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158534

Sigma-Aldrich

三氟甲磺酸

reagent grade, 98%

别名:

TFMSA, 三氟甲烷磺酸

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10 G
$86.30
50 G
$275.00
100 G
$311.00

$86.30

国内现货，预计发货时间2025年4月11日详情

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10 G
$86.30
50 G
$275.00
100 G
$311.00

About This Item

线性分子式:
CF3SO3H
CAS号:
1493-13-6
分子量:
150.08
Beilstein:
1812100
EC 号:
216-087-5
MDL编号:
MFCD00007514
UNSPSC代码:
12352100
PubChem化学物质编号:
24849764
NACRES:
NA.21

$86.30

国内现货，预计发货时间2025年4月11日详情

获取大包装报价

等级

reagent grade

质量水平

200

蒸汽密度

5.2 (vs air)

蒸汽压

8 mmHg ( 25 °C)

方案

98%

表单

liquid

折射率

n20/D 1.327 (lit.)

沸点

162 °C (lit.)

密度

1.696 g/mL at 25 °C (lit.)

官能团

fluoro
triflate

SMILES字符串

OS(=O)(=O)C(F)(F)F

InChI

1S/CHF3O3S/c2-1(3,4)8(5,6)7/h(H,5,6,7)

InChI key

ITMCEJHCFYSIIV-UHFFFAOYSA-N

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一般描述

三氟甲磺酸是最强的单质子有机酸。它是通过双（三氟甲硫基）汞与过氧化氢水溶液的氧化反应进行合成的。[1]它在二甲亚砜、二甲基乙酰胺和二甲基甲酰胺等碱性溶剂中完全解离。已通过电导法研究了其在非水溶剂中的解离。[1]通过混合三氟甲磺酸与HNO3， 可形成三氟甲烷磺酸硝鎓，这是一种出色的硝化试剂。[2]

应用

三氟甲磺酸可用作苯乙烯[3]、六甲基环三硅氧烷[4] 和 L,L-丙交酯的阳离子聚合的引发剂。[5]
三氟甲磺酸是一种通用试剂[6]，可用作以下研究的催化剂：
  • 芳香族化合物与苯甲酸甲酯的Friedel-Crafts酰化反应。[7]
  • 二烷基二硫化物与末端炔烃的加成反应。[8]
  • 合成含有三氟甲磺酸丙基铵和甲基侧链基团的单环四硅氧烷 （Am-CyTS）。[9]
  • 制备用于合成氟化2,5-取代的1-乙基-1H-苯并咪唑衍生物的起始试剂。[10]
  • 三氟甲磺酸芳基酯的合成、[11] 链烯酸的内酯化[12] 和 E-烯烃的形成。[13]
去糖基化剂

象形图

CorrosionExclamation mark
GHS05,GHS07

警示用语：

Danger

危险分类

Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3

靶器官

Respiratory system

储存分类代码

8A - Combustible corrosive hazardous materials

WGK

WGK 1

闪点(°F)

>332.1 °F - Pensky-Martens closed cup

闪点(°C)

> 166.7 °C - Pensky-Martens closed cup

个人防护装备

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCV8787
MKCW0675
MKCV6010
WXBF4735V
MKCW9365

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Cationic polymerization of hexamethylcyclotrisiloxane by trifluoromethanesulfonic acid and its derivatives, 2. Reaction involving activated trifluoromethylsulfonates.
Toskas G, et al.
Macromolecular Chemistry and Physics, 196(9), 2715-2735 (1995)
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.
Shota Kinoshita et al.
Journal of the American Chemical Society, 137(15), 5061-5065 (2015-04-01)
In this study, a single cyclic tetrasiloxane containing propylammonium trifluoromethanesulfonate and methyl side-chain groups (Am-CyTS) was selectively prepared by the hydrolytic condensation of 3-aminopropyldiethoxymethylsilane using aqueous superacid trifluoromethanesulfonic acid. The (1)H NMR spectrum of Am-CyTS in D2O exhibited a single
Determination of the rate constants of the elementary steps in the cationic polymerization of styrene by trifluoromethanesulfonic acid.
Kunitake T and Takarabe K.
Macromolecules, 12(6), 1061-1067 (1979)
Tetrahedron, 49, 7119-7119 (1993)
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商品

Friedel–Crafts Acylation

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

傅-克酰基化反应

傅-克酰基化反应是一种芳烃与酰氯或酸酐使用强路易斯酸催化剂的反应。该反应通过亲电芳族取代进行，形成单酰化产物。

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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