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Merck
CN
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文件

91737

Sigma-Aldrich

三氟甲磺酸酐

purum, ≥98.0% (T)

别名:

三氟甲烷磺酸酐

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About This Item

线性分子式:
(CF3SO2)2O
CAS号:
358-23-6
分子量:
282.14
Beilstein:
1813600
EC 号:
206-616-8
MDL编号:
MFCD00000408
UNSPSC代码:
12352101
PubChem化学物质编号:
329770073
NACRES:
NA.22

蒸汽密度

5.2 (vs air)

质量水平

200

蒸汽压

8 mmHg ( 20 °C)

等级

purum

检测方案

≥98.0% (T)

形式

liquid

折射率

n20/D 1.321 (lit.)

bp

81-83 °C (lit.)

密度

1.677 g/mL at 25 °C (lit.)

SMILES字符串

FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F

InChI

1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8

InChI key

WJKHJLXJJJATHN-UHFFFAOYSA-N

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应用

糖基化合成催化剂糖基化合成试剂

甘露三嗪甲基脲酸酯供体糖基化空间选择性合成试剂

异丙基羟基糖直接糖基化活化剂
Trifluoromethanesulfonic anhydride can be used in the preparation of azido sugars such as 6-azido fucose. It can also be used as a promoter for the Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the absence of catalyst.
Tf2O in combination with:
  • Diphenyl sulfoxide, forms an efficient promoter system for the activation of thioglycosides for glycosylation reactions.
  • 2-chloropyridine, can be used for secondary amide activation.
  • Potassium iodide, can effectively mediate the deoxygenation of sulfoxides to form sulfides.
  • Hydrogen peroxide, for the selective oxidation of sulfanes to sulf­oxides in the presence of oxidatively sensitive functional groups.

Tf2O can react with:
  • Ketones in the presence of a base to form vinyl triflates.
  • Magnesium alkoxides to form corresponding symmetrical or unsymmetrical ethers.
  • Sodium azide for the in situ preparation of triflyl azide.

其他说明

亲电子三氟甲磺酰基的来源。综述

警示用语：

Danger

危险分类

Acute Tox. 4 Oral - Eye Dam. 1 - Ox. Liq. 2 - Skin Corr. 1B - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

not determinedboils before flash

闪点(°C)

not determinedboils before flash

个人防护装备

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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分析证书(COA)

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H2O2/Tf2O System: An efficient oxidizing reagent for selective oxidation of sulfanes.
Khodaei MM, et al.
Synthesis, 2008(11), 1682-1684 (2008)
Synthesis of pyrimidines by direct condensation of amides and nitriles.
Movassaghi M & Hill MD.
Nature Protocols, 2(8), 2018-2018 (2007)
Synthesis, 85-85 (1982)
Mild and efficient deoxygenation of sulfoxides to sulfides with triflic anhydride/potassium iodide reagent system.
Bahrami K, et al.
Synthesis, 2008(16), 2543-2546 (2008)
Ether synthesis using trifluoromethanesulfonic anhydride or triflates under mild reaction conditions.
Nishiyama T, et al.
Canadian Journal of Chemistry, 77(2), 258-262 (1999)
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