prenyl ethyl ether
1-ethoxy-3-methyl-2-butene
 
Notes:
Flavouring ingredient
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      Product(s):
      22094-00-4 1-Ethoxy-3-methyl-2-butene
       
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      Product(s):
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Synonyms   Articles   Notes   Search
CAS Number: 22094-00-4Picture of molecule3D/inchi
FDA UNII: 775CF2Y50F
Nikkaji Web: J354.559H
XlogP3-AA: 1.90 (est)
Molecular Weight: 114.18778000
Formula: C7 H14 O
NMR Predictor: Predict (works with chrome or firefox)
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
JECFA Food Flavoring: 1232  1-ethoxy-3-methyl-2-butene
DG SANTE Food Flavourings: 03.019  prenyl ethyl ether
FEMA Number: 3777 1-ethoxy-3-methyl-2-butene
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):22094-00-4 ; 1-ETHOXY-3-METHYL-2-BUTENE
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 99.40 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 0.79700 to 0.80200 @  25.00 °C.
Pounds per Gallon - (est).: 6.632 to  6.673
Refractive Index: 1.41600 to 1.42200 @  20.00 °C.
Boiling Point: 120.00 to  121.00 °C. @ 760.00 mm Hg
Vapor Pressure: 17.457001 mmHg @ 25.00 °C. (est)
Flash Point: 32.00 °F. TCC ( 0.00 °C. )
logP (o/w): 2.393 (est)
Soluble in:
 alcohol
 water, 1009 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: fruity
 
Odor Strength: medium
 
 fruity  green  grassy  
Odor Description:
at 100.00 %. 
fruity green grassy
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
1-Ethoxy-3-methyl-2-butene
Parchem
prenyl ethyl ether
Penta International
1-ETHOXY-3-METHYL-2-BUTENE
WholeChem
1-Ethoxy-3-methyl-2-butene
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Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
R 11 - Highly flammable.
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 33 - Take precautionary measures against static discharge.
S 37/39 - Wear suitable 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:
oral-rat LD50  [sex: M] see below mg/kg
24 hours:1000 – 8000 ; 14 days:1000 – 4000
(Bähler and Bonetti, 1983)

