲烷磺酸钪; 三氟甲磺酸 钪盐; 三氟甲磺酸钪(III); 三氟甲磺酸钪树脂; 聚合物键合型双(三氟甲烷磺酸)钪(III); Scandium(III) triflate; Scandium(III) trifluoromethanesulphonate 99%; Sc(OTf)3; Scandium(III) trifluoromethanesulfonate; Trifluoromethanesulfonic acid scandium(III) salt; Scandium(III) triflate; Scandium(III) trifluoromethanesulfonate; Trifluoromethanesulfonic acid scandium salt; Scandium trifluoromethanesulfonate; Scandium(III) trifluoromethanesulfonate; PS-Sc(OTf)2; Scandium triflate resin; Scandium(III) bis(trifluoromethanesulfonate), polymer-bound; Scandium tris(trifluoromethanesulfonate)

登记号

• CAS号: 144026-79-9
• MDL号: MFCD00192433; MFCD00798539
• Beilstein号: 8510151
• PubChem SID: 162085714; 24866212; 24881276; 24888243; 24871885
• PubChem CID: 2734571
• Chemspider ID: 2016319
• 维基百科标题: Scandium(III)_trifluoromethanesulfonate

理论计算性质

• Acid pKa: -3.4301212
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): -1.2283616
• LogD (pH = 7.4): -1.2283617
• Log P: 1.1480371
• 摩尔折射率: 15.8602 cm^3
• 极化性: 7.460577 Å^3
• 极化表面积: 57.2 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Powder
• 熔点: >300 °C; 300°C

安全信息

• 保存注意事项: Hygroscopic; Irritant/Hygroscopic/Store under Argon
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26; 26-36
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥97.0% (KT); 98%; 99%; 99.995% trace metals basis
• 级别: purum
• 颗粒大小: 30-60 mesh
• 标签扩展内容: 0.5-1.5 mmol/g loading
• 线性分子式: (CF3SO3)3Sc; Sc(SO3CF3)3

详细说明

Sigma Aldrich - 483354

包装
1 g in glass bottle

Sigma Aldrich - 418218

Application
Friedel-Crafts 酰化反应、Diels-Alder 反应以及其他碳-碳键形成反应的重要催化剂。用立体化学方法催化丙烯酸酯的自由基聚合反应。
与三乙基硅烷共同用于官能化吡喃糖苷环的还原性开环反应。用于通过稳定的硫叶立德合成三环[3.3.2.02,8]癸-6,9-二烯-3-酮(8CI,9CI) 的关键步骤的路易斯酸。
极其活泼、高效、可回收和可重复使用的酰化催化剂；1
包装
1, 5 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 590312

Application
聚合物负载催化剂。
Features and Benefits
可回收的酰化催化剂。1
包装
1, 5, 25 g in glass bottle

Sigma Aldrich - 84645

Other Notes
可重复使用的路易斯酸催化剂，用于诸如 Diels-Alder 环加成反应、羟醛反应、Michael 反应以及其他反应1,2

参考文献

• Catalyst for a one-pot synthesis of diaryl sulfoxides from arenes and thionyl chloride: Synlett, 784 (2002). Catalyst for methoxymethylation of alcohols with Dimethoxymethane, A12055: Tetrahedron Lett., 44, 6051 (2003). Selective addition of allyltrimethylsilane to aldehydes can be accomplished in the presence of a ketone: Synthesis, 1822 (1998).
• Water-tolerant and potentially reusable, highly active Lewis acid catalyst. Applications include:
• O-Acylation of alcohols with acetic anhydride: J. Am. Chem. Soc., 117, 4413 (1995); Org. Synth., 77, 45 (1999), or acetic acid: Chem. Commun., 351 (1997). Aldol and Michael reactions of silyl enol ethers: Synlett, 472 (1993). Friedel-Crafts acylations: Synlett, 545 (1994); (in combination with LiClO₄): Chem. Commun., 183 (1996). Fries rearrangement: J. Chem. Soc., Chem. Commun., 1527 (1995). Hetero Diels-Alder reactions: J. Chem. Soc., Chem. Commun., 1195 (1995).
• Catalyzes the Paal-Knorr synthesis of dialkylpyrroles from 1,4-diones under extremely mild, solvent-free conditions: Tetrahedron Lett., 47, 5383 (2006).
• For reviews of applications, see: Eur. J. Org. Chem., 15 (1999); Synlett, 2023 (1999).