N-Acetylimidazol

1-(1H-Imidazol-1-yl)ethanone

HCID 17174CAS 2466-76-4

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Grundinformationen

Standard-SMILES: CC(=O)n1ccnc1
InChIKey: VIHYIVKEECZGOU-UHFFFAOYSA-N
Summenformel: C5H6N2O
Durchschnittliche Molmasse: 110,11 g/mol
Monoisotopische Masse: 110,04801281

Überblick

N-acetylimidazole is a N-acylimidazole.

Namen und Bezeichner

Bevorzugter Name: 1-(1H-Imidazol-1-yl)ethanone
IUPAC: 1-imidazol-1-ylethanone
Lokaler Name: N-Acetylimidazol
Englischer Name: 1-Acetylimidazole
Summenformel: C5H6N2O
Molmasse: 110.11

Namen und Synonyme

1-Acetylimidazole2466-76-4N-Acetylimidazole1-(1H-imidazol-1-yl)ethanoneAcetylimidazole1-imidazol-1-ylethanone1-Acetyl-1H-imidazoleZMP8X1Y11GCHEBI:16984RefChem:828912219-577-71H-Imidazole, 1-acetyl-

Weitere Namen anzeigen

NAI4-ACETYLIMIDAZOLE1-AcetylimidaN-AcylimidazoleN-ACETYLIMIDAZOL1-AcetliMidazole

1-(1H-imidazol-1-yl)ethan-1-oneIMIDAZOLE, 1-ACETYL-Ethanone, 1-(1H-imidazol-1-yl)-MFCD000052873-acetylimidazoleCCRIS 6534EINECS 219-577-7UNII-ZMP8X1Y11G

Datenbank-Bezeichner

CAS: 2466-76-4
PubChem CID: 17174
DTXSID: DTXSID8062440
ChEMBL: CHEMBL1592087
ChEBI: CHEBI:16984
UNII: ZMP8X1Y11G
EC Number: 219-577-7
Nikkaji: J34.876G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,3
Polarare Oberfläche (TPSA): 34,9 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 0
Schwere Atome: 8
Formalladung: 0
Komplexität: 103

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

LogP-0.34

Physikochemische Eigenschaften

Schmelzpunkt: 99 · 99-105 °C (lit.)
Siedepunkt: 206.4 °C · 206.4°C (rough estimate)
Dichte: 1.2111 · 1.2111 (rough estimate)
Brechungsindex: 1.48 · 1.4800 (estimate)
storage temp.: 2 · 2-8°C
Löslichkeit: 50 mg/mL, · water: soluble50mg/mL, clear, colorless
pka: 3.6 · pKa 3.6(H2O,t = 25,I=0.2) (Uncertain)
Aggregatzustand: Adhering Crystals or Crystalline Powder
Farbe: White to beige or light tan
Wasserlöslichkeit: Hydrolyzes in water. Solubility in methanol (almost transparency).
BRN: 108425 · 108425
Stabilität: Moisture Sensitive
InChI: 1S/C5H6N2O/c1-5(8)7-3-2-6-4-7/h2-4H,1H3
InChIKey: VIHYIVKEECZGOU-UHFFFAOYSA-N
SMILES: CC(=O)n1ccnc1
CAS Datenbank: 2466 · 2466-76-4(CAS DataBase Reference)
NIST chemische Informationen: 1 H-Imidazole, · 1H-Imidazole, 1-acetyl-(2466-76-4)
EPA chemische Informationen: 1 H-Imidazole, · 1H-Imidazole, 1-acetyl- (2466-76-4)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

F: 10-21
wgk: 3
tsca: TSCA listed
hs_code: 29332900
RTECS-Nr.: NI3400000
risk_code: 36/37/38
safety_code: 24/25
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationEthanone, 1-(1H-imidazol-1-yl)-: INACTIVE

Anwendungen · 1 Eintrag

VerwendenIt is a mild acylating agent and its reactivity can be enhanced by quaternization with, e.g. benzyl bromide. 1-Acetylimidazole was used as acetylation reagent for amino groups. It was also employed for acetylation of histones. It is relatively specific reagent for tyrosyl residue acetylatioa dn a reagent used in the synthesis of annulated imidazole derivatives.