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Merck

107840

Sigma-Aldrich

2,2,2-Trifluoracetophenon

99%

Synonym(e):

α,α,α-Trifluoracetophenon, Phenyl-trifluormethylketon

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CHF 42.60
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CHF 166.00
100 G
CHF 453.00

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5 G
CHF 42.60
25 G
CHF 166.00
100 G
CHF 453.00

About This Item

Lineare Formel:
CF3COC6H5
CAS-Nummer:
Molekulargewicht:
174.12
Beilstein:
1866286
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

CHF 42.60


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Qualitätsniveau

Assay

99%

Brechungsindex

n20/D 1.458 (lit.)

bp

165-166 °C (lit.)
46-48 °C/14 mmHg (lit.)

Dichte

1.24 g/mL at 25 °C (lit.)

Funktionelle Gruppe

fluoro
ketone
phenyl

SMILES String

FC(F)(F)C(=O)c1ccccc1

InChI

1S/C8H5F3O/c9-8(10,11)7(12)6-4-2-1-3-5-6/h1-5H

InChIKey

KZJRKRQSDZGHEC-UHFFFAOYSA-N

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Allgemeine Beschreibung

2,2,2-Trifluoroacetophenone is the starting material for the synthesis of f 3-trifluoromethyl-3-phenyldiazirine[1]. It undergoes asymmetric reduction with optically active Grignard reagent to form 2,2,2-trifluoro-1-phenylethanol[2]. It undergoes condensation with biphenyl, terphenyl, a mixture of biphenyl with terphenyl, phenyl ether and diphenoxybenzophenone to form new aromatic 3F polymers[3].

2,2,2-trifluoroacetophenone is used as an organocatalyst for the oxidation of tertiary amines and azines to N-oxidesalkenes.[4]

Anwendung

2,2,2-Trifluoroacetophenone was used in the synthesis of new fluorinated polymers, having high average molecular weight, high thermal stability and good film-forming properties[3].

Piktogramme

FlameExclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

105.8 °F - closed cup

Flammpunkt (°C)

41 °C - closed cup

Persönliche Schutzausrüstung

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


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1 of 1

2, 2, 2-Trifluoroacetophenone as an Organocatalyst for the Oxidation of Tertiary Amines and Azines to N-Oxides
Dimitris L et al.
Chemistry?A European Journal , 20, 559-563 (2014)
Asymmetric Reductions. IV. The Action of the Grignard Reagent from (+)-2-Methylbutyl Chloride on 2, 2, 2-Trifluoroacetophenone.
Mosher HS, et al.
Journal of the American Chemical Society, 78(17), 4374-4376 (1956)
Caio Cesar de Lima Silva et al.
Scientific reports, 9(1), 3901-3901 (2019-03-09)
Salicylic acid (SA) and its methyl ester, methyl salicylate (MeSA) are well known inducers of local and systemic plant defense responses, respectively. MeSA is a major mediator of systemic acquired resistance (SAR) and its conversion back into SA is thought
J Brunner et al.
The Journal of biological chemistry, 255(8), 3313-3318 (1980-04-25)
The synthesis of 3-trifluoromethyl-3-phenyldiazirine (TPD) is reported in an overall yield of 60% based on 2,2,2-trifluoroacetophenone as starting material. TPD is rapidly photolyzed on irradiation near 350 nm to yield 35% of the diazoisomer and 65% of the corresponding carbene.
Synthesis and gas transport properties of new aromatic 3F polymers.
Guzman-Gutierrez MT, et al.
Journal of Membrane Science, 323(2), 379-385 (2008)

Questions

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  1. 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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  2. 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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