2-Methoxypyrazine

Base Information

• Chemical Name: 2-Methoxypyrazine
• CAS No.: 3149-28-8
• Molecular Formula: C5H6N2O
• Molecular Weight: 110.115
• Hs Code.: 29339990
• European Community (EC) Number: 221-579-8
• UNII: RYD35T7F4T
• DSSTox Substance ID: DTXSID4047676
• Nikkaji Number: J110.394F
• Wikidata: Q27288351
• Metabolomics Workbench ID: 45918
• ChEMBL ID: CHEMBL97794
• Mol file: 3149-28-8.mol

Synonyms:2-Methoxypyrazine;3149-28-8;Pyrazine, methoxy-;METHOXYPYRAZINE;2-Methoxy-pyrazine;2-Methoxy-1,4-diazine;Pyrazine, 2-methoxy-;FEMA No. 3302;EINECS 221-579-8;2-Methoxy pyrazine;UNII-RYD35T7F4T;RYD35T7F4T;Methoxy-Pyrazine;MONOMETHOXYPYRAZINE;2-Methoxypyrazine, 95%;CHEMBL97794;METHOXYPYRAZINE [FHFI];SCHEMBL391812;2-METHOXYPYRAZINE [FCC];DTXSID4047676;FEMA 3302;CHEBI:180127;MFCD00006126;STL451613;AKOS006222496;CS-W011278;HY-W010562;2-Methoxypyrazine, >=99%, FCC, FG;AC-16647;AS-18283;LS-179526;AM20070422;FT-0628315;M0798;EN300-156562;O10825;A820876;Q-200301;Q27288351

Chemical Property of 2-Methoxypyrazine

Chemical Property:

• Vapor Pressure: 4.24mmHg at 25°C
• Refractive Index: n20/D 1.509(lit.)
• Boiling Point: 153.6 °C at 760 mmHg
• PKA: 0.53±0.10(Predicted)
• Flash Point: 45.6 °C
• PSA: 35.01000
• Density: 1.102 g/cm³
• LogP: 0.48520
• Storage Temp.: Store below +30°C.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 110.048012819
• Heavy Atom Count: 8
• Complexity: 67.4

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxypyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-22-37/38-41
• Safety Statements: 16-26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=CN=C1
• Description: 2-methoxypyrazine is a kind of pyrazine derivative. It emits a kernels and cocoa-like aroma. It is a commonly used daily, food flavoring agent. It has many kinds of flavoring derivatives such as 3-Isobutyl-2-methoxypyrazine, 3-sec-butyl-2-methoxypyrazine, 3-alkyl-2-methoxypyrazines and 3-isopropyl-2-methoxypyrazine. There derivatives could be found in wine and many kinds of fruits such as berry and grapes. Methoxypyrazine has an odor threshold of 700 ppb in water. Methoxypyrazine may be prepared from 2-hydroxypyrazine by various routes.

Technology Process of 2-Methoxypyrazine

There total 6 articles about 2-Methoxypyrazine 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: 92.0%

2-chloropyrazin (14508-49-7) + sodium methylate (124-41-4) → 2-methoxypyrazine (3149-28-8)

Guidance literature:

In methanol; for 2h; Heating;

DOI:10.1055/s-1996-4303

Reference yield:

2-chloropyrazin (14508-49-7) + potassium methanolate (865-33-8) + (1s,5s)-5-hydroxymethyl-3,7-dioxa-1-azabicyclo[3.3.0]octane (6542-37-6) → 2-[((1s,5s)-3,7-dioxa-1-azabicyclo[3.3.0]oct-5-yl)methoxy]-pyrazine (870071-00-4) + 2-methoxypyrazine (3149-28-8)

Guidance literature:

In tetrahydrofuran; at 40 ℃; for 16h;

DOI:10.1016/j.tet.2006.05.031

Reference yield:

3-methoxypyrazine 1-oxide (23902-69-4) → 2-methoxypyrazine (3149-28-8) + 2-chloro-6-methoxypyrazine (33332-30-8) + 2-chloro-3-methoxypyrazine (40155-28-0)

Guidance literature:

With trichlorophosphate; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

upstream raw materials:

2-chloropyrazin

sodium methylate

3-methoxypyrazine 1-oxide

2-methoxypyrazine 1-oxide

Downstream raw materials:

2-methoxy-3-(3-methoxy-4-nitrophenyl)pyrazine

N-phenylpyrazin-2-ylamine

3-methoxypyrazine-2-carbaldehyde

1-(3-methoxy-1-trifluoromethanesulfonyl-1,2-dihydropyrazin-2-yl)cyclohexane-1-carboxylic acid

Refernces

• 1、 -. "Imidazo[1,2-a]pyridine-ylmethyl-derivatives and their use as flavoring agents". . . Retrieved 2015/03/03.
• 2、 Plé, Nelly,Turck, Alain,Couture, Karine,Quéguiner, Guy. "A new route to aminodiazines via metalation reaction. Synthesis of an aza analogue of Nevirapine: Diazines XV". . p. 838 - 842. Retrieved 2007/10/03.