94777-52-3

Basic information

• Product Name: Pyrazinemethanol, alpha-methyl- (9CI)
• Synonyms: Pyrazinemethanol, alpha-methyl- (9CI);1-(2-Pyrazinyl)-1-ethanol;2-(1-Hydroxyethyl)pyrazine;alpha-Methylpyrazinemethanol;1-(pyrazin-2-yl)ethan-1-ol
• CAS NO: 94777-52-3
• Molecular Formula: C₆H₈N₂O
• Molecular Weight: 124.14052
• Product Categories: ACETYLGROUP
• Mol File: 94777-52-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 234℃
• Flash Point: 96℃
• Appearance: /
• Density: 1.160
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Pyrazinemethanol, alpha-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrazinemethanol, alpha-methyl- (9CI)(94777-52-3)
• EPA Substance Registry System: Pyrazinemethanol, alpha-methyl- (9CI)(94777-52-3)

Safety Data

• Hazardous Substances Data: 94777-52-3(Hazardous Substances Data)

Usage

General Description

Pyrazinemethanol, alpha-methyl- (9CI) is a chemical compound with the molecular formula C6H8N2O. It is a colorless liquid at room temperature and is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Pyrazinemethanol, alpha-methyl- (9CI) is known for its potential as a versatile building block for organic compounds and can be used in the production of various functional materials. It is also a key ingredient in the manufacturing of flavorings and fragrances. While it is not widely known for its specific applications, pyrazinemethanol, alpha-methyl- (9CI) is an important and versatile chemical in the field of organic chemistry.

Upstream product

• 13925-00-3 2-ethylpyrazine 
• 22047-25-2 acetylpyrazine 

Downstream Products

• 1201762-95-9 C₆H₁₀N₃O⁽¹⁺⁾*C₉H₁₁O₃S^(1-) 
• 1201763-04-3 C₆H₁₀N₃O⁽¹⁺⁾*C₉H₁₁O₃S^(1-) 
• 5049-61-6 2-Aminopyrazine 

Relevant articles and documents

Carboxamide carbonyl-ruthenium(ii) complexes: detailed structural and mechanistic studies in the transfer hydrogenation of ketones

Reactions of N-(benzo[d]thiazol-2-yl)pyrazine-2-carboxamide (HL1) and N-(1H-benzo[d]imidazol-2-yl)pyrazine-2-carboxamide (HL2) ligands with Ru(PPh3)3ClH(CO) and Ru(PPh3)3(CO)2H2 precursors afforded the respective organo-carboxamide ruthenium(ii) complexes [Ru(II)(CO)Cl(PPh3)2L1] (Ru1), [Ru(II)(CO)H(PPh3)2L1] (Ru2), [Ru(II)(CO)Cl(PPh3)2L2] (Ru3), and [Ru(II)(CO)H(PPh3)2L2] (Ru4). The Ru(ii) complexes were characterised by NMR, FT-IR spectroscopies, mass spectrometry, micro-analyses, and single X-ray crystallography. The solid-state structures of complexes Ru1, Ru2, and Ru4 confirm distorted octahedral geometries around the Ru(ii) atoms, containing one bidentate anionic carboxamidate ligand and four auxiliary ligands (PPh3/CO/H/Cl). All the complexes (Ru1-Ru4) displayed moderate catalytic activities in the transfer hydrogenation of a broad spectrum of ketones, giving a maximum turnover number (TON) of 990 within 6 h. The catalytic activities of the Ru(ii) complexes were dependent on both the carboxamidate and auxiliary ligands. 31P{1H) NMR spectroscopy studies aided in proposing a monohydride pathway for the transfer hydrogenation reaction of ketones.

Dearomatization and Functionalization of Terpyridine Ligands Leading to Unprecedented Zwitterionic Meisenheimer Aluminum Complexes and Their Use in Catalytic Hydroboration

This paper reports the first example of dearomatization of ubiquitous terpyridine (tpy) ligands via 2′/6′-, 3′/5′-, or 4′-selective alkylation of the central pyridine ring. The reaction is mediated by the most abundant metal in the Earth's crust, aluminum (Al), and depending on the conditions employed, exhibits ionic or radical character as suggested by experimental and computational analysis. In the latter case, intermediate formation of an AlIII complex supported by π-radical monoanionic ligand (tpy?)1- is apparent. The 3′/5′-alkylation leads to unprecedented zwitterionic Meisenheimer AlIII complexes, which were identified as efficient precatalysts for the selective hydroboration of C=O and C-C functionalities. Turnover numbers (TONs) up to ～1000 place the corresponding complexes in the category of the most efficient Al catalysts reported to date for the title reaction. The acquired data suggest that aluminum monohydrides, or more likely dihydrides, could be relevant catalytic species. Alternatively, one can also imagine a mechanistic scenario in which the dearomatized "chemically noninnocent" ligand acts as hydride donor, and a detailed investigation of this is warranted in the future.

Structural, kinetics and mechanistic studies of transfer hydrogenation of ketones catalyzed by chiral (pyridyl)imine nickel(ii) complexes

The chiral synthons (S-)-1-phenyl-N-(pyridine-2-yl)ethylidine)ethanamine (L1), (R-)-1phenyl-N-(pyridine-2-yl)ethylidine))ethanamine (L2) (S)-1-phenyl-N-(pyridine-2-yl methylene) ethanamine (L3), and (R)-1-phenyl-N-(pyridine-2-yl methylene) ethanamine (L4) were synthesized in good yields. Treatments of L1-L4 with NiBr2(DME) and NiCl2 precursor afforded dinuclear complexes [Ni2(L1)4-μ-Br2]NiBr4 (Ni1), [Ni2(L2)4-μ-Br2]NiBr4 (Ni2), [Ni2(L3)4-μBr2]Br2 (Ni3), [Ni2(L4)4-μ-Br2]NiBr4 (Ni4) and [Ni(L4)2Cl2] (Ni5). The identities of the compounds were established using NMR, FT-IR and EPR spectroscopy, mass spectrometry, magnetic moments, elemental analysis and single crystal X-ray crystallography. The dinuclear dibromide nickel complexes dissociate into mononuclear species in the presence of strongly coordinating solvents. Compounds Ni1-Ni5 displayed moderate catalytic activities in the asymmetric transfer hydrogenation (ATH) of ketones, but with low enantiomeric excess (ee%). Both mercury and substoichiometric poisoning tests pointed to the homogeneous nature of the active species with the partial formation of catalytically active Ni(0) nanoparticles. Low resolution mass spectrometry analyses of the intermediates supported a dihydride mechanistic pathway for the transfer of hydrogenation reactions.