91737
三氟甲磺酸酐
purum, ≥98.0% (T)
别名:
三氟甲烷磺酸酐
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线性分子式:
(CF3SO2)2O
化学文摘社编号:
分子量:
282.14
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-616-8
Beilstein/REAXYS Number:
1813600
MDL number:
Assay:
≥98.0% (T)
Form:
liquid
InChI key
WJKHJLXJJJATHN-UHFFFAOYSA-N
InChI
1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8
SMILES string
FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F
vapor density
5.2 (vs air)
vapor pressure
8 mmHg ( 20 °C)
grade
purum
assay
≥98.0% (T)
form
liquid
refractive index
n20/D 1.321 (lit.)
bp
81-83 °C (lit.)
density
1.677 g/mL at 25 °C (lit.)
functional group
fluoro, triflate
Quality Level
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Application
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
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:
Tf2O can react with:
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.
Other Notes
亲电子三氟甲磺酰基的来源。综述
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Ox. Liq. 2 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
存储类别
5.1B - Oxidizing hazardous materials
wgk
WGK 3
flash_point_f
not determinedboils before flash
flash_point_c
not determinedboils before flash
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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)
H2O2/Tf2O System: An efficient oxidizing reagent for selective oxidation of sulfanes.
Khodaei MM, et al.
Synthesis, 2008(11), 1682-1684 (2008)
On the mechanism of the reaction between ketones and trifluoromethanesulfonic anhydride. An improved and convenient method for the preparation of pyrimidines and condensed pyrimidines.
Garcia Martinez A, et al.
The Journal of Organic Chemistry, 57(5), 1627-1630 (1992)
I. Baraznenok et al.
Tetrahedron, 56, 3077-3077 (2000)
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