2-Isopropyl-5-methylpyrazine

Base Information

• Chemical Name: 2-Isopropyl-5-methylpyrazine
• CAS No.: 13925-05-8
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.197
• UNII: 818RIW504V
• DSSTox Substance ID: DTXSID7065677
• Nikkaji Number: J101.205C
• Wikidata: Q27269228
• Metabolomics Workbench ID: 47640
• Mol file: 13925-05-8.mol

Synonyms:2-Isopropyl-5-methylpyrazine;13925-05-8;2-Methyl-5-(1-methylethyl)pyrazine;Pyrazine, 2-methyl-5-(1-methylethyl)-;2-methyl-5-propan-2-ylpyrazine;2-Methyl-5-isopropylpyrazine;5-Isopropyl-2-methylpyrazine;2-methyl-5-isopropyl pyrazine;Pyrazine, 2-isopropyl-5-methyl-;FEMA No. 3554;UNII-818RIW504V;818RIW504V;2-methyl-5-(propan-2-yl)pyrazine;2-Methyl-5-i-propylpyrazin;SCHEMBL179362;2-isopropyl-5-methyl-pyrazine;DTXSID7065677;FEMA 3554;CHEBI:193643;2-Methyl-5-(1-methylethyl)-Pyrazine;AKOS006326657;AS-59519;2-Methyl-5-(1-methylethyl)pyrazine, 9CI;5-ISOPROPYL-2-METHYLPYRAZINE [FHFI];CS-0059950;FT-0746024;W18369;A922235;Q27269228

Chemical Property of 2-Isopropyl-5-methylpyrazine

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.85mmHg at 25°C
• Refractive Index: 1.494
• Boiling Point: 187.9 °C at 760 mmHg
• PKA: 1.85±0.10(Predicted)
• Flash Point: 70.7 °C
• Density: 0.957 g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.100048391
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

2-Isopropyl-5-methylpyrazine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=N1)C(C)C

Technology Process of 2-Isopropyl-5-methylpyrazine

There total 5 articles about 2-Isopropyl-5-methylpyrazine 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: 55.0%

2-methyl-5-isopropylpyrazine 1-oxide (116513-24-7) → 2-methyl-5-isopropylpyrazine (13925-05-8)

Guidance literature:

With phosphorus trichloride;

DOI:10.3987/COM-87-4389

Reference yield:

2-Methylpyrazine (109-08-0) + acetone (67-64-1) → 2-methyl-6-isopropylpyrazine (24541-74-0) + 2-methyl-5-isopropylpyrazine (13925-05-8)

Guidance literature:

With sodium; In diethyl ether;

DOI:10.1021/ja00039a044

Reference yield:

2-chloro-3-isopropyl-6-methylpyrazine (116513-20-3) → 2-methyl-5-isopropylpyrazine (13925-05-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / K₂S₂O₈

2: 87 percent / HCOONa, Pd(PPh₃)4

3: 55 percent / PCl₃

With dipotassium peroxodisulfate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium formate; phosphorus trichloride;

DOI:10.3987/COM-87-4389

upstream raw materials:

2-Methylpyrazine

acetone

2-methyl-5-isopropylpyrazine 1-oxide

2-chloro-3-isopropyl-6-methylpyrazine

Refernces

• 1、 Ohta, Akihiro,Aoyagi, Yutaka,Kurihara, Yohko,Kojima, Akihiko,Yuasa, Kayo,Shimazaki, Makoto. "SYNTHESIS OF ARGVALIN AND ITS RELATED COMPOUND". . p. 437 - 444. Retrieved 2007/10/02.