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W511609

Sigma-Aldrich

2-Methylquinoxaline

≥97%

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Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
Molecular Weight:
144.17
Beilstein/REAXYS Number:
113307
EC Number:
MDL number:
PubChem Substance ID:
Flavis number:
14.139

biological source

synthetic

Quality Level

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

SMILES string

Cc1cnc2ccccc2n1

InChI

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

InChI key

ALHUXMDEZNLFTA-UHFFFAOYSA-N

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1 of 4

This Item
W320307W439400W371602
vibrant-m

W511609

2-Methylquinoxaline

vibrant-m

W320307

5-Methylquinoxaline

vibrant-m

W439400

2,4,5-Trimethyloxazole

vibrant-m

W371602

4-Methylthiazole

biological source

synthetic

biological source

synthetic

biological source

synthetic

biological source

synthetic

food allergen

no known allergens

food allergen

no known allergens

food allergen

no known allergens

food allergen

no known allergens

documentation

see Safety & Documentation for available documents

documentation

see Safety & Documentation for available documents

documentation

see Safety & Documentation for available documents

documentation

see Safety & Documentation for available documents

assay

≥97%

assay

≥99%

assay

99%

assay

≥98%

refractive index

n20/D 1.613 (lit.)

refractive index

n20/D 1.62 (lit.)

refractive index

n20/D 1.442 (lit.)

refractive index

n20/D 1.524 (lit.)

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.

Disclaimer

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

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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Chemistry and Technology of Flavors and Fragrances., 110-110 (2004)
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)
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
Methylglyoxal assay in cells as 2-methylquinoxaline using 1,2-diaminobenzene as derivatizing reagent.
C Cordeiro et al.
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Determination of methylglyoxal as 2-methylquinoxaline by high-performance liquid chromatography and its application to biological samples.
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