29444-46-0

Basic information

• Product Name: 2-methyl-6-propylpyrazine
• Synonyms: 2-methyl-6-propylpyrazine
• CAS NO: 29444-46-0
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.19428
• EINECS: 249-631-5
• Mol File: 29444-46-0.mol

Chemical Properties

• Boiling Point: 191.8°C at 760 mmHg
• Flash Point: 72.4°C
• Appearance: /
• Density: 0.962g/cm³
• Vapor Pressure: 0.703mmHg at 25°C
• Refractive Index: 1.497
• CAS DataBase Reference: 2-methyl-6-propylpyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-6-propylpyrazine(29444-46-0)
• EPA Substance Registry System: 2-methyl-6-propylpyrazine(29444-46-0)

Safety Data

• Hazardous Substances Data: 29444-46-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H12N2/c1-3-4-8-6-9-5-7(2)10-8/h5-6H,3-4H2,1-2H3

Upstream product

• 108-50-9 2,6-dimethylpyrazine 
• 75-03-6 ethyl iodide 
• 55138-58-4 1-(6-methyl-2-pyrazinyl)-2-propanone 

Relevant articles and documents

Supersonic jet studies of alkyl-substituted pyrazines and pyridines. Minimum energy conformations and torsional motion

Conformational reference for methyl-, ethyl-, propyl-, and isoproply-substituted pyrazines and pyridines are determined by mass resolved excitation spectroscopy (MRES) and MOPAC 5/PM3 semiempirical calculations. The results of these studies suggest that the conformational behavior of alkyl-substituted pyrazines and pyridines is different from that of alkyl-subtituted benzenes. Based on the experimental and semiempirical theoretical results reported herein and published ab initio calculations, this difference can be attributed to a stabilizing interaction between an α-hydrogen atom of alkyl subsituted and the adjacent lone pair nonbonding electrons on the ring nitrogen atom.

The Wolff-Kishner Reduction of 2-Acetonyl Pyrazines and Pyridines. A Novel Rearrangement

Wolff-Kishner reduction of 1-(6-methylpyrazin-2-yl)-2-propanone leads to the formation of 2-isopropyl-6-methylpyrazine (2a), in addition to the expected 6-methyl-2-n-propylpyrazine.The by-product 2a is suggested to arise via a spirocyclopropylidene aza-anion, which serves as a conduit between the initial less-stable secondary 1-(2-pyrazinyl)-2-propyl carbanion and the more stable primary 2-(2-pyrazinyl)-1-propyl carbanion.Similar results were observed for the 1-(3-methylpyrazin-2-yl) and 1-(6-methylpyridin-2-yl)-2-propanones.The extent of by-product formation diminished in the pyridine ring system.Electrophilic activation of the ring appears essential since the benzene ring analog phenylacetone gave no detectable cumene under identical reaction conditions.