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

• 107-15-3 ethylenediamine 
• 698-16-8 benzohydroximoyl chloride 
• 857487-13-9 1,2-bis-[benzoyl-(toluene-4-sulfonyl)-amino]-ethane 
• 100-51-6 benzyl alcohol 
• 2722-34-1 2-phenylthiazoline 
• 13295-94-8 4-(phenylethynyl)pyridine 
• 78053-66-4 1-(phenylethynyl)-9,10-anthraquinone 
• 1942-30-9 4-(phenylethynyl)nitrobenzene 
• 83790-93-6 2-phenylethynyl-9,10-anthraquinone 
• 6780-13-8 1,2-ethanediamine monohydrate 
• 2227-79-4 benzenecarbothioamide 
• 644-33-7 N,N'-ethanediyl-bis-benzamide 
• 1009-17-2 N-(2-amino-ethyl)-benzamide 
• 4152-09-4 N-benzylethylenediamine 

Downstream Products

• 78325-26-5 5-(2-chloro-phenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-ol 
• 22232-71-9 Mazindol 
• 7431-45-0 2-phenylpyrimidine 
• 670-96-2 2-Phenylimidazole 
• 81450-57-9 5-(2-Fluoro-phenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-ol 
• 26859-72-3 5-(4-fluorophenyl)-2,3-dihydro-5-hydroxy-5H-imidazo<2,1-a>isoindole 
• 27097-43-4 5-(3-chlorophenyl)-2,3-dihydro-5-hydroxy-5H-imidazo<2,1-a>isoindole 
• 83634-03-1 1-(phenylsulfonyl)-2-<2-(phenylsulfonyl)phenyl>-4,5-dihydro-1H-imidazole 
• 81450-58-0 5-(2,4-Dichloro-phenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-ol 
• 22459-57-0 2,4,6-triphenylverdazyl 
• 17127-02-5 2,4-diphenyl-6-(4-methoxyphenyl)leucoverdazyl 
• 57020-66-3 6-(4-nitro-phenyl)-2,4-diphenyl-1,2,3,4-tetrahydro-[1,2,4,5]tetrazine 
• 939-06-0 4-methyl-2-phenyl-Δ²-imidazoline 
• 25099-77-8 2-phenyl-1,4,5,6-tetrahydropyrimidine 

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.

A cobalt coordination polymer from bulk to nanoscale crystals as heterogeneous catalysts for tandem reactions

Constructing nanoscale coordination polymers (CPs) with different micro- or nanoscale morphologies and sizes is crucial for the functionalization of CPs-based heterogeneous catalysts. Herein, surfactant polyvinylpyrrolidone (PVP), surface-supported frameworks (filter paper or Ni foam), and Co-based CPs (1), [Co2(pdpa)(py)4(H2O)]n (H4pdpa ?= ?5,5’-(pentane-1,2-diyl)-bis(oxy)diisophthalic; py ?= ?pyridine)) were employed to develop highly ordered micro- or nanoscale CPs, achieving microscale 1a (without surface-supported framework) and nanoscale 1b-c (filter paper and Ni foam as surface-supported frameworks for 1b and 1c, respectively). Furthermore, the catalytic performance of nanoscale 1c with spheric particles for the tandem conversion reactions of aromatic nitriles and diamines into imidazoline or tetrahydropyrimidine frameworks was much more prominent than that of large scale 1, microscale 1a, and nanoscale 1b because of the easily accessible catalytic active sites in the nanoscale spheric particles, which offered a functionalizable platform for the tandem reactions by minimizing the diffusion distance but did little for their activity.

Green Synthesis of 2-Substituted Imidazolines using Hydrogen Peroxide Catalyzed by Tungstophosphoric Acid and Tetrabutylammonium Bromide in Water

Various 2-substituted imidazolines were constructed from aromatic aldehydes with ethylenediamine using hydrogen peroxide as an oxidant in water. Tungstophosphoric acid (HPW) was found to be active for this transformation due to its ubiquitous catalytic and oxidative nature, and further combination of tetrabutylammonium bromide (TBAB) made this transformation more efficient and attractive. It was found that the yields of the corresponding 2-substituted imidazolines were markedly influenced by the position and nature of the substituents on the phenyl ring. A plausible mechanism was also proposed to clarify this catalytic oxidative system.