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Merck
CN

107840

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:
434-45-7
Molecular Weight:
174.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24846784
EC Number:
207-103-1
Beilstein/REAXYS Number:
1866286
MDL number:
MFCD00000420
Assay:
99%

Key Documents

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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, ketone, phenyl

InChI key

KZJRKRQSDZGHEC-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

99%

Quality Level

200

Related Categories

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
GHS02,GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

105.8 °F - closed cup

flash_point_c

41 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6620
SDBB6521
STBL2759
BCCG2720
BCCG0205

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

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