methyl (E,Z)-2,4-decadienoate
methyl (E)-2-(Z)-4-decadienoate
 
Notes:
Found in pears and spineless monkey orange. Flavour for candies etc
  • Bedoukian Research
    • Bedoukian Research, Inc.
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      Paul Bedoukian founded the company to fill a niche as a supplier of high quality specialty aroma and flavor ingredients. In 1975 the company began manufacturing insect pheromones which are chemically similar to flavor and fragrance ingredients. Today, Bedoukian Research offers more than 450 Aroma Chemicals and 50 Insect Pheromones, while also providing custom manufacturing services to the pharmaceutical, agrochemical, and specialty chemical industries.
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      Product(s):
      431 METHYL 2,4-DECADIENOATE
      SDS
       
  • CSA
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methyl (2E,4Z)-deca-2,4-dienoate (Click)
CAS Number: 4493-42-9Picture of molecule
ECHA EINECS - REACH Pre-Reg: 224-787-7
FDA UNII: WX3M6126GD
Beilstein Number: 1723201
XlogP3-AA: 3.60 (est)
Molecular Weight: 182.26286000
Formula: C11 H18 O2
NMR Predictor: Predict (works with chrome or firefox)
EFSA/JECFA Comments: According to the JECFA: Min. assay value is "93 %" and secondary components "(E,E) methyl 2,4-decadienoate". CASrn in Register refers to the (2E,4Z)-enantiomer. Register name to be changed to Methyl (E,Z)-deca-2,4-dienoate. CASrn refers to (2E, 4Z)-isomer. Material in commerce is min. 93 % pure (2E,4Z)-isomer. Min. Purity > 95 % (sum of isomers: other isomer mainly (2E,4E)-isomer (< 5%))(EFFA, 2010a). Registed name to ge changed to Methyl (E,Z)-deca-2,4-dienoate.
Category: flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Pubchem Patents: Search
JECFA Food Flavoring: 1191  methyl (E)-2-(Z)-4-decadienoate
Flavis Number: 09.639 (Old)
DG SANTE Food Flavourings: 09.639  methyl (E,Z)-deca-2,4-dienoate
FEMA Number: 3859  methyl (E)-2-(Z)-4-decadienoate
FDA Mainterm: METHYL(E)-2-(Z)-4-DECADIENOATE
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 93.50 to 100.00 % sum of isomers
Food Chemicals Codex Listed: No
Specific Gravity: 0.91100 to 0.91800 @  25.00 °C.
Pounds per Gallon - (est).: 7.580 to  7.639
Refractive Index: 1.48600 to 1.49400 @  20.00 °C.
Boiling Point: 105.00 °C. @ 2.00 mm Hg
Boiling Point: 246.00 to  247.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.028000 mm/Hg @ 25.00 °C. (est)
Flash Point: 230.00 °F. TCC ( 110.00 °C. )
logP (o/w): 3.986 (est)
Soluble in:
 alcohol
 water, 26.5 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
Odor Type: fruity
Odor Strength: medium
 fruity  waxy  pear  
Odor Description:
at 100.00 %. 
fruity waxy pear
  
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Cosmetic Information:
None found
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Suppliers:
Bedoukian Research
METHYL 2,4-DECADIENOATE
Carbosynth
For experimental / research use only.
Methyl-2-trans-4-cis-decadienoate
Parchem
methyl (E,Z)-2,4-decadienoate
Santa Cruz Biotechnology
For experimental / research use only.
(2E,4Z)-2,4-Decadienoic acid methyl ester
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the CSA
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
 
