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:

2-methoxypyrazine

2-ethoxypyrazine

(Pyrazine-2-yloxy)benzene

3-amino-benzenesulfonic acid pyrazin-2-ylamide

Refernces

• 1、 Busby et al.. "-". . p. 1344. Retrieved 1969.
• 2、 Konakahara,Takagi. "-". . p. 2734,2738, 2739. Retrieved 1977.
• 3、 Wang, Jian,Li, Yan-Hui,Pan, Song-Cheng,Li, Ming-Fang,Du, Wenting,Yin, Hong,Li, Jing-Hua. "Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis". supporting information. p. 146 - 153. Retrieved 2020/03/10.
• 4、 -. "SUBSTITUTED ARYLPYRAZINES". . . Retrieved 2008/06/13.