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:
产品名称
三氟甲磺酸酐, purum, ≥98.0% (T)
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
I. Baraznenok et al.
Tetrahedron, 56, 3077-3077 (2000)
Tf2O as a rapid and efficient promoter for the dehydrative Friedel?Crafts acylation of aromatic compounds with carboxylic acids.
Khodaei MM, et al.
Tetrahedron Letters, 48(24), 4199-4202 (2007)
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)
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