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for prenyl ethyl ether usage levels up to:
  0.6000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 21.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 2.00 (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: 16
Click here to view publication 16
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): 0.100000.50000
beverages(alcoholic): 0.500003.00000
breakfast cereal: --
cheese: --
chewing gum: 0.5000015.00000
condiments / relishes: --
confectionery froastings: 0.700002.50000
egg products: --
fats / oils: --
fish products: --
frozen dairy: 0.300001.50000
fruit ices: 0.600002.20000
gelatins / puddings: 0.800003.00000
granulated sugar: 1.000005.00000
gravies: --
hard candy: 2.000005.00000
imitation dairy: --
instant coffee / tea: 0.100000.50000
jams / jellies: 0.800003.00000
meat products: --
milk products: 0.300001.50000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: 1.000005.00000
snack foods: --
soft candy: 1.000005.00000
soups: --
sugar substitutes: 1.000005.00000
sweet sauces: --
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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) related to Flavouring Group Evaluation 23 (FGE.23): Aliphatic, alicyclic and aromatic ethers including anisole derivatives From chemical groups 15, 16 and 26 (Commission Regulation (EC) No 1565/2000 of 18 July 2000
View page or View pdf
Flavouring Group Evaluation 59 (FGE.59): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 (2006) (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 23, Revision 1 (FGE.23Rev1): Aliphatic, alicyclic and aromatic ethers including anisole derivatives from chemical groups 15, 16, 26 and 30[1] - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 59, Revision 1 (FGE.59Rev1): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting and 63rd meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 Rev2 (2010)
View page or View pdf
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5463936
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 1-ethoxy-3-methylbut-2-ene
Chemidplus: 0022094004
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References:
 1-ethoxy-3-methylbut-2-ene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5463936
Pubchem (sid): 135263446
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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
HMDB (The Human Metabolome Database): HMDB38052
FooDB: FDB017263
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
For Odor
No odor group found for these
(Z)-8-tetradecenalFL/FR
alliaceous
 dibutyl sulfideFL/FR
balsamic
isoamyl benzoateFL/FR
citrus
2-dodecanoneFL/FR
2-heptanolFL/FR
 lemongrass oilFL/FR
 litsea cubeba fruit oilFL/FR
ethereal
2-methyl valeraldehydeFL/FR
fatty
 methyl (E)-2-hexenoateFL/FR
floral
 boronia absoluteFL/FR
 citronellyl acetateFL/FR
 mimosa absoluteFL/FR
 mimosa absolute franceFL/FR
 mimosa absolute indiaFL/FR
 mimosa absolute moroccoFL/FR
fruity
 allyl amyl glycolateFR
 allyl butyrateFL/FR
isoamyl 2-methyl butyrateFL/FR
isoamyl butyrateFL/FR
isoamyl isovalerateFL/FR
isoamyl octanoateFL/FR
 butyl isobutyrateFL/FR
isobutyl propionateFL/FR
 cherry pentenoateFL/FR
2-cyclopentyl cyclopentanoneFL/FR
 diethyl malonateFL/FR
 dimethyl succinateFL/FR
 ethyl 2-cyclohexyl propionateFR
 ethyl 2-octenoateFL/FR
 ethyl 3-acetoxyhexanoateFL/FR
 ethyl 3,5,5-trimethyl hexanoateFR
 ethyl acetoacetateFL/FR
 heptanal cyclic ethylene acetalFR
2-hexen-1-olFL/FR
(E)-3-hexen-1-yl acetateFL/FR
(Z)-3-hexen-1-yl isobutyrateFL/FR
 hexyl (E)-tiglateFL/FR
 hexyl acetateFL/FR
 methyl 3-nonenoateFL/FR
 methyl acetoacetateFL/FR
 methyl heptanoateFL/FR
2-methyl-2-pentenalFL/FR
 nerolidyl isobutyrateFR
 octen-1-yl cyclopentanoneFL/FR
2-pentyl furanFL/FR
 pineapple pentenoateFL/FR
 prenyl hexanoateFL/FR
isopropyl 2-methyl butyrateFL/FR
isopropyl isobutyrateFL/FR
 rhubarb undecaneFR
 tetrahydrofurfuryl butyrateFL/FR
 tropical indeneFR
 tropical thiazoleFL/FR
(E)-2-undecenalFL/FR
 actinidia chinensis fruit extractFL/FR
 actinidia chinensis fruit waterFR
 actinidia chinensis seed extractCS
 alfalfa absoluteFR
 alfalfa oilFL/FR
 alfalfa resinoidFL/FR
 bark carbaldehydeFR
 butyl 2-methyl butyrateFL/FR
 butyl heptanoateFL/FR
sec-butyl-3-methyl but-2-ene thioateFL/FR
alpha-decalactoneFL/FR
3,7-dimethyl-6-octenoic acidFL/FR
 green carboxylateFR
 green specialtyFR
(Z)-3-hepten-1-olFL/FR
3-hepten-2-oneFL/FR
 heptyl heptanoateFL/FR
 hexanal (aldehyde C-6)FL/FR
 hexanal dihexyl acetalFL/FR
(Z)-3-hexen-1-olFL/FR
(E)-2-hexen-1-yl formateFL/FR
(E)-2-hexen-1-yl hexanoateFL/FR
(Z)-3-hexen-1-yl hexanoateFL/FR
(Z)-3-hexenalFL/FR
 hexyl butyrateFL/FR
 hexyl hexanoateFL/FR
 hexyl octanoateFL/FR
 lilac acetaldehydeFL/FR
 manzanate (Givaudan)FL/FR
 methyl R-3-acetoxyhexanoate 
 phenoxyethyl isobutyrateFL/FR
 propylene acetalFL/FR
3,5,5-trimethyl hexanolFL/FR
 violet dienyneFR
herbal
isoamyl heptanoateFL/FR
 clary sage resin americaFR
(1S,5R)-myrtenyl acetateFL/FR
 oregano specialtyFR
 tagete oil indiaFL/FR
minty
(-)-isopulegolFL/FR
isopulegolFL/FR
spicy
3-(2-furyl) acroleinFL/FR
tropical
beta-cyclocitralFL/FR
waxy
3-decanoneFL/FR
(E,E)-2,4-dodecadien-1-ol 
 octyl 2-methyl butyrateFL/FR
woody
 verdoxanFR
 