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
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Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for methyl (E,Z)-2,4-decadienoate usage levels up to:
  3.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.097 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 1.00 (μg/capita/day)
Structure Class: I
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: 18
Click here to view publication 18
 average usual ppmaverage maximum ppm
baked goods: 1.0000010.00000
beverages(nonalcoholic): 0.200002.00000
beverages(alcoholic): 0.400004.00000
breakfast cereal: --
cheese: --
chewing gum: 10.0000050.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: 1.0000010.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: 2.0000020.00000
imitation dairy: --
instant coffee / tea: 0.400004.00000
jams / jellies: 2.0000020.00000
meat products: --
milk products: 1.0000010.00000
nut products: --
other grains: --
poultry: --
processed fruits: 0.400004.00000
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 2.0000020.00000
soups: --
sugar substitutes: --
sweet sauces: --
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Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s):
The FEMA GRAS assessment of alpha,beta-unsaturated aldehydes and related substances used as flavor ingredients. View pdf
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):
Flavouring Group Evaluation 70 (FGE.70): Consideration of aliphatic, alicyclic, linear, alpha,beta-unsaturated, di- and trienals and related alcohols, acids and esters evaluated by JECFA (61st meeting)
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 96 (FGE.96): Consideration of 88 flavouring substances considered by EFSA for which EU production volumes / anticipated production volumes have been submitted on request by DG SANCO. Addendum to FGE. 51, 52, 53, 54, 56, 58, 61, 62, 63, 64, 68, 69, 70, 71, 73, 76, 77, 79, 80, 83, 84, 85 and 87.
View page or View pdf
EPI System: View
EPA Substance Registry Services (TSCA): 4493-42-9
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6436336
National Institute of Allergy and Infectious Diseases: Data
 methyl (2E,4Z)-deca-2,4-dienoate
Chemidplus: 0004493429
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References:
 methyl (2E,4Z)-deca-2,4-dienoate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 4493-42-9
Pubchem (cid): 6436336
Pubchem (sid): 135036227
Pherobase: View
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS): View
HMDB (The Human Metabolome Database): HMDB34730
FooDB: FDB013268
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Read: Under the conditions of intended use - New developments in the FEMA GRAS program and the safety assessment of flavor ingredients
Read: A GRAS assessment program for flavor ingredients
Read: Sensory testing for flavorings with modifying properties. Food Technology
Read: Criteria for the safety evaluation of flavoring substances
Read: A procedure for the safety evaluation of natural flavor complexes used as ingredients in food: essential oils
Read: FEMA Expert Panel: 30 Years of safety evaluation for the flavor industry
Read: Consumption ratio and food predominance of flavoring materials
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Potential Blenders and core components note
 
For Odor
floral
(E)-geranyl acetoneFL/FR
 geranyl hexanoateFL/FR
 jasmin absolute egypt (from concrete)FL/FR
fruity
 allyl heptanoateFL/FR
isoamyl isobutyrateFL/FR
 decyl butyrateFL/FR
 ethyl (E)-2-decenoateFL/FR
 ethyl (E)-4-octenoateFR
3-hexanoneFL/FR
(Z)-3-hexen-1-yl 2-methyl-2-pentenoateFR
 hexyl propionateFL/FR
3-mercaptohexyl acetateFL/FR
 methyl 2-octenoateFL/FR
 methyl nonanoateFL/FR
(E)-2-nonen-1-yl acetateFL/FR
(Z)-3-octen-1-yl propionateFL/FR
green
 ethyl (E)-4-decenoateFL/FR
(E)-2-hexen-1-yl acetateFL/FR
(Z)-3-hexen-1-yl hexanoateFL/FR
(Z)-3-hexen-1-yl propionateFL/FR
(E,Z)-3,6-nonadien-1-yl acetateFL/FR
3,6-nonadien-1-yl acetateFL/FR
musk
 musk propanoateFR
waxy
(E)-2-tridecen-1-yl acetateFL/FR
 
For Flavor
 
No flavor group found for these
 geranyl hexanoateFL/FR
 hexyl propionateFL/FR
 methyl 2-octenoateFL/FR
(E)-2-nonen-1-yl acetateFL/FR
(E)-2-tridecen-1-yl acetateFL/FR
fatty
 ethyl (E)-4-decenoateFL/FR
floral
(E)-geranyl acetoneFL/FR
 jasmin absolute egypt (from concrete)FL/FR
fruity
 allyl heptanoateFL/FR
isoamyl isobutyrateFL/FR
 decyl butyrateFL/FR
 ethyl (E)-2-decenoateFL/FR
3-hexanoneFL/FR
(Z)-3-octen-1-yl propionateFL/FR
green
(E)-2-hexen-1-yl acetateFL/FR
(Z)-3-hexen-1-yl hexanoateFL/FR
(Z)-3-hexen-1-yl propionateFL/FR
3,6-nonadien-1-yl acetateFL/FR
(E,Z)-3,6-nonadien-1-yl acetateFL/FR
tropical
3-mercaptohexyl acetateFL/FR
winey
 methyl nonanoateFL/FR
 
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Potential Uses:
 fruitFR
 pearFR
 waxy 
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Occurrence (nature, food, other): note
 maxillaria variabilis
Search Trop  Picture
 pear fruit
Search Trop  Picture
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Synonyms:
2,4-decadienoic acid, methyl ester, (2E,4Z)-
2,4-decadienoic acid, methyl ester, (E,Z)-
 methyl (2E,4Z)-2,4-decadienoate
 methyl (2E,4Z)-deca-2,4-dienoate
 methyl (E,Z)-deca-2,4-dienoate
 methyl (E)-2-(Z)-4-decadienoate
(E,Z)-methyl 2,4-decadienoate
 methyl pear decadienoate
 methyl trans-2,cis-4-decadienoate
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