1-Acetylimidazole

1-Acetylimidazole Basic information

Product Name:	1-Acetylimidazole
Synonyms:	1-Acetylimidazole98%;N-Acetylimidazole,98%;N-ACETYLIMIDAZOL;N-ACETYLIMIDAZOLE extrapure AR;1-Imidazolylmethyl ketone;1-(1H-Imidazole-1-yl)ethanone;1-Acetylimidazole ,99%;1-AcetliMidazole
CAS:	2466-76-4
MF:	C5H6N2O
MW:	110.11
EINECS:	219-577-7
Product Categories:	amino;ImidazolesProtein Modification;Reagents for tyrosine modification;Building Blocks;Heterocyclic Building Blocks;Specific Amino Acid Modification;Acylation (GC Derivatizing Reagents);GC Derivatizing Reagents;Analytical Chemistry;Imidazoles
Mol File:	2466-76-4.mol

1-Acetylimidazole Chemical Properties

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
form	Adhering Crystals or Crystalline Powder
pka	pKa 3.6(H2O,t = 25,I=0.2) (Uncertain)
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

Risk Statements	36/37/38
Safety Statements	24/25
WGK Germany	3
RTECS	NI3400000
F	10-21
TSCA	Yes
HS Code	29332900

MSDS Information

Provider	Language
NAI	English
SigmaAldrich	English
ACROS	English
ALFA	English

1-Acetylimidazole Usage And Synthesis

Chemical Properties	white to beige or light tan adhering crystals or
Uses	Relatively specific reagent for tyrosyl residue acetylation. Reagent used in the synthesis of annulated imidazole derivatives.
Uses	Acetylating agent for capping unreacted amino groups in peptide synthesis.
Uses	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.
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.]

1-Acetylimidazole Preparation Products And Raw materials

Raw materials	Isopropenyl acetate
Preparation Products	1-(1H-IMIDAZOL-2-YL)-ETHANONE HCL-->2',3',5'-Tri-O-acetyl-D-adenosine-->Ganciclovir Mono-O-acetate-->(2b,3a,5a,16b,17b)-17-Acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-->2-Propanone, 1-(4-pyridazinyl)- (9CI)-->2',3',5'-Tri-O-acetyluridine-->Cytarabine Impurity 12

IMIDAZO[1,2-B]ISOQUINOLINE-5,10-DIONE Imidazol-1-yl-acetic acid 2-Methyl-5-Acetylimidazole N-ACETYL-L-TYROSINE ETHYL ESTER 4-ACETYLIMIDAZOLE-2-CARBOXYLIC ACID METHYL ESTER Vat Orange 7 tributyl acetocitrate THIAZOLO(2 3-B)BENZIMIDAZOLE-3(2H)-ONE N-PENTAFLUOROBENZOYLIMIDAZOLE 1-PROPIONYLIMIDAZOLE (2-CHLOROPHENYL)(4,5-DICHLORO-1H-IMIDAZOL-1-YL)METHANONE Vat Red 15 fluorescein n-acetylimidazole (4,5-DICHLORO-1H-IMIDAZOL-1-YL)(2-THIENYL)METHANONE THEOPHYLLINE-8-BUTYRIC ACID LACTAM 1-(PENTAFLUOROPROPIONYL)IMIDAZOLE BENZIMIDAZO[2,1-A]BENZ[D,E]ISOQUINOLION-7-ONE Acetylimidazole diethyl acetal

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