For Flavor
 
No flavor group found for these
2-acetyl-4-isopropenyl pyridineFL
2-acetyl-4-isopropyl pyridineFL
 actinidia chinensis fruit juiceFL
 ascorbic acidFL
 butyl 2-methyl butyrateFL/FR
sec-butyl-3-methyl but-2-ene thioateFL/FR
2-cyclopentyl cyclopentanoneFL/FR
alpha-decalactoneFL/FR
3-decanoneFL/FR
(E,E)-2,4-dodecadien-1-ol 
 ethyl 3-acetoxyhexanoateFL/FR
2-ethyl pyridineFL
3-(2-furyl) acroleinFL/FR
(Z)-3-hepten-1-olFL/FR
2-heptenoic acidFL
 hexanal dihexyl acetalFL/FR
2-hexenalFL
2-hexenal diethyl acetalFL
(Z)-3-hexenoic acidFL
 hexyl (E)-2-hexenoateFL
 methyl (E)-2-hexenoateFL/FR
 methyl acetoacetateFL/FR
3-(methyl thio) hexanalFL
(E)-2-methyl-2-octenalFL
2-methyl-2-octenalFL
3-methyl-3-pentanolFL
(E,E)-3,5-octadien-2-oneFL
 prenyl hexanoateFL/FR
isopropyl isobutyrateFL/FR
 propylene acetalFL/FR
(Z)-8-tetradecenalFL/FR
alliaceous
 tropical thiazoleFL/FR
citrus
 lemongrass oilFL/FR
 litsea cubeba fruit oilFL/FR
cooling
 manzanate (Givaudan)FL/FR
creamy
3-hepten-2-oneFL/FR
estery
 ethyl acetoacetateFL/FR
fatty
2-dodecanoneFL/FR
floral
 citronellyl acetateFL/FR
3,7-dimethyl-6-octenoic acidFL/FR
 mimosa absolute moroccoFL/FR
fruity
isoamyl 2-methyl butyrateFL/FR
isoamyl benzoateFL/FR
isoamyl octanoateFL/FR
 boronia absoluteFL/FR
 butyl heptanoateFL/FR
 butyl isobutyrateFL/FR
isobutyl propionateFL/FR
 cherry pentenoateFL/FR
 diethyl malonateFL/FR
 dimethyl succinateFL/FR
 ethyl (E)-2-octenoateFL
 ethyl 2-octenoateFL/FR
 furfuryl propionateFL
2-heptanolFL/FR
2-hexen-1-olFL/FR
(E)-3-hexen-1-yl acetateFL/FR
(Z)-3-hexen-1-yl isobutyrateFL/FR
 hexyl acetateFL/FR
 hexyl hexanoateFL/FR
 lilac acetaldehydeFL/FR
 methyl (E)-3-nonenoateFL
 methyl 3-nonenoateFL/FR
 methyl heptanoateFL/FR
2-methyl-2-pentenalFL/FR
 octen-1-yl cyclopentanoneFL/FR
 pineapple pentenoateFL/FR
isopropyl 2-methyl butyrateFL/FR
 tetrahydrofurfuryl butyrateFL/FR
green
 actinidia chinensis fruit extractFL/FR
 alfalfa oilFL/FR
 alfalfa resinoidFL/FR
 allyl butyrateFL/FR
isoamyl isovalerateFL/FR
 dibutyl sulfideFL/FR
 heptyl heptanoateFL/FR
 hexanal (aldehyde C-6)FL/FR
(Z)-3-hexen-1-olFL/FR
(Z)-3-hexen-1-yl hexanoateFL/FR
(E)-2-hexen-1-yl hexanoateFL/FR
(Z)-3-hexenalFL/FR
(E)-2-hexenal diethyl acetalFL
 hexyl (E)-tiglateFL/FR
 hexyl butyrateFL/FR
 hexyl octanoateFL/FR
 methyl 2-undecynoateFL
 methyl R-3-acetoxyhexanoate 
2-pentyl furanFL/FR
 phenoxyethyl isobutyrateFL/FR
3,5,5-trimethyl hexanolFL/FR
herbal
isoamyl heptanoateFL/FR
 tagete oil indiaFL/FR
minty
isopulegolFL/FR
(-)-isopulegolFL/FR
rummy
(E)-2-hexen-1-yl formateFL/FR
tropical
beta-cyclocitralFL/FR
vegetable
2-methyl valeraldehydeFL/FR
waxy
isoamyl butyrateFL/FR
 mimosa absoluteFL/FR
 mimosa absolute franceFL/FR
 mimosa absolute indiaFL/FR
 octyl 2-methyl butyrateFL/FR
(E)-2-undecenalFL/FR
woody
(1S,5R)-myrtenyl acetateFL/FR
 
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Potential Uses:
 citrusFR
 fruitFR
 grass 
 greenFR
 lemonFR
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Occurrence (nature, food, other): note
 citrus oils
Search  PMC Picture
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Synonyms:
2-butene, 1-ethoxy-3-methyl-
 ether, ethyl 3-methyl-2-butenyl
1-ethoxy-3-methyl-2-butene
1-ethoxy-3-methylbut-2-ene
 ethyl 3-methyl-2-butenyl ether
 ethyl 3-methylbut-2-en-1-yl ether
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