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E50000

Sigma-Aldrich

Ethyl trifluoroacetate

99%

Sinonimo/i:

Trifluoroacetic acid ethyl ester

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25 G
CHF 30.10
100 G
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About This Item

Formula condensata:
CF3COOC2H5
Numero CAS:
Peso molecolare:
142.08
Beilstein:
1761411
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

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Saggio

99%

Stato

liquid

Indice di rifrazione

n20/D 1.307 (lit.)

P. ebollizione

60-62 °C (lit.)

Densità

1.194 g/mL at 25 °C (lit.)

Stringa SMILE

CCOC(=O)C(F)(F)F

InChI

1S/C4H5F3O2/c1-2-9-3(8)4(5,6)7/h2H2,1H3
STSCVKRWJPWALQ-UHFFFAOYSA-N

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Applicazioni

Ethyl trifluoroacetate can be used:
  • To synthesize cyclopentenones or furans containing trifluoromethyl group from aromatic ynones.[1]
  • In the selective trifluoroacetylation of anilines catalyzed by 4-dimethylaminopyridine.[2]
  • As a starting material in the two-step electrosynthesis of trifluoroacetyltrimethylsilane (CF3COSiMe3).[3]
  • In the preparation of trifluoromethyl ketones via trifluoroacetic ester/ketone metathesis with alkyl aryl ketones.[4]
  • To synthesize o-fluorinated trifluoro acetophenones from substituted fluorobenzene.[5]

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

30.2 °F - closed cup

Punto d’infiammabilità (°C)

-1 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves


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Certificati d'analisi (COA)

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Synthesis of 4-(Trifluoromethyl) cyclopentenones and 2-(Trifluoromethyl) furans by Reductive Trifluoroacetylation of Ynones
Zhang T and Maekawa H
Organic Letters, 19(24), 6602-6605 (2017)
Qi Zhang et al.
Journal of biophotonics, 11(6), e201700339-e201700339 (2018-01-18)
Targeting cyclooxygenase-2 (COX-2) for molecular imaging is an attractive approach applicable for its overexpression in inflammation and many malignancies. Herein, for monitoring COX-2, we synthesize a specific COX-2 probe celecoxib-MPA probe (CMP), based on celecoxib and a water-soluble near-infrared dye
Heike Gerhardt et al.
Journal of chromatography. A, 1428, 280-291 (2015-06-20)
A panel of methods of general suitability for complete structural elucidation of the stereochemistry of cyclopeptides, depsipeptides and lipopeptides is presented and described in detail. The suitability of the proposed methods was exemplified on the lipopeptide poaeamide from Pseudomonas poae.
Highly selective trifluoroacetic ester/ketone metathesis: an efficient approach to trifluoromethyl ketones and esters
Zhou Y, et al.
Tetrahedron, 70(31), 4668-4674 (2014)
Non-defluorinative electrochemical silylation of ethyl trifluoroacetate: a practical synthesis of trifluoroacetyltrimethylsilane via its ethyltrimethylsilyl ketal
Bordeau M, et al.
Tetrahedron Letters, 44(19), 3741-3744 (2003)

Questions

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  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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