912771-38-1

Basic information

• Product Name: 2-(3-METHOXY-PHENYL)-PYRAZINE
• Synonyms: 2-(3-METHOXY-PHENYL)-PYRAZINE
• CAS NO: 912771-38-1
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.21
• Mol File: 912771-38-1.mol

Chemical Properties

• Boiling Point: 309.2°C at 760 mmHg
• Flash Point: 106.1°C
• Appearance: /
• Density: 1.127g/cm³
• Vapor Pressure: 0.00118mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: 2-(3-METHOXY-PHENYL)-PYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-METHOXY-PHENYL)-PYRAZINE(912771-38-1)
• EPA Substance Registry System: 2-(3-METHOXY-PHENYL)-PYRAZINE(912771-38-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 912771-38-1(Hazardous Substances Data)

Usage

Pyrazine derivative

A type of organic compound containing a six-membered ring with two nitrogen atoms in the 1,4 position This describes the basic structure of the compound, which is derived from pyrazine.

Phenyl group attached to the 2-position

A benzene ring connected to the pyrazine ring at the second carbon atom This detail specifies the location of the phenyl group on the pyrazine ring.

Methoxy group attached to the 3-position

An oxygen and a methyl group (-OCH3) connected to the pyrazine ring at the third carbon atom This detail specifies the location and type of the methoxy group on the pyrazine ring.

Flavoring agent

Commonly used in the food and beverage industry This property highlights the compound's application in adding flavor and aroma to various products.

Characteristic odor and taste

The reason for its use as a flavoring agent This describes the sensory properties of the compound that make it suitable for use in the food and beverage industry.

Use in perfumes and fragrances

Utilized in the manufacturing of scented products This property indicates another application of the compound, contributing to its aroma.

Pharmaceutical industry

Potential medicinal properties This suggests that the compound may have therapeutic uses or effects, making it of interest to the pharmaceutical sector.

InChI:InChI=1/C11H10N2O/c1-14-10-4-2-3-9(7-10)11-8-12-5-6-13-11/h2-8H,1H3

Upstream product

• 30882-41-8 pyrazine hydrochloride 
• 14508-49-7 2-chloropyrazin 
• 10365-98-7 3-methoxyphenylboronic acid 
• 768-70-7 1-ethynyl-3-methoxybenzene 
• 107-15-3 ethylenediamine 
• 290-37-9 1,4-pyrazine 
• 766-85-8 3-methoxy-1-iodobenzene 

Relevant articles and documents

Direct C-H photoarylation of diazines using aryldiazonium salts and visible-light

In this study, direct C-H photoarylation of pyrazine with aryldiazonium salts under visible-light irradiation (blue-LEDs) is described, and additional examples including photoarylations of pyrimidine and pyridazine are also covered. The corresponding aryl-diazines were prepared in yields up to 84% only by mixing and irradiating the reaction with no need for an additional photocatalyst. We demonstrate the efficacy of this protocol by the scope with electron-donor, -neutral, and -withdrawing groups attached at the ortho, meta, and para positions of the aryldiazonium salts; the results are better than those reported for ruthenium-complex mediated photoarylations. Additionally, we demonstrate the robustness of this methodology with a 5 mmol scaled-up experiment. Mechanistic studies were carried out giving support to the proposal of a photocatalyzed approach by an electron donor-acceptor (EDA) complex, also highlighting the crucial role that solvents play in the formation of the EDA complex. This journal is

NaH-mediated direct C-H arylation in the presence of 1,10-phenanthroline

Transition-metal-free coupling of haloarenes with unactivated arenes has been developed in the presence of NaH and 1,10-phenanthroline. Various haloarenes bearing methyl, methoxy, halogen (fluoride, chloride, and bromide), cyano, trifluoromethyl, ester, and amide groups can be cross-coupled with unactivated arenes, or heteroarenes in this reaction.

Graphene oxide-phenalenyl composite: transition metal-free recyclable and catalytic C-H functionalization

An efficient route towards a heterogeneous transition metal-free catalytic C-H functionalization using a covalently linked graphene oxide-phenalenyl conjugate is described herein (28 examples, which include a core of some biologically relevant biaryl and hetero-biaryls). It is an environmentally benign, economical and heterogeneous platform, whose catalytic activity can easily be regenerated through a simple washing-drying technique and the catalytic activity can be retained even after 10 cycles.

Synthesis of Chiral Piperazines via Hydrogenation of Pyrazines Activated by Alkyl Halides

A facile method has been developed for the synthesis of chiral piperazines through Ir-catalyzed hydrogenation of pyrazines activated by alkyl halides, giving a wide range of chiral piperazines including 3-substituted as well as 2,3- and 3,5-disubstituted

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

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.

Iron-catalyzed cross-coupling of electron-deficient heterocycles and quinone with organoboron species via innate C-H functionalization: Application in total synthesis of pyrazine alkaloid botryllazine A

Here, we report an iron-catalyzed cross-coupling reaction of electron-deficient heterocycles and quinone with organoboron species via innate C-H functionalization. Iron(II) acetylacetonate along with oxidant (K 2S2O8) and phase-transfer catalyst (TBAB) under open flask conditions efficiently catalyzed the cross-coupling of pyrazine with arylboronic acids and gave monoarylated products in good to excellent yields. Optimized conditions also worked for other heterocylces such as quinoxalines, pyridines, quinoline, and isoquinoline as well as quinones. In addition, we demonstrated as a first example its application for the synthesis of anticancer marine pyrazine alkaloid botryllazine A.

Potassium t-butoxide alone can promote the biaryl coupling of electron-deficient nitrogen heterocycles and haloarenes

(Chemical Equation Presented) The biaryl coupling of electron-deficient nitrogen heterocycles and haloarenes can be promoted by potassium t-butoxide alone, without the addition of any exogenous transition metal species. Electron-deficient nitrogen heterocycles such as pyridine, pyridazine, pyrimidine, pyrazine, and quinoxaline are arylated with haloarenes. Control experiments support a radical-based mechanism. Taking these findings into account, radical processes may be partially involved in the reported transition-metal-catalyzed arylation reactions employing t-butoxide bases and haloarenes under elevated temperatures or under microwave irradiation.