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Safety Information

107840

Sigma-Aldrich

2,2,2-Trifluoroacetophenone

99%

Synonym(s):

α,α,α-Trifluoroacetophenone, Phenyl trifluoromethyl ketone

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About This Item

Linear Formula:
CF3COC6H5
CAS Number:
Molecular Weight:
174.12
Beilstein:
1866286
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

refractive index

n20/D 1.458 (lit.)

bp

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

density

1.24 g/mL at 25 °C (lit.)

functional group

fluoro

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

InChI key

KZJRKRQSDZGHEC-UHFFFAOYSA-N

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General description

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

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

Application

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.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

105.8 °F - closed cup

Flash Point(C)

41 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

107840-5G:
107840-25G:
107840-100G:
107840-VAR:
107840-BULK:


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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.
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
Synthesis and gas transport properties of new aromatic 3F polymers.
Guzman-Gutierrez MT, et al.
Journal of Membrane Science, 323(2), 379-385 (2008)

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