1615-14-1

Basic information

• Product Name: 1-(2-Hydroxyethyl)imidazole
• Synonyms: 2-(1H-IMidazol-1-yl)ethanol;2-iMidazol-1-yl-ethanol;1-(2-Hydroxyethyl)iMidazole 97%;2-(1-IMIDAZOLYL)ETHANOL;1-(2-HYDROXYETHYL)IMIDAZOLE;N-(2-HYDROXYETHYL)-IMIDAZOLE;1H-imidazole-1-ethanol;1-HYDROXYETHYL IMIDAZOLE
• CAS NO: 1615-14-1
• Molecular Formula: C₅H₈N₂O
• Molecular Weight: 112.13
• EINECS: 216-565-3
• Product Categories: Imidazol&Benzimidazole;Building Blocks;Heterocyclic Building Blocks;Imidazoles
• Mol File: 1615-14-1.mol
• Article Data: 27

Chemical Properties

• Melting Point: 36-40 °C(lit.)
• Boiling Point: 115 °C
• Flash Point: 110 °C
• Appearance: yellow viscous liquid
• Density: 1.1524 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.518-1.52
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.82±0.10(Predicted)
• CAS DataBase Reference: 1-(2-Hydroxyethyl)imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Hydroxyethyl)imidazole(1615-14-1)
• EPA Substance Registry System: 1-(2-Hydroxyethyl)imidazole(1615-14-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 1615-14-1(Hazardous Substances Data)

Usage

Chemical Properties

yellow viscous liquid

InChI:InChI=1/C5H8N2O/c8-4-1-5-6-2-3-7-5/h2-3,8H,1,4H2,(H,6,7)

Upstream product

• 288-32-4 1H-imidazole 
• 107-07-3 2-chloro-ethanol 
• 1072-63-5 1-vinylimidazole 
• 50-00-0 formaldehyd 
• 131543-46-9 Glyoxal 
• 7664-41-7 ammonia 
• 141-43-5 ethanolamine 
• 86864-60-0 2-(tert-butyldimethylsilyloxy)ethyl bromide 
• 17450-34-9 ethyl 2-(1H-imidazol-1-yl)acetate 
• 96-49-1 [1,3]-dioxolan-2-one 
• 23328-89-4 1-(2-hydroxy-ethyl)-1,3-dihydro-imidazole-2-thione 
• 75-21-8 oxirane 

Downstream Products

• 61755-69-9 3-benzyl-1-ethanol imidazolium chloride 
• 94614-83-2 1-(2-bromoethyl)imidazole 
• 18994-78-0 1-(2-chloroethyl)-1H-imidazole hydrochloride 
• 75912-69-5 1-[2-(4-nitro-phenoxy)ethyl]-1H-imidazole 
• 123753-97-9 2-(2-Imidazol-1-yl-ethoxymethyl)-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester 
• 105611-03-8 4-Hydroxy-benzoic acid 2-imidazol-1-yl-ethyl ester 
• 137381-31-8 2-(2-Imidazol-1-yl-ethyl)-4-pyridin-3-yl-2H-phthalazin-1-one 
• 152567-72-1 4-[3-(2-Imidazol-1-yl-ethyl)-4-oxo-3,4-dihydro-phthalazin-1-yl]-benzoic acid ethyl ester 
• 137381-65-8 3-[3-(2-Imidazol-1-yl-ethyl)-4-oxo-3,4-dihydro-phthalazin-1-yl]-benzoic acid ethyl ester 
• 152567-69-6 2-[3-(2-Imidazol-1-yl-ethyl)-4-oxo-3,4-dihydro-phthalazin-1-yl]-benzoic acid ethyl ester 

Relevant articles and documents

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N-Alkylation of Imidazoles with Dialkyl and Alkylene Carbonates

Abstract: The reactions of imidazoles with a series of dialkyl and alkylene carbonatesafforded the corresponding N-alkyl- andN-(hydroxyalkyl)imidazoles with highyields. The reactivity of dialkyl carbonates decreases in the series dimethyl> diethyl > dibutyl carbonate. Ethylene carbonate is a more efficientalkylating agent than trimethylene carbonate. The mechanisms of alkylation ofimidazole with dimethyl carbonate and ethylene carbonate were studied by DFTquantum chemical calculations at the B3LYP/6-311++G(d,p) level of theory.

Correction to: Polyfunctional Imidazolium Aryloxide Betaine/Lewis Acid Catalysts as Tools for the Asymmetric Synthesis of Disfavored Diastereomers (Journal of the American Chemical Society (2019) 141 (12029-12043) DOI: 10.1021/jacs.9b04902)

Page 12035 and Supporting Information pp S91-S94. It has come to our attention that the wrong initial concentration of 1a was erroneously used in two experiments of the "same excess" protocol.1 The experiments were thus repeated (0.055 rather than 0.06 mol/L of 1a was erroneously used before), and an excellent overlay of the "time-adjusted same excess" reaction profiles and the standard reaction profile, as previously presented, was found. This indicates that no significant catalyst deactivation takes place and that the active catalyst concentration remains constant during the catalytic reaction. The conclusions are thus not affected by the unintentional error. The corrected Figure 1 is shown below, and a corrected including Figures S1-S28 and Tables S1-S8 (corrected).(Figure Persented).Supporting Information file is available, in which pp S91?S94 have been replaced, in which the correct kinetic experiments are described, including raw data. We apologize for any inconvenience.