We have found 46587 results matching your criteria.
Please wait while we search...

General Material Information

Preferred name 2-decenal
Trivial Name 2-Decenal
Short Description dec-2-enal
Formula C10 H18 O
CAS Number 3913-71-1
FEMA Number 2366
Flavis Number 5.076
ECHA Number 223-472-1
FDA UNII Search
COE Number 2009
xLogP3-AA 3.70 (est)
NMR Predictor External link
JECFA Food Flavoring 1349 2-decenal
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 3913-71-1 ; 2-DECENAL
Synonyms
  • dec-2-enal
  • 2-decen-1-al
  • decenaldehyde
  • decylenic aldehyde
  • 3-heptyl acrolein
  • 3-heptylacrolein
  • NSC 20747

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

Literature & References

dec-2-enal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:3913-71-1
Pubchem (cid):19801
Pubchem (sid):134984905
Flavornet:3913-71-1
Publications by PubMed
Human prostaglandin reductase 1 (PGR1): Substrate specificity, inhibitor analysis and site-directed mutagenesis.
Content of carotenoids, tocopherols, sterols, triterpenic and aliphatic alcohols, and volatile compounds in six walnuts (Juglans regia L.) varieties.
Behavioral responses to mammalian blood odor and a blood odor component in four species of large carnivores.
Influence of storage on volatile profiles in roasted almonds (Prunus dulcis).
Pharmacological activities of cilantro's aliphatic aldehydes against Leishmania donovani.
Application of melanin-free ink as a new antioxidative gel enhancer in sardine surimi gel.
Characterization of the potent odorants contributing to the characteristic aroma of Chinese green tea infusions by aroma extract dilution analysis.
Exocrine secretions of wheel bugs (Heteroptera: Reduviidae: Arilus spp.): clarification and chemistry.
Hot topic: Brown marmorated stink bug odor compounds do not transfer into milk by feeding bug-contaminated corn silage to lactating dairy cattle.
Simultaneous determination of ten taste and odor compounds in drinking water by solid-phase microextraction combined with gas chromatography-mass spectrometry.
Characterization of Halyomorpha halys (brown marmorated stink bug) biogenic volatile organic compound emissions and their role in secondary organic aerosol formation.
The effect of feed solids concentration and inlet temperature on the flavor of spray dried whey protein concentrate.
Identification and characterization of volatile components causing the characteristic flavor in miso (Japanese fermented soybean paste) and heat-processed miso products.
Identification of volatiles from oxidised phosphatidylcholine molecular species using headspace solid-phase microextraction (HS-SPME) and gas chromatography-mass spectrometry (GC-MS).
Effect of chemical form, heating, and oxidation products of linoleic acid on rumen bacterial population and activities of biohydrogenating enzymes.
Cooked carrot volatiles. AEDA and odor activity comparisons. Identification of linden ether as an important aroma component.
Intermediate role of α-keto acids in the formation of Strecker aldehydes.
Flavour chemistry of chicken meat: a review.
New anthraquinone derivatives from Geosmithia lavendula.
Effect of addition of commercial rosemary extracts on potent odorants in cooked beef.
Effect of storage time and heat processing on the volatile profile of Senegalese sole (Solea senegalensis Kaup, 1858) muscle.
Identification of characteristic flavour precursors from enzymatic hydrolysis-mild thermal oxidation tallow by descriptive sensory analysis and gas chromatography-olfactometry and partial least squares regression.
Toxicity and metabolism of exogenous α,β-unsaturated carbonyls in potato (Solanum tuberosum L.) tubers.
In depth study of acrylamide formation in coffee during roasting: role of sucrose decomposition and lipid oxidation.
Defluorination of 4-fluorophenol by cytochrome P450(BM₃)-F87G: activation by long chain fatty aldehydes.
Millipedes that smell like bugs: (E)-alkenals in the defensive secretion of the julid diplopod Allajulus dicentrus.
Chemical conversion of phenylethylamine into phenylacetaldehyde by carbonyl-amine reactions in model systems.
Nematicidal activity of (E,E)-2,4-decadienal and (E)-2-decenal from Ailanthus altissima against Meloidogyne javanica.
Evaluation of the key aroma compounds in beef and pork vegetable gravies a la chef by stable isotope dilution assays and aroma recombination experiments.
Studies on the key aroma compounds in soy milk made from three different soybean cultivars.
Amino acid catalysis of 2-alkylfuran formation from lipid oxidation-derived α,β-unsaturated aldehydes.
Assessment of the oxidative stability of conventional and high-oleic sunflower oil by means of solid-phase microextraction-gas chromatography.
Characteristic volatile components of Kabosu (Citrus sphaerocarpa Hort. ex Tanaka).
Arbuscular mycorrhizal fungi associated with Artemisia umbelliformis Lam, an endangered aromatic species in Southern French Alps, influence plant P and essential oil contents.
Biodiversity of volatile organic compounds from five French ferns.
Identification and formation of volatile components responsible for the characteristic aroma of mat rush (igusa).
Changes in the key odorants of Italian Hazelnuts ( Coryllus avellana L. Var. Tonda Romana) induced by roasting.
Exposure to polycyclic aromatic hydrocarbons (PAHs), mutagenic aldehydes and particulate matter during pan frying of beefsteak.
Characterization and quantification of odor-active compounds in unsaturated fatty acid/conjugated linoleic acid (UFA/CLA)-enriched butter and in conventional butter during storage and induced oxidation.
Decoding the key aroma compounds of a Hungarian-type salami by molecular sensory science approaches.
Characterization of the key aroma compounds in pink guava (Psidium guajava L.) by means of aroma re-engineering experiments and omission tests.
Volatile composition of Catharanthus roseus (L.) G. Don using solid-phase microextraction and gas chromatography/mass spectrometry.
Response of the egg parasitoids Trissolcus basalis and Telenomus podisi to compounds from defensive secretions of stink bugs.
Comparison of the key aroma compounds in organically grown, raw West-African peanuts (Arachis hypogaea) and in ground, pan-roasted meal produced thereof.
