2,6-Dimethyl pyrazine

Available forms:pale yellow low melting crystalline solid

pd_proNo:540915-cba64b22-037f-4934-bf79-68cf77aee185

pd_productuse:

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Detailed introduction

Manufacturer Supply Best Quality 2,6-Dimethyl pyrazine 108-50-9 with Efficient Transportation

  • Molecular Formula:C6H8N2
  • Molecular Weight:108.143
  • Appearance/Colour:pale yellow low melting crystalline solid 
  • Vapor Pressure:3.87mmHg at 25°C 
  • Melting Point:35-40 °C(lit.) 
  • Refractive Index:1.5000 
  • Boiling Point:155.6 °C at 760 mmHg 
  • PKA:2.49±0.10(Predicted) 
  • Flash Point:52.8 °C 
  • PSA：25.78000 
  • Density:0.997 g/cm3 
  • LogP:1.09340 

2,6-Dimethylpyrazine(Cas 108-50-9) Usage

Reference

Glovanni Fenaroli, Fenaroli's Handbook of Flavor Ingredients, 1975, ISBN 0-87819-533-5

Preparation

By condensation of 1,2-diaminopropane, followed by column chromatography to separate the 2,6-methylpyrazine from the 2,5-dimethylpyrazine.

General Description

2,6-Dimethylpyrazine is a pyrazine derivative that can be synthesized through catalytic processes, such as the cyclization of glycerol with amines over Cu-TiO2/γ-Al2O3 catalysts, where it forms alongside other alkylpyrazines. It also participates in photochemical isomerization reactions, where it interconverts with other dimethylpyrazines and dimethylpyrimidines under vapor-phase irradiation, demonstrating its role in photochemical tetrad transformations. Additionally, it is a component in aroma-forming mixtures produced via Maillard-type reactions in glycerol-based systems, highlighting its relevance in food flavor chemistry.

Aroma threshold values

Detection: 400 to 1500 ppb. Aroma characteristics at 1.0%: musty, cocoa powdery, tobacco, dry leaf tea, earthy mushroom cap and potato-like, meaty, roasted peanut shell, and coffee.

Taste threshold values

Taste characteristics at 5.0 ppm: musty and earthy, nutty peanut shell, cocoa powdery, earthy coffee, yeasty, woody, milk roasted peanut.

InChI:InChI=1/C6H8N2/c1-5-3-7-4-6(2)8-5/h3-4H,1-2H3

108-50-9 Relevant articles

The effects of thermal treatment of ZnO–ZnCr2O4 catalyst on the particle size and product selectivity in dehydrocyclization of crude glycerol and ethylenediamine

Sarkari, Reema,Krishna, Vankudoth,Sudhakar, Medak,Rao, Tumula Venkateshwar,Padmasri, Aytam Hari,Srinivas, Darbha,Venugopal, Akula

, (2016)

The ZnO–ZnCr2O4 (Zn–Cr–O) sample obtaine...

Vapor phase phototransposition chemistry of dimethylpyrazines and dimethylpyrimidines

Pavlik, James W.,Vongakorn, Tharinee,Kebede, Naod

, p. 216 - 228 (2017)

Based on their phototransposition chemis...

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

Li, Xue,Xu, Cheng-Hua,Liu, Chuan-Qi,Chen, Yu,Liu, Jian-Ying

, p. 751 - 754 (2013)

Cu-TiO2 catalysts supported on γ-Al2O 3 ...

EFFECT OF TIME AND TEMPERATURE ON THE PREPARATION OF PYRAZINES IN MODEL REACTIONS OF THE SYNTHESIS OF AROMA-FORMING SUBSTANCES

Misharina, T. A.,Golovnya, R. V.,Yakovleva, V. N.

, p. 1258 - 1263 (1992)

The qualitative and quantitative composi...

-

Tsuchiya et al.

, p. 250 (1976)

-

-

Flament,Ohloff

, p. 1911 (1971)

-

Regioselective Synthesis of Alkylpyrazines

Buechi, George,Galindo, Jose

, p. 2605 - 2606 (1991)

A new, regioselective synthesis of alkyl...

