1-Acetylimidazole

CAS NO.：2466-76-4
Empirical Formula: C5H6N2O
Molecular Weight: 110.11
MDL number: MFCD00005287
EINECS: 219-577-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:15:30

What is 1-Acetylimidazole?

Chemical properties

white to beige or light tan adhering crystals or

The Uses of 1-Acetylimidazole

It 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.

The Uses of 1-Acetylimidazole

Acetylating agent for capping unreacted amino groups in peptide synthesis.

The Uses of 1-Acetylimidazole

Relatively specific reagent for tyrosyl residue acetylation. Reagent used in the synthesis of annulated imidazole derivatives.

Definition

ChEBI: N-acetylimidazole is a N-acylimidazole.

General Description

Rate of solvolysis of 1-acetylimidazole in acid solutions was evaluated. Reaction of 1-acetylimidazole with orthophosphate and adenosine-5′-phosphate has been reported.

Purification Methods

It is recrystallised from isopropenyl acetate and dried in a vacuum over P2O5. [Riordan & Valee Methods Enzymol 25 500 1972, Beilstein 23/4 V 218.]

Properties of 1-Acetylimidazole

Melting point:	99-105 °C (lit.)
Boiling point:	206.4°C (rough estimate)
Density	1.2111 (rough estimate)
refractive index	1.4800 (estimate)
storage temp.	2-8°C
solubility	water: soluble50mg/mL, clear, colorless
pka	pKa 3.6(H2O,t = 25,I=0.2) (Uncertain)
form	Adhering Crystals or Crystalline Powder
color	White to beige or light tan
Water Solubility	Hydrolyzes in water. Solubility in methanol (almost transparency).
Sensitive	Moisture Sensitive
BRN	108425
Stability:	Moisture Sensitive
CAS DataBase Reference	2466-76-4(CAS DataBase Reference)
NIST Chemistry Reference	1H-Imidazole, 1-acetyl-(2466-76-4)
EPA Substance Registry System	1H-Imidazole, 1-acetyl- (2466-76-4)

Safety information for 1-Acetylimidazole

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.