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Merck
CN

W511609

2-Methylquinoxaline

≥97%

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About This Item

Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
7251-61-8
Molecular Weight:
144.17
NACRES:
NA.21
Flavis number:
14.139
PubChem Substance ID:
24902061
UNSPSC Code:
12164502
EC Number:
230-664-9
MDL number:
MFCD00006727
Beilstein/REAXYS Number:
113307
Organoleptic:
coffee; nutty; roasted
Biological source:
synthetic
Food allergen:
no known allergens

Key Documents

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Product Name

2-Methylquinoxaline, ≥97%

InChI

1S/C9H8N2/c1-7-6-10-8-4-2-3-5-9(8)11-7/h2-6H,1H3

InChI key

ALHUXMDEZNLFTA-UHFFFAOYSA-N

SMILES string

Cc1cnc2ccccc2n1

biological source

synthetic

assay

≥97%

refractive index

n20/D 1.613 (lit.)

bp

245-247 °C (lit.)

density

1.118 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

coffee; nutty; roasted

Quality Level

300

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Disclaimer

For R&D or non-EU Food use. Not for retail sale.

General description

2-Methylquinoxaline is a heterocyclic compound used in roasted and meat flavoring. It is one of the volatile compounds formed during the thermal reaction between L-cysteine and dihydroxyacetone in glycerine.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ0582
SHBP4906
STBK2148
STBJ7463
STBJ3977

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Rowe DJ
Chemistry and Technology of Flavors and Fragrances., 110-110 (2004)
F W Chaplen et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(10), 5533-5538 (1998-05-20)
Methylglyoxal is an alpha-ketoaldehyde and dicarbonyl formed in cells as a side product of normal metabolism. Endogenously produced dicarbonyls, such as methylglyoxal, are involved in numerous pathogenic processes in vivo, including carcinogenesis and advanced glycation end-product formation; advanced glycation end-products
Volatile Products Formed from L-Cysteine and Dihydroxyacetone Thermally Treated in Different Solvents.
Okumura J, et al.
Agricultural and Biological Chemistry, 54(7), 1631-1638 (1990)
Determination of methylglyoxal as 2-methylquinoxaline by high-performance liquid chromatography and its application to biological samples.
S Ohmori et al.
Journal of chromatography, 414(1), 149-155 (1987-02-20)
Methylglyoxal assay in cells as 2-methylquinoxaline using 1,2-diaminobenzene as derivatizing reagent.
C Cordeiro et al.
Analytical biochemistry, 234(2), 221-224 (1996-02-15)
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