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2-Methyl-3-phenylpyrazine is an organic compound with the molecular formula C10H10N2. It is a heterocyclic compound featuring a pyrazine ring, which is a six-membered nitrogen-containing ring, with a methyl group at the 2nd position and a phenyl group at the 3rd position. 2-Methyl-3-phenylpyrazine is known for its unique chemical properties and potential applications in various industries.

29444-53-9

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29444-53-9 Usage

Uses

Used in Organic Synthesis:
2-Methyl-3-phenylpyrazine is used as a reagent in the preparation of various organic compounds due to its unique chemical structure and properties. Its ability to form stable complexes with other molecules makes it a valuable building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Methyl-3-phenylpyrazine is used as an intermediate in the synthesis of various drugs. Its versatile chemical structure allows it to be modified and functionalized to create new drug candidates with potential therapeutic applications.
Used in OLEDs (Organic Light-Emitting Diodes) Industry:
2-Methyl-3-phenylpyrazine is used as a reagent in the preparation of highly efficient phosphorescent iridium(III) diazine complexes for OLEDs. These complexes are known for their high luminance, color purity, and energy efficiency, making them ideal for use in display and lighting applications.
Used in Flavor and Fragrance Industry:
Due to its unique aroma and flavor profile, 2-Methyl-3-phenylpyrazine is used as a component in the flavor and fragrance industry. It can be used to create a wide range of scents and flavors, from floral and fruity to earthy and nutty, depending on the specific formulation and application.
Used in Chemical Research:
2-Methyl-3-phenylpyrazine is also used in chemical research as a model compound to study various chemical reactions and mechanisms. Its well-defined structure and reactivity make it an ideal candidate for investigating the properties of pyrazine-based compounds and their potential applications in various fields.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 161, 1980 DOI: 10.1021/jo01289a032

Check Digit Verification of cas no

The CAS Registry Mumber 29444-53-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,9,4,4 and 4 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 29444-53:
(7*2)+(6*9)+(5*4)+(4*4)+(3*4)+(2*5)+(1*3)=129
129 % 10 = 9
So 29444-53-9 is a valid CAS Registry Number.

29444-53-9Relevant academic research and scientific papers

Silica gel an efficient catalyst for one-pot synthesis of pyrazines from ethylenediamine and 1, 2-diketones and their analogs

Chakraborty, Rakesh Ranjan,Singha, Rabindranath,Ghosh, Pranab

, p. 373 - 378 (2018/09/29)

A straightforward one-pot synthesis of pyrazines from ethylenediamine and 1, 2-diketones/ α-hydroxy ketone/α-bromo ketone under solvent-free conditions at room temperature is described. This environmentally benign process has the edge on previous methods in respect of workup procedure, ease and cost of reaction, and use and generation of hazardous substances. The catalyst is recovered, characterized, and proved to be recyclable for successive four runs examined with appreciable conversions.

Clean and green approach for one-pot synthesis of pyrazines from Eth-ylenediamine and 1,2-diketone or its analogues under neat reaction condition

Ghosh, Pranab,Chakraborty, Rakesh Ranjan

, p. 566 - 570 (2017/09/29)

Background: Compounds having N-heterocyclic moieties are of huge importance in the field of agrochemical, pharmaceutical, biological, fragrances, etc. Due to a lot of applications associated with pyrazine moieties, their synthesis has always been important for organic chemists. Method: Surfeit synthetic methodologies are documented in literature. Most of the methodologies used expensive solvents, harmful metal catalyst and all suffer from rigorous work-up procedures. An efficient, environmentally benign methodology, needs to be developed. We mixed ethylenediamine (2mmol) with 1, 2-diketone(1mmol), later, α-hydroxy ketone and α-bromo ketone on magnetic stirrer at room temperature under neat reaction condition for 5 to 10 hrs. Results: After purification by column chromatography using silica gel(60-120 mesh) and pet-ether, et-hylacetate mixture as eluent, we achieved pyrazine derivatives from moderate to high yield. Conclusio n: Efficient and clean procedure for one-pot preparation of pyrazines from ethylenediamine and 1, 2-diketones or with α-hydroxy ketone or with α-bromo ketone has been carried out under neat reaction condition at room temperature. Environmentally benign process furnishing moderate to excellent yields of the product and simple work-up giving pure products are special features of this reaction.

