4-(IMIDAZOL-1-YL)PHENOL Chemical Properties

Melting point:

204-206 °C(lit.)

Boiling point:

286.07°C (rough estimate)

Density 

1.1846 (rough estimate)

refractive index 

1.5570 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

form 

Fine Crystalline Powder

pka

9.36±0.26(Predicted)

color 

Light brown-gray to brown-beige

BRN 

509999

InChI

InChI=1S/C9H8N2O/c12-9-3-1-8(2-4-9)11-6-5-10-7-11/h1-7,12H

InChIKey

CYKCUAPYWQDIKR-UHFFFAOYSA-N

SMILES

C1(O)=CC=C(N2C=NC=C2)C=C1

CAS DataBase Reference

10041-02-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-37/39-36/37/39-22

WGK Germany 

3

HS Code 

29332990

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-(IMIDAZOL-1-YL)PHENOL Usage And Synthesis

Chemical Properties

ligth brown-grey to brown-beige fine cryst. powder

Uses

4-(Imidazol-1-yl)phenol was used in evaluation of estrogenicity of phenolic xenoestrogens by Saccharomyces cerevisiae-based Lac-Z reporter assay.

Synthesis

1) In the reactor, add 1kg p-bromoanisole, 0.5kg imidazole, 70g cuprous oxide, 1kg potassium carbonate and 2LNMP, stirring. The reaction temperature was raised to 120??C, and the reaction was carried out for 12 h. At the end of the reaction, it was filtered, and 500 ml of ethyl acetate washed to remove the solid; 2L of 8 % NaOH aqueous solution was added, stirred, and a solid was produced, and the solid was removed by filtration. To the liquid, ethyl acetate (3x1L) was added to extract, and the organic phases were combined. To the organic phase, saturated saline was added, stirred, partitioned, dried, spun off the solvent, and recrystallized using methyl tert-butyl ether to give 1-(4-methoxyphenyl) -1H-imidazole 500g; yield 53%;

2) In a reactor, add 0.5kg of 1-(4-methoxyphenyl)-1H-imidazole that dissolved in dichloromethane, stirring, ice salt bath to cool the system to 0 ??, nitrogen protection, dropwise addition of 4.3L1.0M BBr3 dichloromethane solution. After dropping, the reaction system was naturally warmed to 25??C and reacted for 12 h. At the end of the reaction, the reaction solution was slowly added to an ice-water mixture and quenched. Sodium bicarbonate adjusted the base, precipitated white solid, filtered, using tert-butyl alcohol recrystallization to get 4-(imidazol-1-yl)phenol 350g; yield 76%, purity 99.8%.

4-(IMIDAZOL-1-YL)PHENOL(10041-02-8)Related Product Information

• 1-(4-METHOXYPHENYL)-1H-IMIDAZOLE
• 4-(IMIDAZOL-1-YL)PHENOL
• C 1311
• 2-(1-METHYL-1H-IMIDAZOL-2-YL)-PHENOL
• 2-(4-ETHYLPHENYL)-7-METHOXYIMIDAZO[2,1-B]BENZOTHIAZOLE
• 1-(4-METHOXYPHENYL)-1H-BENZOIMIDAZOLE
• 4-(1H-phenanthro[9,10-d]imidazol-2-yl)phenol
• 3-(4,5-BIS-BIPHENYL-4-YL-1H-IMIDAZOL-2-YL)-PHENOL
• 3-(1H-IMIDAZOL-2-YL)-PHENOL
• 2-BROMO-4-(4-METHYL-1H-IMIDAZOL-2-YL)-PHENOL
• 2-(1H-IMIDAZOL-2-YL)-PHENOL
• 3-(1H-IMIDAZOL-4-YL)-PHENOL
• Ersentilide
• BUTTPARK 19\02-25
• 2-(4-CHLOROPHENYL)-7-METHOXYIMIDAZO[2,1-B]BENZOTHIAZOLE
• BUTTPARK 19\02-24
• 7-METHOXY-2-(4-NITROPHENYL)IMIDAZO[2,1-B]BENZOTHIAZOLE
• 2-(4-FLUOROPHENYL)-7-METHOXYIMIDAZO[2,1-B]BENZOTHIAZOLE