Use of an in vitro digestion model to study the bioaccessibility of 4-hydroxy-2-nonenal and related aldehydes present in oxidized oils rich in omega-6 acyl groups.
Attraction of female Culex quinquefasciatus Say (Diptera: Culicidae) to odors from chicken feces.
Contribution of lipid oxidation products to acrylamide formation in model systems.
Nematicidal activity of plant essential oils and components from coriander (Coriandrum sativum), Oriental sweetgum (Liquidambar orientalis), and valerian (Valeriana wallichii) essential oils against pine wood nematode (Bursaphelenchus xylophilus).
Characterization of the most odor-active compounds in an American Bourbon whisky by application of the aroma extract dilution analysis.
Characterization of the aroma-active compounds in pink guava (Psidium guajava, L.) by application of the aroma extract dilution analysis.
Analysis of volatile compounds of Iberian dry-cured loins with different intramuscular fat contents using SPME-DED.
Mechanism of 1,N2-etheno-2'-deoxyguanosine formation from epoxyaldehydes.
Re-evaluation of peroxide value as an indicator of the quality of edible oils.
Effects of fatty acid oxidation products (green odor) on rumen bacterial populations and lipid metabolism in vitro.
Inter- and intraspecific variation in defensive compounds produced by five neotropical stink bug species (Hemiptera: Pentatomidae).
Identification of volatile degradants in formulations containing sesame oil using SPME/GC/MS.
Differentiation of aroma characteristics of pine-mushrooms (Tricholoma matsutake Sing.) of different grades using gas chromatography-olfactometry and sensory analysis.
Chemical conversion of alpha-amino acids into alpha-keto acids by 4,5-epoxy-2-decenal.
Characterization of epoxydecenal isomers as potent odorants in black tea (Dimbula) infusion.
Changes induced by UV radiation during virgin olive oil storage.
Amine degradation by 4,5-epoxy-2-decenal in model systems.
Strecker type degradation of phenylalanine by 4-hydroxy-2-nonenal in model systems.
Genotoxicity and oxidative stress of the mutagenic compounds formed in fumes of heated soybean oil, sunflower oil and lard.
Short and simple syntheses of 4-oxo-(E)-2-hexenal and homologs: pheromone components and defensive compounds of Hemiptera.
Identification of character-impact odorants in coriander and wild coriander leaves using gas chromatography-olfactometry (GCO) and comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry (GC x GC-TOFMS).
Structural characterization of an etheno-2'-deoxyguanosine adduct modified by tetrahydrofuran.
Chemical and physical signals mediating conspecific and heterospecific aggregation behavior of first instar stink bugs.
Rapid assembly of the bicyclo[5.3.1]undecenone core of penostatin F: a successive Diels-Alder/Claisen reaction strategy with an efficient stereochemical relay.
Application of solid-phase microextraction to the analysis of volatile compounds in virgin olive oils.
Volatile components in metatarsal glands of sika deer, Cervus nippon.
Semiochemicals from the predatory stink bug Eocanthecona furcellata (Wolff): components of metathoracic gland, dorsal abdominal gland, and sternal gland secretions.
Odorants generated by thermally induced degradation of phospholipids.
Study of light-induced volatile compounds in goat's milk cheese.
Changes in volatile compounds of gamma-irradiated fresh cilantro leaves during cold storage.
Sex attractant pheromone of the red-shouldered stink bug Thyanta pallidovirens: a pheromone blend with multiple redundant components.
Important aroma compounds in freshly ground wholemeal and white wheat flour-identification and quantitative changes during sourdough fermentation.
Study on the mechanisms of the antibacterial action of some plant alpha,beta-unsaturated aldehydes.
Aroma components of an oil-based grill flavoring by direct thermal desorption-gas chromatography-olfactometry and sample dilution analysis.
Quantification of key odorants formed by autoxidation of arachidonic acid using isotope dilution assay.
Identification of potent odorants formed by autoxidation of arachidonic acid: structure elucidation and synthesis of (E,Z,Z)-2,4,7-tridecatrienal.
Aroma-active components of nonfat dry milk.
Aldehydic lipid peroxidation products derived from linoleic acid.
In vitro antibacterial activity of some aliphatic aldehydes from Olea europaea L.
Mutagenicity and identification of mutagenic compounds of fumes obtained from heating peanut oil.
Characterization of Volatiles in Rambutan Fruit (Nephelium lappaceum L.).
Comparison of the most odor-active compounds in fresh and dried hop cones (Humulus lupulus L. variety spalter select) based on GC-olfactometry and odor dilution techniques.
Characterization of the most odor-active volatiles in fresh, hand-squeezed juice of grapefruit (Citrus paradisi Macfayden).
Identification of character impact odorants of different soybean lecithins.
Synthesis of trans-4,5-epoxy-(E)-2-decenal and its deuterated analog used for the development of a sensitive and selective quantification method based on isotope dilution assay with negative chemical ionization.
[Identification of volatile compounds of hawthorn by gas chromatography/mass spectrometry (GC/MS)].
Attachment of Metarhizium anisopliae to the southern green stink bug Nezara viridula cuticle and fungistatic effect of cuticular lipids and aldehydes.
Characterization of epitopes recognized by 4-hydroxy-2-nonenal specific antibodies.
Dorsal abdominal glands in nymphs of southern green stink bug,Nezara viridula (L.) (heteroptera: Pentatomidae): Chemistry of secretions of five instars and role of (E)-4-oxo-2-decenal, compound specific to first instars.
A long-range attractant kairomone for egg parasitoidTrissolcus basalis, isolated from defensive secretion of its host,Nezara viridula.
Alarm pheromone of pentatomid bug,Erthesina fullo Thunberg (Hemiptera: Pentatomidae).
Chemistry of mandibular and Dufour's gland secretions of ants in genusMyrmecocystus.
Multichemical defense of plant bugHotea gambiae (westwood) (Heteroptera: Scutelleridae) : Sesquiterpenoids from abdominal gland in larvae.
INHIBITION OF THE BIOLUMINESCENT OXIDATION OF REDUCED FLAVIN MONONUCLEOTIDE BY 2-DECENAL.

