212485-91-1

Basic information

• Product Name: 4-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENOL
• Synonyms: 2-(4-Hydroxyphenyl)-2-imidazoline
• CAS NO: 212485-91-1
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.19
• Product Categories: Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Imidazolines/Imidazolidines
• Mol File: 212485-91-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 280 °C ( dec.)
• Boiling Point: 309.617°C at 760 mmHg
• Flash Point: 142.263°C
• Appearance: /
• Density: 1.217g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.593
• PKA: 7.84±0.30(Predicted)
• CAS DataBase Reference: 4-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENOL(212485-91-1)
• EPA Substance Registry System: 4-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENOL(212485-91-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• Hazardous Substances Data: 212485-91-1(Hazardous Substances Data)

Usage

General Description

4-(4,5-dihydro-1H-imidazol-2-yl)phenol, also known as DHPI, is a chemical compound with a molecular formula C10H11N3O. It is a phenolic compound with an imidazole ring and is often used as a building block in the synthesis of pharmaceuticals and organic molecules. DHPI has been studied for its potential as an anti-cancer agent and has also been investigated for its potential as a treatment for Alzheimer's disease. It is a white to off-white solid with a melting point of around 165-167°C and is soluble in organic solvents such as ethanol and acetone. DHPI is a versatile compound with a variety of potential applications in the field of medicinal chemistry and drug development.

InChI:InChI=1/C9H10N2O/c12-8-3-1-7(2-4-8)9-10-5-6-11-9/h1-4,10-11H,5-6H2

Upstream product

• 6302-84-7 2-(4-methoxyphenyl)-4,5-dihydro-1H-imidazole 
• 57943-60-9 4-hydroxybenzimidic acid methyl ester hydrochloride 
• 107-15-3 ethylenediamine 
• 874-90-8 4-methoxybenzonitrile 
• 767-00-0 4-cyanophenol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 90437-28-8 N-(2-aminoethyl)-4-hydroxybenzamide 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 69731-90-4 methyl 4-hydroxybenzimino ester HCl 

Downstream Products

• 1135358-14-3 1-(4-cyanophenoxy)-3-[(2-imidazolinyl)benzene-4-oxy]propane 
• 15548-89-7 2-(4-hydroxyphenyl)-1H-imidazole 
• 100-01-6 4-nitro-aniline 
• 137208-88-9 1-methyl-2-(4-hydroxyphenyl)-1H-imidazoline 

Relevant articles and documents

4-(Cyclic amidino)phenols-preparation and use in a diamidine synthesis

The Pinner synthesis was applied to the preparation of 4-(cyclic amidino)phenols in high yields from readily available 4-hydroxybenzimidic acid methyl ester hydrochloride and diaminoalkanes. An alternative attempt was made to convert 4-(hydroxy)thiobenzamide to 4-(1,4,5,6-terahydro-5- hydroxy-2-pyrimidinyl)phenol. A procedure for the preparation of 3,6-bis(4- hydroxyphenyl)-1,2,4,5-tetrazine is reported here. The syntheses of 2,4- bis[4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy]pyrimidine and 2-chloro-4-[4- (4,5-dihydro-1H-imidazol-2-yl)-phenoxy]pyrimidine exemplify the use of the title synthetic intermediates.

Synthesis of tetrazoles, triazoles, and imidazolines catalyzed by magnetic silica spheres grafted acid

The magnetically separable catalysts are used in the synthesis of N-containing heterocycles, including tetrazoles, triazoles, and imidazolines. The magnetic silica sphere grafted sulfonic acid (MSS-SO3H) is suitable for the synthesis of 1,2,3-triazole via the cycloaddition of nitroalkene with NaN3, whereas the zinc-modified silica sphere catalyst (MSS-SO3Zn) is more suitable for the synthesis of tetrazoles. The MSS-SO3Zn catalyst also works well for the synthesis of 2-substituted imidazoline via the condensation of nitriles with ethylenediamine. Both of the MSS-SO3H and MSS-SO3Zn catalysts can be recovered easily by a magnet, and they can be reused without further tedious activation.

Fe3O4@SiO2@polyionene/Br3- core-shell-shell magnetic nanoparticles: A novel catalyst for the synthesis of imidazole derivatives under solvent-free conditions

New Fe3O4@SiO2@polyionene/Br3- core-shell-shell magnetite nanoparticles were prepared using a co-precipitation method and were used in the syntheses of imidazole derivatives under solvent-free conditions. The polyionene was easily prepared by reacting DABCO and 1,4-dibromo butane in DMF/methanol. It was then added to the previously formed layers and magnetic core-shell nanoparticles (P-MNPs) were functionalized. All the resultant nanoparticles were characterized by transmission electron microscopy (TEM), scanning electron microscopy (SEM), infrared spectroscopy (FTIR), X-ray diffraction (XRD), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and vibrating sample magnetometry (VSM). The catalyst was readily recovered by simple magnetic decantation and can be recycled several times with no significant loss of catalytic activity.