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2-sec-butyl-3-methoxypyrazine

Chemical Structure

General Material Information

Preferred name 2-sec-butyl-3-methoxypyrazine
Trivial Name 2-sec-Butyl-3-methoxypyrazine
Short Description 2-methoxy-3-(1-methylpropyl)pyrazine
Formula C9 H14 N2 O
CAS Number 24168-70-5
Deleted CAS Number 123625-20-7
FEMA Number 3433
Flavis Number 14.062
ECHA Number 246-050-9
FDA UNII 62UR370ONE
Nikkaji Number J126.473G
MDL MFCD00006136
COE Number 11300
xLogP3-AA 1.60 (est)
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 791 2-methoxy-3-(1-methylpropyl)pyrazine
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 24168-70-5 ; 2-METHOXY-3-(1-METHYLPROPYL)PYRAZINE
Synonyms
  • asparagus pyrazine
  • 2-butan-2-yl-3-methoxypyrazine
  • 2-( butan-2-yl)-3-methoxypyrazine
  • 3-sec- butyl-2-methoxypyrazine
  • 3-tert- butyl-2-methoxypyrazine
  • 2-sec- butyl-3-methoxy-pyrazine
  • 2-sec- butyl-3(5/6)-methoxypyrazine
  • 2-(2-butyl)-3-methoxypyrazine
  • 2-(sec- butyl)-3-methoxypyrazine
  • 2-methoxy 3 sec butyl pyrazine
  • 2 methoxy 3 secbutyl pyrazine
  • 2-methoxy-3-(1-methyl propyl) pyrazine
  • 2-methoxy-3-(1-methylpropyl)pyrazine
  • 2-methoxy-3-(methylpropyl)pyrazine
  • 2-methoxy-3-sec-butyl pyrazine
  • 2-methoxy-3-sec-butylpyrazine
  • 2-methoxy-3-secbutyl pyrazine
  • 2-methoxy-3-secbutylpyrazine
  • 2-(1-methylpropyl)-3-methoxypyrazine
  • pyrazine, 2-methoxy-3-(1-methylpropyl)-
  • pyrazine, 2-s-butyl-3-methoxy-
  • pyrazine, 2-sec-butyl-3-methoxy-
  • 2-butan-2-yl-3-methoxypyrazine
  • 2-Methoxy-3-(1-methylpropyl)pyrazine
  • 2-s-Butyl-3-methoxypyrazine
  • 3-sec-Butyl-2-methoxypyrazine
  • 2-Methoxy-3-sec-butylpyrazine
  • 2-(Butan-2-yl)-3-methoxypyrazine
  • 2-(1-Methylpropyl)-3-methoxypyrazine

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

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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
FDA Substances Added to Food (formerly EAFUS):View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB32933
FooDB:FDB010918
Export Tariff Code:2933.99.8090
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 166.22378540039
Specific gravity @ 25 °C
Pounds per Gallon 8.304 to 8.388
Refractive Index 1.486 to 1.496 @ 20 °C
Boiling Point 218 to 219°C @ 760 mm Hg
Vapor Pressure 0.1 mmHg @ 25 °C
Vapor Density 5.7
Flash Point TCC Value 77.22 °C TCC
logP (o/w) 2.924 est
Solubility
alcohol Yes
water, 229.6 mg/L @ 25 °C (est) Yes
water No
Stability
stable in most media Unspecified

Organoleptic Properties

Odor Type: Green
musty, pea green pea, galbanum, pepper bell pepper, green, vegetable, nutty, peppery, potato
General comment At 0.10 % in dipropylene glycol. musty green pea galbanum bell pepper
Mosciano, Gerard P&F 23, No. 3, 55, (1998) At 1.00 %. Musty, green, vegetative, nutty, peppery and potato-like
Flavor Type: Vegetable
musty, vegetable, potato, galbanum, fishy, earthy
Mosciano, Gerard P&F 23, No. 3, 55, (1998) At 1.00 ppm. Musty, vegetative, potato, galbanum, fishy and earthy
General comment Strong green note, galbanum, potato

Occurrences

Potential Uses

Applications
Odor purposes Coffee, Fungus, Galbanum, Green
Flavoring purposes Capsicum, Chocolate cocoa, Pea green pea, Pepper bell pepper, Potato, Vegetable
Other purposes Grass
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 23 - Do not breath vapour.
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:
gavage-mouse LD50 2000 mg/kg
(Quest International, 1983b)

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-sec-butyl-3-methoxypyrazine usage levels up to:
0.1000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.85 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.10 (μg/capita/day)
Structure Class: II
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: 8
Click here to view publication 8
average usual ppmaverage maximum ppm
baked goods: -0.05000
beverages(nonalcoholic): -0.05000
beverages(alcoholic): -20.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: -0.05000
egg products: --
fats / oils: --
fish products: --
frozen dairy: -0.05000
fruit ices: -0.05000
gelatins / puddings: -0.05000
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: -0.05000
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):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to Flavouring Group Evaluation 17 (FGE.17): Pyrazine derivatives from chemical group 24 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 50 (FGE.50): Consideration of pyrazine derivatives evaluated by JECFA (57th meeting) structurally related to pyrazine derivatives evaluated by EFSA in FGE.17 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 17, Revision 1 (FGE.17Rev1): Pyrazine derivatives from chemical group 24 - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) [1]
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 17, Revision 2 (FGE.17Rev2): Pyrazine derivatives from chemical group 24
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 50, Revision 1 (FGE.50Rev1): Consideration of pyrazine derivatives evaluated by JECFA (57th meeting) structurally related to pyrazine derivatives evaluated by EFSA in FGE.17Rev2 (2010)
View page or View pdf

Safety and efficacy of pyrazine derivatives including saturated ones belonging to chemical group 24 when used as flavourings for all animal species
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):24168-70-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :520098
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-butan-2-yl-3-methoxypyrazine
Chemidplus:0024168705