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
CHEBI:View
HMDB (The Human Metabolome Database):HMDB30999
FooDB:FDB002987
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 154.2526550293
Specific gravity @ 25 °C
Pounds per Gallon 6.956 to 7.04
Refractive Index 1.452 to 1.458 @ 20 °C
Boiling Point 78 to 80°C @ 3 mm Hg
Boiling Point 229 to 230°C @ 760 mm Hg
Vapor Pressure 0.067 mmHg @ 25 °C
Flash Point TCC Value 96.11 °C TCC
logP (o/w) 3.828 est
Solubility
alcohol Yes
water, 67.82 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Fatty
fatty, orange, rose, aldehydic, floral, green
General comment At 10.00 % in dipropylene glycol. fatty orange rose aldehydic floral green
Flavor Type: Fatty
fatty, fried, citrus
General comment Fatty fried citrus

Occurrences

Potential Uses

Applications
Odor purposes Aldehydic, Amber, Citrus, Floral, Grapefruit, Herbal, Lavender, Orange
Cosmetic purposes Perfuming agents

Safety Information

Safety information

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 5000 mg/kg
FCTXAV
17,761,1979

oral-rat LD50 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 17, Pg. 761, 1979.

Dermal Toxicity:
skin-rabbit LD50 3400 mg/kg
FCTXAV
17,761,1979

skin-rabbit LD50 3400 mg/kg
Food and Cosmetics Toxicology. Vol. 17, Pg. 761, 1979.

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-decenal usage levels up to:
0.1000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 13.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 6.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 5900 (μg/person/day)
Threshold of Concern:1800 (μg/person/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: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -9.00000
beverages(nonalcoholic): -3.40000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -6.00000
fruit ices: -6.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -9.00000
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: --
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 30.0000035.50000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): --
Edible ices, including sherbet and sorbet (03.0): --
Processed fruit (04.1): --
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 11.5900019.80000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 30.0000035.50000
Bakery wares (07.0): 25.4000028.60000
Meat and meat products, including poultry and game (08.0): --
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): --
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): --
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 4.940007.46000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 1.000003.00000
Ready-to-eat savouries (15.0): --
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): --

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):

EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 200, Revision 1 (FGE.200 Rev.1): 74 a,ß-unsaturated aliphatic aldehydes and precursors from chemical subgroup 1.1.1 of FGE.19
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 71 Revision 1 (FGE.71Rev1): consideration of aliphatic, linear, a,ß-unsaturated alcohols, aldehydes, carboxylic acids, and related esters evaluated by JECFA (63rd and 69th meeting) structurally related to flavouring substances evaluated in FGE.05Rev3
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):3913-71-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :19801
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
dec-2-enal
Chemidplus:0003913711