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Merck
CN

346128

1-(Trifluoroacetyl)imidazole

98%

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About This Item

Empirical Formula (Hill Notation):
C5H3F3N2O
CAS Number:
1546-79-8
Molecular Weight:
164.09
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24861374
EC Number:
216-282-5
Beilstein/REAXYS Number:
608904
MDL number:
MFCD00014501
Assay:
98%
Form:
liquid

Key Documents

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InChI key

SINBGNJPYWNUQI-UHFFFAOYSA-N

InChI

1S/C5H3F3N2O/c6-5(7,8)4(11)10-2-1-9-3-10/h1-3H

SMILES string

FC(F)(F)C(=O)n1ccnc1

assay

98%

form

liquid

Quality Level

200

bp

137 °C (lit.), 45-46 °C/14 mmHg (lit.)

density

1.442 g/mL at 25 °C (lit.)

functional group

fluoro

storage temp.

2-8°C

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General description

1-(Trifluoroacetyl)imidazole (N-(Trifluroroacetyl)imidazole) is an effective reagent for specific trifluoroacetylation of an aminomethyl side chain of certain nucleosides.

Application

1-(Trifluoroacetyl)imidazole may be employed as derivatization reagent for the detection of mustard gas degradation products, thiodiglycol and thiodiglycol sulfoxide using gas chromatography-tandem mass spectrometry. It may be used as reagent for the trifluoroacetylation of amines. It was used for derivatization of ethanolamine phospholipid-alkenal Michael adducts for GC-MS analysis. It was used in the determination of quinolinic acid, a kynurenine metabolite, by GC/MS.

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

111.2 °F - closed cup

flash_point_c

44 °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
0000365905
0000364947
0000242438
0000365905
0000364947

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Trifluoroacetylation in Organic Synthesis: Reagents, Developments and Applications in the Construction of Trifluoromethylated Compounds.
Lopez SE, et al.
Current Organic Synthesis, 7(5), 414-432 (2010)
Sandrine Bacot et al.
Journal of lipid research, 48(4), 816-825 (2007-01-16)
Hydroxy-alkenals, such as 4-hydroxy-2(E)-nonenal (4-HNE; from n-6 fatty acids), are degradation products of fatty acid hydroperoxides, including those generated by free radical attack of membrane polyunsaturated fatty acyl moieties. The cytotoxic effects of hydroxy-alkenals are well known and are mainly
Stanisław Popiel et al.
Analytical chemistry, 86(12), 5865-5872 (2014-05-17)
A method for detecting mustard gas degradation products thiodiglycol (TDG) and thiodiglycol sulfoxide (TDGO) in water and sediment samples using gas chromatography-tandem mass spectrometry (GC-MS/MS) after derivatization with 1-(trifluoroacetyl)imidazole (TFAI) was described. Selected reaction monitoring mode (SRM) of tandem mass
Direct microwave promoted trifluoroacetylation of aromatic amines with trifluoroacetic acid.
Salazar J, et al.
Journal of Fluorine Chemistry, 124(1), 111-113 (2003)
A Chiarugi et al.
FEBS letters, 453(1-2), 197-200 (1999-07-14)
The rabbit lens has an elevated content of 3-hydroxykynurenine (30HKYN) in spite of a very low activity of the enzymes leading to its synthesis. The iris/ciliary body, on the contrary, has very high activity of 30HKYN synthesizing enzymes but a

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