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W327204

Sigma-Aldrich

2,5-Dimethylpyrazine

≥98%, FG

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Synonym(s):
Ketine
Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
123-32-0
Molecular Weight:
108.14
FEMA Number:
3272
Beilstein:
107052
EC Number:
204-618-3
Council of Europe no.:
2210
MDL number:
MFCD00006147
UNSPSC Code:
12164502
PubChem Substance ID:
24901599
Flavis number:
14.020
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

Assay

≥98%

refractive index

n20/D 1.502 (lit.)

bp

155 °C (lit.)

density

0.99 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

cocoa; nutty; woody; earthy

SMILES string

Cc1cnc(C)cn1

InChI

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

InChI key

LCZUOKDVTBMCMX-UHFFFAOYSA-N

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General description

2,5-Dimethylpyrazine is a pyrazine compound that is mainly formed in food products such as cooked rice or roasted peanuts due to the Maillard reaction between sugars and proteins during cooking or roasting process.

Application


  • Engineering Escherichia coli for high-yielding 2,5-Dimethylpyrazine synthesis from L-Threonine by reconstructing metabolic pathways and enhancing cofactors regeneration.: This study details the genetic engineering of *E. coli* to enhance the production of 2,5-Dimethylpyrazine from L-Threonine. By reconstructing metabolic pathways and improving cofactor regeneration, the researchers achieved higher yields, presenting a significant advancement for industrial bioproduction of this compound (Liu et al., 2024).

  • Pyrazines Biosynthesis by Bacillus Strains Isolated from Natto Fermented Soybean.: This research explores the natural biosynthesis of pyrazines, including 2,5-Dimethylpyrazine, by *Bacillus* strains isolated from natto. The findings contribute to understanding the microbial production of flavor compounds and their potential applications in food biotechnology (Klosowski et al., 2021).

Other Notes

remainder 2,6-dimethylpyrazine

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Flavor components of roasted peanuts. Some low molecular weight pyrazines and pyrrole.
Mason ME, et al.
Journal of Agricultural and Food Chemistry, 14(5), 454-460 (1966)
David C Robacker et al.
Journal of chemical ecology, 35(5), 601-609 (2009-05-12)
Emissions from sexually active Anastrepha serpentina males were collected by solid-phase microextraction. Calling behavior of wild-type males showed no clear peak during the day, except that it was evident less frequently immediately after daybreak and just before dark. Calling by
W Ma et al.
Biology of reproduction, 59(6), 1317-1320 (1998-11-26)
Mature female mice, grouped in the absence of a male stimulus, exhibit a suppressed estrous cycle (the so-called Lee-Boot effect). We have designed a series of experiments to elucidate the involvement of the adrenal gland in this phenomenon. Our initial
Roger N Thompson et al.
Chemical senses, 29(9), 749-754 (2004-12-03)
Social behaviors of most mammals are affected by chemical signals, pheromones, exchanged between conspecifics. Previous experiments have shown that behavioral responses to the same pheromone differ depending on the sex and endocrine status of the respondent. Although the exact mechanism
Katharina Mamasuew et al.
Chemical senses, 36(3), 271-282 (2010-12-15)
Based on a variety of recent findings, the Grueneberg ganglion (GG) in the vestibule of the nasal cavity is considered as an olfactory compartment. However, defined chemical substances that activate GG neurons have not been identified. In this study, the
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Protocols

GC Analysis of Pyrazines in Peanut Butter

Separation of various pyrazines and sulfur compounds including carbon disulfide and dimethyl disulfide.

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