936-49-2

Basic information

• Product Name: 2-Phenyl-2-imidazoline
• Synonyms: 2-PHENYL-2-IMIDAZOLINE, 98+%;ACETOMER 31;2-Phenyl-2-imidazoline (2-Phenyl imidazoline);2-Phenyl-4,5-dihydroimidazole;Curezol 2PZ-L;Vestagon B 31;2-Phenyl-2-iMidazoline, 98+% 100GR;2-IMidazoline, 2-phenyl- (6CI,7CI,8CI)
• CAS NO: 936-49-2
• Molecular Formula: C₉H₁₀N₂
• Molecular Weight: 146.19
• EINECS: 213-313-4
• Product Categories: Industrial/Fine Chemicals
• Mol File: 936-49-2.mol
• Article Data: 76

Chemical Properties

• Melting Point: 99-104 °C
• Boiling Point: 298°C
• Flash Point: 201 °C
• Appearance: Pale brown/Powder
• Density: 1,15 g/cm3
• Vapor Pressure: 0.0243mmHg at 25°C
• Refractive Index: 1.5600 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 9.95±0.40(Predicted)
• Water Solubility: SOLUBLE
• BRN: 119250
• CAS DataBase Reference: 2-Phenyl-2-imidazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-2-imidazoline(936-49-2)
• EPA Substance Registry System: 2-Phenyl-2-imidazoline(936-49-2)

Safety Data

• Hazard Codes: C,Xi,N,Xn
• Statements: 22-34-36/37/38-50/53-41-38
• Safety Statements: 26-36/37/39-45-37/39-61-60-39
• RIDADR: UN 3263 8/PG 2
• WGK Germany: 3
• RTECS: NJ4395500
• TSCA: Yes
• Hazardous Substances Data: 936-49-2(Hazardous Substances Data)

Usage

Description

2-Phenyl-2-imidazoline is a white crystalline compound that serves as a versatile building block in various chemical applications. It is utilized as an epoxy resin powder, a pharmaceutical raw material, and in organic synthesis processes.

Uses

Used in Chemical Synthesis:
2-Phenyl-2-imidazoline is used as a catalyst for N-arylation of indoles, a reaction that is crucial in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. Its catalytic properties facilitate the formation of desired products with improved efficiency and selectivity.
Used in Epoxy-Carbonyl Reactions:
In the field of polymer chemistry, 2-Phenyl-2-imidazoline is employed as a catalyst for epoxy-carbonyl reactions. This application is significant in the production of epoxy resins, which are widely used in coatings, adhesives, and composite materials due to their excellent mechanical properties and chemical resistance.
Used in Pharmaceutical Industry:
As a pharmaceutical raw material, 2-Phenyl-2-imidazoline plays a critical role in the development of new drugs and active pharmaceutical ingredients. Its unique chemical structure allows for the creation of novel compounds with potential therapeutic applications.
Used in Organic Synthesis:
2-Phenyl-2-imidazoline is also utilized in organic synthesis as a versatile intermediate. Its reactivity and stability make it suitable for the synthesis of a wide range of organic compounds, including fine chemicals, specialty chemicals, and intermediates for pharmaceuticals and agrochemicals.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 1017, 1987 DOI: 10.1021/jo00382a009

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C9H10N2/c1-2-4-8(5-3-1)9-10-6-7-11-9/h1-5H,6-7H2,(H,10,11)/p+1

Upstream product

• 151-56-4 ethyleneimine 
• 100-47-0 benzonitrile 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 107-15-3 ethylenediamine 
• 93-89-0 benzoic acid ethyl ester 
• 3409-96-9 benzenesulfonyl-benzoyl-methyl-amine 
• 141-43-5 ethanolamine 
• 644-33-7 N,N'-ethanediyl-bis-benzamide 
• 1009-17-2 N-(2-amino-ethyl)-benzamide 
• 4152-09-4 N-benzylethylenediamine 
• 614-21-1 2-nitroacetophenone 
• 83790-93-6 2-phenylethynyl-9,10-anthraquinone 
• 1942-30-9 4-(phenylethynyl)nitrobenzene 
• 78053-66-4 1-(phenylethynyl)-9,10-anthraquinone 

Downstream Products

• 100958-45-0 2-acetoxy-1,3-diacetyl-2-phenyl-imidazolidine 
• 65111-95-7 1-benzoyl-2-phenyl-4,5-dihydro-1H-imidazole 
• 40422-00-2 2-phenyl-4,5-dihydro-imidazole-1-carboxylic acid anilide 
• 65853-66-9 2-phenyl-imidazolidine 
• 58836-15-0 1,4-cyclohexadiene-1-carboxaldehyde 
• 81581-98-8 1-[3-Acetyl-2-(1H-indol-3-yl)-2-phenyl-imidazolidin-1-yl]-ethanone 
• 128993-57-7 4,5-dihydro-2-phenyl-1-(phenylmethyl)-1H-imidazole 
• 174781-34-1 dichlorobis(2-phenyl-4,5-dihydro-1H-imidazole)palladium(II) 
• 93-04-9 2-Methoxynaphthalene 
• 57960-37-9 9H-dibenzimidazo<1,2-a>azepin-9-one 
• 81450-60-4 5-(2',4'-dichlorophenyl)-5H-imidazo[2,1-a]isoindole 
• 81450-59-1 5-(2-Chloro-phenyl)-5H-imidazo[2,1-a]isoindole 
• 73268-33-4 5-(2'-fluorophenyl)-5H-imidazo[2,1-a]isoindole 
• 89367-33-9 1-tosyl-2-phenyl-3-methyl-Δ²-imidazolium-iodide 

Relevant articles and documents

Nucleophilic addition to 3-methyl-1-(4-nitrophenyl)-2-phenyl-4,5-dihydroimidazolium iodide

Reactions of the 1,2-diaryl 4,5-dihydroimidazolium, represented by 3-methyl-1-(4-nitrophenyl)-2-phenyl-4,5-dihydroimidazolium iodide 1, with ethylenediamine afforded a benzylidyne unit transferred product, 2-phenyl-2-imidazoline 2; a ring-opened adduct 4 was produced when excess ethylenediamine was used. Reactions of 1 with hydroxylamine, malononitrile, and nitromethane anions produced ring-opened products, 5, 7, and 8 respectively.

Visible Light-Promoted Aryl Azoline Formation over Mesoporous Organosilica as Heterogeneous Photocatalyst

N-heterocyclic compounds demonstrate wide applications ranging from natural compound production to coordination chemistry. Usually, the synthesis of N-heterocyclic compounds is conducted under thermal conditions, mostly by Lewis acids or metal-containing compounds as molecular catalysts. Here, we report a photocatalytic route for aryl azoline formation by mesoporous organosilica as visible light-active and heterogeneous photocatalyst. Via formation of aromatic aldehydes with various amines, 2-phenyl-2-imidazoline, 2-phenyl-2-oxazoline, 2-phenyl-2-thiazoline and their derivatives could be formed with high conversion and selectivity. Additionally, the organosilica photocatalyst showed high stability and reusability.

Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines

A novel synthetic methodology for the assembly of imidazolines via an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid is described. In contrast to the related highly efficient preparation of benzimidazoles from aromatic amines, this process represents a major synthetic challenge and for a long time was elusive. Analysis of the method limitations is provided.