Pyrazine phosphorescent iridium complex, preparation method and application thereof

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Paragraph 0027, (2016/11/07)

The invention discloses a pyrazine phosphorescent iridium complex, a preparation method and an application thereof. The iridium complex is represented as the following chemical structure formula, wherein R1 is a C1-C6 alkyl group; and R2, R3, R4, R5, R6 a

Iodine-mediated oxidative annulation for one-pot synthesis of pyrazines and quinoxalines using a multipathway coupled domino strategy

Viswanadham, K. K. Durga Rao,Prathap Reddy, Muktapuram,Sathyanarayana, Pochampalli,Ravi, Owk,Kant, Ruchir,Bathula, Surendar Reddy

supporting information, p. 13517 - 13520 (2015/01/09)

An efficient iodine-mediated oxidative annulation of aryl acetylenes-arylethenes-aromatic ketones with 1,2-diamines for the synthesis of pyrazines and regioselective synthesis of quinoxalines is presented. A multipathway coupled domino approach has been developed for the one-pot synthesis of 1,4-diazines with high functional group compatibility.

γ-Maghemite-silica nanocomposite: A green catalyst for diverse aromatic N-heterocycles

Ghosh, Pranab,Mandal, Amitava,Subba, Raju

, p. 146 - 152 (2013/09/02)

γ-Maghemite-silica nanocomposite has been applied as a green catalyst to synthesize variety of aromatic N-heterocycles under solvent free conditions. Characterization was done by modern analytical tools (UV, IR, AAS, DSC, EDXRF, powdered XRD, EPR, Mo?ssbauer and TEM). Mild reaction conditions and recyclability have made the present protocol both environmentally and economically viable.

Latent enamine functionality of 5-methyl-2,3-dihydropyrazines

Ito, Shigeru,Hirano, Tomoya,Sugimoto, Akiko,Kagechika, Hiroyuki,Takechi, Shinji,Yamaguchi, Tadatoshi

experimental part, p. 922 - 927 (2010/08/20)

Tautomerization of methyl-substituted dihydropyrazine (DHP) derivatives to their latent enamine form was investigated theoretically and empirically. Among two types of hydrogen transfer model simulated by means of density functional theory calculation, a

Synthesis of tetrasubstituted pyrazines and pyrazine N-oxides

Jeong, Jae Uk,Dong, Xiaoyang,Rahman, Attiq,Marquis, Robert W.

scheme or table, p. 974 - 976 (2010/05/03)

An efficient synthesis of tetrasubstituted unsymmetrical pyrazines and their related pyrazine N-oxides has been developed from commercially available 2-chloro-3-methylpyrazine. The procedure and scope of these synthesis routes are described.

Highly efficient phosphorescent iridium (III) diazine complexes for OLEDs: Different photophysical property between iridium (III) pyrazine complex and iridium (III) pyrimidine complex

Ge, Guoping,He, Jing,Guo, Haiqing,Wang, Fuzhi,Zou, Dechun

experimental part, p. 3050 - 3057 (2009/12/08)

The synthesis and luminescence of four new iridium (III) diazine complexes (1-4) were investigated. HOMO and LUMO energy levels of the complexes were estimated according to the electrochemical performance and the UV-Vis absorption spectra, showing the pyr

ORGANOMETALLIC COMPLEX AND LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE AND ELECTRONIC DEVICE USING THE SAME

-

Page/Page column 73-74, (2010/11/27)

An organometallic complex having a structure represented by the general formula (G1) is synthesized and applied to a light-emitting element. In the formula, R1 represents either an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carb

Action du phenyllithium en serie pyrazine: Piegeage des intermediaires reactionnels par le benzoate de methyle

Mettey, Yvette,Vierfond, Jean-Michel

, p. 1051 - 1054 (2007/10/02)

The action of phenyllithium on pyrazine, 2-methyl pyrazine and acetonyl pyrazine gave mono- or di-addition products with azomethines bonds of pyrazine.The adducts can be condensed with methyl benzoate to give C or N condensed derivatives.No product with initial metalation of methyl or acetonyl groups was observed.

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