77164-93-3

Basic information

• Product Name: 2-HYDROXYMETHYL-6-METHYLPYRAZINE
• Synonyms: 2-HYDROXYMETHYL-6-METHYLPYRAZINE;(6-Methylpyrazin-2-yl)Methanol;(6-Methylpyrazin-2-yl)
• CAS NO: 77164-93-3
• Molecular Formula: C₆H₈N₂O
• Molecular Weight: 124.14
• Mol File: 77164-93-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-HYDROXYMETHYL-6-METHYLPYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXYMETHYL-6-METHYLPYRAZINE(77164-93-3)
• EPA Substance Registry System: 2-HYDROXYMETHYL-6-METHYLPYRAZINE(77164-93-3)

Safety Data

• Hazardous Substances Data: 77164-93-3(Hazardous Substances Data)

Usage

General Description

2-Hydroxymethyl-6-methylpyrazine, also known as 6-Methyl-2-hydroxymethylpyrazine, is a chemical compound with a molecular formula C6H8N2O. It is commonly used in the flavor and fragrance industry, adding a roasted, cocoa, nutty, and coffee-like aroma to various products. It is often used in food and beverages to enhance the flavor and aroma of coffee, chocolate, nuts, and grilled foods. It is also found in natural sources such as roasted coffee, roasted peanuts, roasted sesame seeds, and bread crusts. 2-Hydroxymethyl-6-methylpyrazine is an important ingredient in the creation of complex and layered flavors in various products.

Upstream product

• 78-90-0 1,2-diaminopropan 
• 56-81-5 glycerol 

Downstream Products

• 116758-01-1 6-methylpyrazine-2-carbaldehyde 

Relevant articles and documents

CuCr2O4 derived by the sol-gel method as a highly active and selective catalyst for the conversion of glycerol to 2,6-dimethylpyrazine: A benign and eco-friendly process

Vapour phase dehydrocyclization of crude glycerol in conjunction with 1,2-propanediamine (1,2-PDA) was examined over CuCr2O4 obtained by different preparation methods. A high proportion of copper species interacted with Cr2O3 in CuCr2O4 derived from the sol-gel route with a low ratio of Cu2+/Cu0 demonstrating higher dehydrocyclization activity and 2,6-dimethylpyrazine (2,6-DMP) selectivity. X-ray photoelectron spectroscopy analysis of the reduced CuCr2O4 revealed a lower fraction of ionic Cu and a high percentage of metallic Cu in the near surface region. The HCOOH and pyridine adsorbed DRIFT spectra of CuCr2O4 revealed that strong basic and moderate Lewis acid sites are responsible for the selective formation of 2,6-dimethylpyrazine which is consistent with the catalyst poisoning studies on CuCr2O4 co-feeding with pyridine as both Br?nsted and Lewis acid site blocker and 2,6-lutidine as a selective Br?nsted acid site blocker during the dehydrocyclization reaction. The presence of isolated CuO and Cr2O3 species led to a high selectivity for 2,6-dimethylpiperazine. The high intrinsic activity of CuCrsol-gel was also concomitant with the Cu metal surface areas of the catalysts. The fresh, reduced and some of the used catalysts are characterized by BET-surface area, powder XRD, FTIR, XPS, TEM, H2-TPR, TPD of NH3, pyridine, 2,6-dimethylpyridine and HCOOH adsorbed DRIFT spectroscopy.

Synthesis of pyrazinyl compounds from glycerol and 1,2-propanediamine over Cu-TiO2 catalysts supported on γ-Al2O3

Cu-TiO2 catalysts supported on γ-Al2O 3 are prepared and used in glycerol cyclization with 1,2-propanediamine to produce pyrazinyl compounds including 6-hydroxymethyl-2- methylpyrazine, 5-hydroxymethyl-2-methylpyrazine, 2,6-dimethylpyrazine and 2,5-dimethylpyrazine in a fixed-bed system. It is found that glycerol cylclization with 1,2-propanediamine gave a high total yield of pyrazinyl compounds (>80%) over Cu-TiO2/γ-Al2O3 catalyst, and cyclization was through the reactions between activated 1,2-propanediamine and the intermediates from glycerol dehydration and oxidation. In addition, the regioselectivity of the pyrazinyl compounds was mainly controlled by the steric hindrance of the substrates during the cyclization process.