Mechanisms of Formation of Alkylpyrazines in the Maillard Reaction

Amrani-Hemaimi, Miriam,Cerny, Christoph,Fay, Laurent B.

, p. 2818 - 2822 (1995)

The formation of alkylpyrazines was inve...

Comparison of pyrazines formation in methionine/glucose and corresponding Amadori rearrangement product model

Cui, Heping,Deng, Shibin,Hayat, Khizar,Ho, Chi-Tang,Zhai, Yun,Zhang, Qiang,Zhang, Xiaoming

, (2022/03/07)

The generation of pyrazines in a binary ...

Acceptorless Dehydrogenative Coupling Using Ammonia: Direct Synthesis of N-Heteroaromatics from Diols Catalyzed by Ruthenium

Daw, Prosenjit,Ben-David, Yehoshoa,Milstein, David

supporting information, p. 11931 - 11934 (2018/09/27)

The synthesis of N-heteroaromatic compou...

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

Vankudoth, Krishna,Gutta, Naresh,Velisoju, Vijay Kumar,Mutyala, Suresh,Aytam, Hari Padmasri,Akula, Venugopal

, p. 3399 - 3407 (2017/08/16)

Vapour phase dehydrocyclization of crude...

The role of Lewis acid-base pair sites in ZnO-ZnCr2O4 catalysts for cyclization: Via dehydrogenative condensation of crude glycerol and 1,2-propanediamine for the synthesis of 2,6-dimethylpyrazine

Vankudoth, Krishna,Padmasri, A. Hari,Sarkari, Reema,Velisoju, Vijay Kumar,Gutta, Naresh,Sathu, Naveen Kumar,Rohita,Akula, Venugopal

supporting information, p. 9875 - 9883 (2017/09/18)

Nano-crystalline mixed oxides of ZnO-ZnC...

108-50-9 Process route

D-glucose
50-99-7

D-glucose

H-Lys-Lys-OH hydrochloride
134276-45-2

H-Lys-Lys-OH hydrochloride

1,4-pyrazine
290-37-9

1,4-pyrazine

2-Methylpyrazine
109-08-0

2-Methylpyrazine

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

2,3-dimethylpyrazine
5910-89-4

2,3-dimethylpyrazine

2-ethyl-3,6-dimethylpyrazine
13360-65-1

2-ethyl-3,6-dimethylpyrazine

2,6-dimethylpyrazine
108-50-9

2,6-dimethylpyrazine

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

3-ethenyl-2,5-dimethylpyrazine
80935-98-4

3-ethenyl-2,5-dimethylpyrazine

2-ethyl-6-methylpyrazine
13925-03-6

2-ethyl-6-methylpyrazine

Conditions
Conditions Yield
In water; at 130 ℃; for 2h; pH=8;
H-Lys-Lys-OH hydrochloride
134276-45-2

H-Lys-Lys-OH hydrochloride

2-oxopropanal
78-98-8

2-oxopropanal

2-Methylpyrazine
109-08-0

2-Methylpyrazine

2,5-dimethyl-pyrazine
123-32-0

2,5-dimethyl-pyrazine

2,3-dimethylpyrazine
5910-89-4

2,3-dimethylpyrazine

2-ethyl-3,6-dimethylpyrazine
13360-65-1

2-ethyl-3,6-dimethylpyrazine

2,6-dimethylpyrazine
108-50-9

2,6-dimethylpyrazine

3,5-dimethyl-2-(Z-1-propenyl)-pyrazine
55138-74-4

3,5-dimethyl-2-(Z-1-propenyl)-pyrazine

2,3,5-trimethylpyrazine
14667-55-1

2,3,5-trimethylpyrazine

3-ethenyl-2,5-dimethylpyrazine
80935-98-4

3-ethenyl-2,5-dimethylpyrazine

2-ethyl-3,5-dimethylpyrazine
13925-07-0

2-ethyl-3,5-dimethylpyrazine

5-ethyl-2,3-dimethylpyrazine
15707-34-3

5-ethyl-2,3-dimethylpyrazine

Conditions
Conditions Yield
In water; at 130 ℃; for 2h; pH=8;

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