347817
三氟甲磺酸
ReagentPlus®, ≥99%
别名:
三氟甲烷磺酸
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线性分子式:
CF3SO3H
化学文摘社编号:
分子量:
150.08
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
216-087-5
Beilstein/REAXYS Number:
1812100
MDL number:
产品名称
三氟甲磺酸, ReagentPlus®, ≥99%
InChI key
ITMCEJHCFYSIIV-UHFFFAOYSA-N
InChI
1S/CHF3O3S/c2-1(3,4)8(5,6)7/h(H,5,6,7)
SMILES string
OS(=O)(=O)C(F)(F)F
grade
reagent grade
vapor density
5.2 (vs air)
vapor pressure
8 mmHg ( 25 °C)
product line
ReagentPlus®
assay
≥99%
form
liquid
refractive index
n20/D 1.327 (lit.)
bp
162 °C (lit.)
mp
- 40 °C
solubility
1,600 g/L at 20 °C
density
1.696 g/mL at 25 °C (lit.)
functional group
fluoro
triflate
Quality Level
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Application
三氟甲磺酸可用作以下反应的催化剂：
它也可用作Fischer糖基化和Friedel-Crafts酰基化反应的催化剂。
- 在酸性条件下通过不饱和醇的环化反应制备相应的取代四氢呋喃和四氢吡喃。
- 通过醛的Schmidt反应制备相应腈。
- 通过2-烷氧羰基烯丙基硼酸酯和醛的烯丙基硼化反应制备双取代五元环内酯。
它也可用作Fischer糖基化和Friedel-Crafts酰基化反应的催化剂。
去糖基化剂
General description
三氟甲磺酸是一种强有机酸。它可以通过双（三氟甲基硫代）水银和H2O2反应制备。它和HNO3混合，生成一种硝化试剂（一种硝基盐）。这种试剂可用于芳香化合物硝化。人们已经研究过了它在各种有机溶剂中解离状态。
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
存储类别
8A - Combustible corrosive hazardous materials
wgk
WGK 1
flash_point_f
>332.1 °F - Pensky-Martens closed cup
flash_point_c
> 166.7 °C - Pensky-Martens closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Use of trifluoromethanesulfonic acid in fischer glycosylations.
Wessel HP.
Journal of Carbohydrate Chemistry, 7(1), 263-269 (1988)
Chemoselective Schmidt reaction mediated by triflic acid: selective synthesis of nitriles from aldehydes
Rokade BV and Prabhu KR
The Journal of Organic Chemistry, 77(12), 5364-5370 (2012)
Triflic acid-catalysed cyclisation of unsaturated alcohols
Coulombel L and Dunach E
Green Chemistry, 6(10), 499-501 (2004)
Triflic acid-catalyzed additions of 2-alkoxycarbonyl allylboronates to aldehydes. Study of scope and mechanistic investigation of the reaction stereochemistry
Elford TG, et al.
The Journal of Organic Chemistry, 72(4), 1276-1284 (2007)
M Arisawa et al.
Organic letters, 3(5), 763-764 (2001-03-22)
[reaction: see text]. Addition of dialkyl disulfides to terminal alkynes is catalyzed by a rhodium-phosphine complex and trifluoromethanesulfonic acid giving (Z)-bis(alkylthio)olefins stereoselectively.
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