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2-methyl-3-,5 or 6-(furfuryl thio) pyrazine

Chemical Structure

General Material Information

Preferred name 2-methyl-3-,5 or 6-(furfuryl thio) pyrazine
Trivial Name 2-[(3-Furanylmethyl)thio]methylpyrazine
Short Description 2-methyl-3-, 5- or 6-(furfurylthio)pyrazine
Formula C10 H10 N2 O S
CAS Number 65530-53-2
FEMA Number 3189
Flavis Number 13.151
FDA UNII Search
Nikkaji Number J208.520H
COE Number 2287
NMR Predictor External link
JECFA Food Flavoring 1082 2-methyl-3-, 5- or 6-(furfurylthio)pyrazine
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
Synonyms
  • 2-[( furan-2-ylmethyl)sulfanyl]-5-methylpyrazine
  • 2-( furan-2-ylmethylsulfanyl)-3-methylpyrazine
  • ((2-furanylmethyl)thio)methylpyrazine
  • 2-furfuryl thio-3(5/6)methyl pyrazine
  • 2-furfuryl thio-5-methyl pyrazine
  • 2-furfuryl thio-6-methyl pyrazine
  • 2-furfurylthio 3(5/6)methyl pyrazine
  • 2 furfurylthio-(3 or 5)-methylpyrazine (2-methyl-3-(furfurylthio)pyrazine)
  • 2-furfurylthio-3-methylpyrazine
  • 2-furfurylthio-3(5/6)-methyl pyrazine
  • 2-furfurylthio-5-methylpyrazine
  • 2-furfurylthio-6-methylpyrazine
  • 2-methyl-3 or 5 or 6-(furfurylthio)pyrazine (mixture of isomers)
  • 2-methyl-3-, 5-or 6-(furfurylthio)pyrazine
  • 2-methyl-3-,5 or 6-(furfurylthio) pyrazine
  • 2-methyl-3-(furfurylthio)pyrazine
  • 2-methyl-3,5 and 6-(furfurylthio)pyrazine
  • 2-methyl-3,5 or 6-(furfurylthio)-pyrazine
  • 2-methyl-3,5 or 6-(furfurylthio)pyrazine
  • 2-methyl-3,5,6-(furfurylthio)pyrazine
  • 2-methyl-3(5/6)(furfurylthio)
  • 2-methyl-3(or 5 or 6)-(furfurylthio)pyrazine
  • pyrazine, ((2-furanylmethyl)thio)methyl-
  • pyrazine, 2-((2-furanylmethyl)thio)-3-methyl-
  • 2-[(furan-2-ylmethyl)sulfanyl]-5-methylpyrazine
  • Pyrazine, 2-[(3-furanylmethyl)thio]methyl-
  • Pyrazine, [(3-furanylmethyl)thio]methyl-
  • 2-[(3-Furanylmethyl)thio]methylpyrazine

US / EU / FDA / JECFA / FEMA / Scholar / Patents

Google Scholar Start search
Google Books Start search
Google Patents Start search
Perfumer & Flavorists Start search
EU Patents Start search
PubMeb Start search
NCBI Start search

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
HMDB (The Human Metabolome Database):Search
FooDB:FDB009854
ChemSpider:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 206.26789855957
Specific gravity @ 20 °C
Pounds per Gallon 9.48 to 9.564
Refractive Index 1.58 to 1.586 @ 20 °C
Boiling Point 153 to 156°C @ 10 mm Hg
Flash Point TCC Value 56.67 °C TCC
logP (o/w) 1.97
Solubility
alcohol Yes
water, 198.1 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Coffee
sulfurous, nutty, coffee roasted coffee, cooked, meaty
General comment At 0.10 % in dipropylene glycol. sulfurous nutty roasted coffee cooked meat

Potential Uses

Applications
Odor purposes Chocolate, Coffee
Flavoring purposes Meat, Nut roasted nut

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 10 - Flammable.
R 22 - Harmful if swallowed.
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for 2-methyl-3-,5 or 6-(furfuryl thio) pyrazine usage levels up to:
0.0300 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.37 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.70 (μg/capita/day)
NOEL (No Observed Effect Level): 1.70 (mg/kg bw per day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 4
Click here to view publication 4
average usual ppmaverage maximum ppm
baked goods: -1.00000
beverages(nonalcoholic): -1.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: -1.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -1.00000
fruit ices: -1.00000
gelatins / puddings: --
granulated sugar: --
gravies: -1.00000
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on Flavouring Group Evaluation 13Rev1: Furfuryl and furan derivatives with and without additional side-chain substituents and heteroatoms from chemical group 14
View page or View pdf

Consideration of sulfur-substituted furan derivatives used as flavouring agents evaluated by JECFA (59th meeting) structurally related to a subgroup of substances within the group of “Furfuryl and furan derivatives with and without additional side-chain substituents and heteroatoms from chemical group 14” evaluated by EFSA in FGE.13Rev1 (2009)
View page or View pdf

Flavouring Group Evaluation 67 (FGE.67): Consideration of 40 furan-substituted aliphatic hydrocarbons, alcohols, aldehydes, ketones, carboxylic acids and related esters, sulfides, disulfides and ethers evaluated by JECFA at the 65th meeting (JECFA, 2006b) and re-evaluated at the 69th meeting (JECFA, 2009c)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 13, Revision 2 (FGE.13Rev2): Furfuryl and furan derivatives with and without additional side-chain substituents and heteroatoms from chemical group 14
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 67, Revision 1 (FGE.67Rev.1): Consideration of 40 furan-substituted aliphatic hydrocarbons, alcohols, aldehydes, ketones, carboxylic acids and related esters, sulfides, disulfides and ethers evaluated by JECFA at the 65th meeting (JECFA, 2006b) and re-evaluated at the 69th meeting (JECFA, 2009c)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 65, Revision 1 (FGE.65Rev1): Consideration of sulfur-substituted furan derivatives used as flavouring agents evaluated by JECFA (59th meeting) structurally related to a subgroup of substances within the group of ‘Furfuryl and furan derivatives with and without additional side-chain substituents and heteroatoms from chemical group 14’ evaluated by EFSA in FGE.13Rev2 (2011)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 13 Revision 3 (FGE.13Rev3): furfuryl and furan derivatives with and without additional side-chain substituents and heteroatoms from chemical group 14
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :101003
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 1993
WGK Germany:3
2-[(furan-2-ylmethyl)sulfanyl]-5-methylpyrazine
Chemidplus:0059035982