827-43-0

Basic information

• Product Name: 4-Methyl-2-phenyl-1H-imidazole
• Synonyms: 2-PHENYL-4-METHYLIMIDAZOLE;4-METHYL-2-PHENYL-1H-IMIDAZOLE;4-METHYL-2-PHENYLIMIDAZOLE;4-methyl-2-phenyl-1h-imidazol;1H-Imidazole, 4-methyl-2-phenyl-;4-METHYL-2-PHENYLIMIDAZOLE 93+%;4-Methyl-4-methylimidazole;2-Phenyl-4-methyl-1H-imidazole
• CAS NO: 827-43-0
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.2
• EINECS: 212-571-5
• Product Categories: Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Imidazoles
• Mol File: 827-43-0.mol
• Article Data: 20

Chemical Properties

• Melting Point: 180-183 °C(lit.)
• Boiling Point: 352.7 °C at 760 mmHg
• Flash Point: 184.5 °C
• Appearance: /
• Density: 1.109 g/cm³
• Vapor Pressure: 7.66E-05mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.22±0.10(Predicted)
• Water Solubility: Insoluble in water
• BRN: 4112
• CAS DataBase Reference: 4-Methyl-2-phenyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-2-phenyl-1H-imidazole(827-43-0)
• EPA Substance Registry System: 4-Methyl-2-phenyl-1H-imidazole(827-43-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 827-43-0(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow sheet solid

Uses

4-Methyl-2-phenylimidazole is suitable for use to investgate the cytotoxic activity of 4-trifluoromethylimidazoles against human tumor and normal cells. It may be used in following studies:Curing of epoxy system consisting of a diglycidyl ether of bisphenol-F epoxy resin, 1,4-butanediol. Curing of bisphenol-F epoxy resin. Synthesis of aza-heterocyclic compounds.Preparation of 1-[(2-chlorophenyl)(diphenyl)methyl]-4-methyl-2-phenyl-1H-imidazole.

General Description

4-Methyl-2-phenylimidazole is a 4-substituted-2-phenylimidazole. It participates in ring-opening of various bicyclic olefins to afford trans-3,4-disubstituted derivatives. The FT-IR, FT-Raman and FT-NMR spectra of 4-methyl-2-phenylimidazole has been recorded.

InChI:InChI=1/C10H10N2/c1-8-7-11-10(12-8)9-5-3-2-4-6-9/h2-7H,1H3,(H,11,12)

Upstream product

• 28824-94-4 5-methyl-2-phenyl-1⁽³⁾H-imidazole-4-carboxylic acid 
• 18735-74-5 5-methyl-2-phenyloxazole-4-carboxylic acid 
• 298-08-8 glycine methyl ketone 
• 64-19-7 acetic acid 
• 7471-86-5 methyl benzimidate 
• 7737-17-9 1-aminopropan-2-one hydrochloride 
• 67-66-3 chloroform 
• 78-95-5 chloroacetone 
• 618-39-3 benzamidin 
• 80919-37-5 4-iodomethyl-2-phenylimidazoline 
• 671-59-0 anti-chloroacetone oxime 
• 57767-07-4 N-methyl-N-phenylbenzimidamide 
• 14371-10-9 (E)-3-phenylpropenal 
• 64-17-5 ethanol 

Downstream Products

• 109892-69-5 4-bromo-5-methyl-2-phenyl-1⁽³⁾H-imidazole 
• 850338-83-9 4-methyl-1-(4-nitrophenyl)-2-phenyl-1H-imidazole 
• 856659-44-4 4-methyl-1-(2-nitro-benzyl)-2-phenyl-1H-imidazole 
• 749152-44-1 1,4-dimethyl-2-phenyl-1H-imidazole 
• 954213-71-9 1,5-dimethyl-2-phenyl-1H-imidazole 
• 954213-72-0 4-iodo-1,5-dimethyl-2-phenyl-1H-imidazole 
• 954213-73-1 1,5-dimethyl-2-phenyl-4-((trimethylsilyl)ethynyl)-1H-imidazole 
• 954213-67-3 9,10-bis((1,5-dimethyl-2-phenyl-1H-imidazol-4-yl)ethynyl)anthracene 
• 954213-69-5 5-iodo-1,4-dimethyl-2-phenyl-1H-imidazole 
• 954213-70-8 1,4-dimethyl-2-phenyl-5-((trimethylsilyl)ethynyl)-1H-imidazole 
• 439571-70-7 1-butyl-4-methyl-2-phenyl-1H-imidazole 
• 55981-80-1 1-butyl-5-methyl-2-phenyl-1H-imidazole 
• 1370704-98-5 (E)-2-[(1,2-diphenylethenyl)phenyl]-1-methyl-1H-imidazole 

Relevant articles and documents

Base-promoted annulation of amidoximes with alkynes: Simple access to 2,4-disubstituted imidazoles

An efficient construction of imidazole ring by a Cs2CO3-promoied annulation of amidoximes with terminal alkynes in DMSO has been developed. This protocol provides a simple synehetic ropte with high atom-utilieation for the synthesis of 2,4-disubstituted imidazoles in good yields under transition-metal-free and ligand-free conditions. Intornal alkynes can also undetgo the annulation to give 2,4,5-trisubstituted imidazoles.

Synthesis of Imidazoles and Pyrimidines Using Palladium-Catalyzed Decarboxylative Intramolecular Condensation of 1,2,4-Oxadiazol-5(4 H)-ones

We found that 1,2,4-oxadiazol-5(4H)-ones acted as iminonitrene equivalents in the presence of a palladium catalyst and a stoichiometric amount of phosphine and that aza-Wittig-type condensation with the internal carbonyl moiety occurred to afford the corresponding imidazoles and pyrimidines. Georg Thieme Verlag Stuttgart. New York.

Atom-economical synthesis of N-heterocycles via cascade inter-/intramolecular C-N Bond-forming reactions catalyzed by Ti amides

Direct and efficient catalytic reactions with excellent regioselectivity for the preparation of a series of substituted isoindoles, isoquinolines, and imidazoles are reported. Reaction of C6H4(2-CN)C≡C-R with an array of amines, catalyzed by 10 mol % of [σ:η1: η5-(OCH2)(Me2NCH2)C 2B9H9]Ti(NMe2) (1), gives a series of substituted isoindoles in very high yields. In a similar manner, interaction of C6H4(2-CH2CN)C≡C-Ph with various kinds of amines affords a wide range of substituted isoquinolines. On the other hand, treatment of propargylamines (R′C≡CCH2NHR′′) with nitriles in the presence of 10 mol % of 1 produces a class of substituted imidazoles in high yields. A possible reaction mechanism is proposed, involving sequential inter- and intramolecular C-N bond formation via hydroamination/ cyclization reaction of cyanoalkynes with amines or nitriles with propargylamines catalyzed by titanium amides.