2-Chloropyrazine

Base Information

• Chemical Name: 2-Chloropyrazine
• CAS No.: 14508-49-7
• Molecular Formula: C4H3ClN2
• Molecular Weight: 114.534
• Hs Code.: 29339990
• European Community (EC) Number: 238-517-0
• DSSTox Substance ID: DTXSID0065779
• Nikkaji Number: J151.517I
• Wikidata: Q27167194
• ChEMBL ID: CHEMBL1741693
• Mol file: 14508-49-7.mol

Synonyms:Pyrazine,chloro- (6CI,7CI,8CI,9CI);Pyrazine,2-chloro-;Chloropyrazine;Pyrazin-2-ylchloride;

Chemical Property of 2-Chloropyrazine

Chemical Property:

• Appearance/Colour: clear colorless to yellowish liquid
• Vapor Pressure: 3.92mmHg at 25°C
• Melting Point: 153～154℃
• Refractive Index: n20/D 1.539(lit.)
• Boiling Point: 155.3 °C at 760 mmHg
• PKA: -1.10±0.10(Predicted)
• Flash Point: 57 °C
• PSA: 25.78000
• Density: 1.303 g/cm³
• LogP: 1.13000
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in Methanol
• Water Solubility.: INSOLUBLE
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 113.9984758
• Heavy Atom Count: 7
• Complexity: 57.7

Purity/Quality:

99% ^*data from raw suppliers

2-Chloropyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN=C(C=N1)Cl
• Uses: 2-Chloropyrazine is used in cardiotonic, in biological, drug, flavoring and perfumery industry.

Technology Process of 2-Chloropyrazine

There total 25 articles about 2-Chloropyrazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.4%

2-hydroxypyrazine sodium salt (24387-68-6) → 2-chloropyrazin (14508-49-7)

Guidance literature:

With thionyl chloride; N-ethyl-N,N-diisopropylamine; In chloroform; at 65 ℃; for 2h; Reagent/catalyst;

Reference yield: 89.0%

pyrazin-2-ol (6270-63-9) → 2-chloropyrazin (14508-49-7)

Guidance literature:

With dmap; thionyl chloride; bis(trichloromethyl) carbonate; for 10.5h; Reflux; Green chemistry;

DOI:10.1021/acs.oprd.9b00407

Reference yield: 75.0%

2-pyrazylcarboxylic acid (98-97-5) → 2-chloropyrazin (14508-49-7)

Guidance literature:

With thionyl chloride; In pyridine; para-tert-butylphenol; benzene;

upstream raw materials:

1,4-pyrazine

pyrazin-2(1H)-one

1H-imidazole

chloroform

Downstream raw materials:

1-(pyrazin-2-yl)piperazine

2-methoxypyrazine

2-ethoxypyrazine

(Pyrazine-2-yloxy)benzene

Refernces

Efficient one-pot synthesis of diphenyl(pyrazin-2-yl)phosphine and its Ag^I, Au^I and Pt^II complexes

10.1016/j.mencom.2020.05.014

The research focuses on the development of an efficient one-pot synthesis method for diphenyl(pyrazin-2-yl)phosphine, a ligand of interest for its potential use in molecular complexes and coordination polymers due to its catalytic performance, luminescent properties, biological activity, and magnetic features. The synthesis involves the reaction of 2-chloropyrazine with lithium diphenylphosphide (Ph2PLi), which is generated in situ from triphenylphosphine (Ph3P) and metallic lithium in THF. The process also includes the quenching of by-produced PhLi with Me3SiCl. The resulting diphenyl(pyrazin-2-yl)phosphine was then used to form complexes with Ag, Au, and Pt centers, revealing a P-monodentate ligation pattern in the synthesized complexes: [Ag4Cl4(1)4], [Au(1)Cl], and cis-[Pt(1)2Cl2]. The study contributes to the coordination chemistry of P,N-ligands and the synthesis of organophosphorus compounds, providing a new potential pre-catalysts and luminescent materials.

2-Pyrazinyl-2-arylalkanenitriles

10.1021/je00050a031

The research focuses on the synthesis of new 2-alkyl-2-(3,4-dialkylphenyl)-2-pyrazolineacetonitriles, which are potential herbicides and have been reported to possess sedative and anticonvulsive activity. The study presents a simple and efficient two-step sequence for preparing these compounds from readily available starting materials, with yields ranging from 70-90%, which is an improvement over previous methods that yielded lower results. The chemicals used in the process include 2-substituted acetonitriles, 2-chloropyrazine, dimethyl sulfoxide (DMSO), sodium hydroxide (NaOH), various alkyl halides, pyridine, acetic anhydride, and several solvents such as methanol, ethanol, and chloroform.