CAS 2466-76-4 1-(1H-Imidazol-1-yl)ethanone (HCID 17174)

Overview

N-acetylimidazole is a N-acylimidazole.

Names & identifiers

Preferred name: 1-(1H-Imidazol-1-yl)ethanone
IUPAC: 1-imidazol-1-ylethanone
English name: 1-Acetylimidazole
Molecular formula: C5H6N2O
Molecular weight: 110.11

Names & synonyms

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

Show more names

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

Database identifiers

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

Properties

Computed structural properties

XLogP: -0.3
Topological polar surface area: 34.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 103

Experimental & physicochemical properties

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

LogP-0.34

Physicochemical properties

Melting point: 99 · 99-105 °C (lit.)
Boiling point: 206.4 °C · 206.4°C (rough estimate)
Density: 1.2111 · 1.2111 (rough estimate)
refractive index: 1.48 · 1.4800 (estimate)
storage temp.: 2 · 2-8°C
solubility: 50 mg/mL, · water: soluble50mg/mL, clear, colorless
pka: 3.6 · 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 · 108425
Stability: 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 DataBase Reference: 2466 · 2466-76-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 8 X1Y11G · ZMP8X1Y11G
NIST Chemistry Reference: 1 H-Imidazole, · 1H-Imidazole, 1-acetyl-(2466-76-4)
EPA Substance Registry System: 1 H-Imidazole, · 1H-Imidazole, 1-acetyl- (2466-76-4)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Risk Statements: 36 · 36/37/38
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
RTECS: 3400000 · NI3400000
F: 10 · 10-21
TSCA: TSCA listed
HS Code: 29332900 · 29332900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

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.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F: 10-21
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
rtecs: NI3400000
hs_code: 29332900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Uses & manufacturing

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

Applications · 4 items

UsesAcetylating agent for capping unreacted amino groups in peptide synthesis.

UsesIt 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.

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

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

Upstream & downstream products

Upstream raw materials

Downstream 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

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: N-acetylimidazole is a N-acylimidazole.

Related reactions

108 records

New reaction record

HRID 20041As reactantuspto-grants-2010_06

HRID 20059As reactantuspto-grants-2010_06

HRID 24250As reactantuspto-grants-2005_02

HRID 51816As reactantuspto-grants-2004_03

HRID 64801As reactantuspto-grants-1986_09

HRID 112119As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 141389As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 160603As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

Compound notes

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Basic information