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Merck

347817

Sigma-Aldrich

三氟甲磺酸

ReagentPlus®, ≥99%

别名:

三氟甲烷磺酸

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5 G
$92.30
25 G
$380.00
100 G
$892.00
500 G
$2,180.00

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5 G
$92.30
25 G
$380.00
100 G
$892.00
500 G
$2,180.00

About This Item

线性分子式:
CF3SO3H
CAS号:
分子量:
150.08
Beilstein:
1812100
EC號碼:
MDL號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
NACRES:
NA.22

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蒸汽密度

5.2 (vs air)

品質等級

蒸汽壓力

8 mmHg ( 25 °C)

產品線

ReagentPlus®

化驗

≥99%

形狀

liquid

折射率

n20/D 1.327 (lit.)

bp

162 °C (lit.)

密度

1.696 g/mL at 25 °C (lit.)

官能基

fluoro
triflate

SMILES 字串

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

InChI

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

InChI 密鑰

ITMCEJHCFYSIIV-UHFFFAOYSA-N

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一般說明

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。[1]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。[2]人们已经研究过了它在各种有机溶剂中解离状态。[3]

應用

三氟甲磺酸可用作以下反应的催化剂:
  • 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。[4]
  • 通过醛的Schmidt反应制备相应腈。[5]
  • 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。[6]

它也可用作Fischer糖基化和Friedel-Crafts酰基化反应的催化剂。[7][8]
去糖基化剂

法律資訊

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

象形圖

CorrosionExclamation mark

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

8A - Combustible corrosive hazardous materials

水污染物質分類(WGK)

WGK 1

閃點(°F)

>332.1 °F - Pensky-Martens closed cup

閃點(°C)

> 166.7 °C - Pensky-Martens closed cup

個人防護裝備

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

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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-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)
Triflic acid-catalysed cyclisation of unsaturated alcohols
Coulombel L and Dunach E
Green Chemistry, 6(10), 499-501 (2004)
Trifluoromethanesulfonic acid and derivatives.
Howells RD and Cown JDM.
Chemical Reviews, 77(1), 69-92 (1977)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    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?

    1 answer
    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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