1-(Trifluoracetyl)-1H-imidazol

1-(Trifluoroacetyl)imidazole

HCID 73767

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Grundinformationen

CAS: 1546-79-8
Standard-SMILES: O=C(n1ccnc1)C(F)(F)F
InChIKey: SINBGNJPYWNUQI-UHFFFAOYSA-N
Summenformel: C5H3F3N2O
Durchschnittliche Molmasse: 164,09 g/mol
Monoisotopische Masse: 164,01974738

Namen und Bezeichner

Bevorzugter Name: 1-(Trifluoroacetyl)imidazole
IUPAC: 2,2,2-trifluoro-1-imidazol-1-ylethanone
Lokaler Name: 1-(Trifluoracetyl)-1H-imidazol
Englischer Name: 1-(Trifluoroacetyl)imidazole
Summenformel: C5H3F3N2O
Molmasse: 164.09

Namen und Synonyme

1-(Trifluoroacetyl)imidazole1546-79-8N-Trifluoroacetylimidazole2,2,2-Trifluoro-1-(1H-imidazol-1-yl)ethanone1H-Imidazole, 1-(trifluoroacetyl)-1-(Trifluoroacetyl)-1H-imidazolen-(trifluoroacetyl)imidazoleMFCD000145012,2,2-trifluoro-1-(1H-imidazol-1-yl)ethan-1-one2,2,2-trifluoro-1-imidazol-1-ylethanone2,2,2-trifluoro-1-imidazol-1-yl-ethanoneN-TRIFLUOROACETYL IMIDAZOLE

Weitere Namen anzeigen

TRIFLUOROACETYLIMIDAZOLETFAITFBITrifluorobutyrliMidazoleTrifluorobutyryliMidazole1-(Trifluoroacetyl)imidazole 98%N-Trifluoroacetylimidazole, 98+%

8C6041OW3INSC-1519652,2,2-trifluoro-1-imidazolylethan-1-oneUNII-8C6041OW3IEINECS 216-282-5NSC151965NSC 1519651-trifluoroacetylimidazole

Datenbank-Bezeichner

CAS: 1546-79-8
PubChem CID: 73767
DTXSID: DTXSID60165669
UNII: 8C6041OW3I
EC Number: 216-282-5
Nikkaji: J206.770F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,8
Polarare Oberfläche (TPSA): 34,9 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 0
Schwere Atome: 11
Formalladung: 0
Komplexität: 168

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Imidazoles

Physical DescriptionColorless to light yellow liquid.

Physikochemische Eigenschaften

Siedepunkt: 137 °C · 137 °C(lit.)
Dichte: 1.442 g/mL · 1.442 g/mL at 25 °C(lit.)
Brechungsindex: 20 · n20/D 1.424(lit.)
Flammpunkt: 113 °F · 113 °F
storage temp.: 2 · 2-8°C
Löslichkeit: sol most common solvents, e.g. ether, THF.
pka: 0.78 · 0.78±0.10(Predicted)
Aggregatzustand: clear liquid
Farbe: Colorless to Yellow to Orange
Wichte: 1.442 · 1.442
Wasserlöslichkeit: reacts
BRN: 608904 · 608904
InChI: 1S/C5H3F3N2O/c6-5(7,8)4(11)10-2-1-9-3-10/h1-3H
InChIKey: SINBGNJPYWNUQI-UHFFFAOYSA-N
SMILES: FC(F)(F)C(=O)n1ccnc1
CAS Datenbank: 1546 · 1546-79-8(CAS DataBase Reference)
NIST chemische Informationen: N-Trifluoroacetylimidazole(1546-79-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information1-(Trifluoroacetyl)-1H-imidazole: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Aldrich MSDS]

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Sicherheitsdaten

F: 10-21
wgk: 3
tsca: T
ridadr: UN 1993 3/PG 3
hs_code: 29332900
risk_code: 10-36/37/38-34-22
hazard_code: Xi,F,C
hazard_note: Flammable/Moisture Sensitive/Keep Cold
safety_code: 26-36/37-45-36/37/39-16
hazard_class: 3
packing_group: III
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen

Verwenden1-(Trifluoroacetyl)imidazole was used as a derivating agent to sequentially derivatize functional groups like amino groups, in a study demonstrating trimethylsilyl esters of aromatic and aliphatic sulfonic acids.

Darstellung · 1 Eintrag

synthetischeN,N′-Carbonyldiimidazole (20.5 g) is dissolved in 100 ml of dry THF and treated dropwise with 28.8 g of Trifluoroacetic Acid in 80 mL of dry THF. The resulting solution is cooled for several hours. Removal of the solvent and distillation of the filtrate gives 14.4 g of material. Alternatively, Imidazole (25.8 g) in 120 mL of dried THF is treated dropwise, with cooling, with 39.9 g of Trifluoroacetic Anhydride in 50 mL of dried THF. Filtration, removal of solvent, and distillation gives 24.8 g of 1-(Trifluoroacetyl)imidazole.