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undecanal

Chemical Structure

General Material Information

Preferred name undecanal
Trivial Name Undecanal
Short Description hendecanal
Formula C11 H22 O
CAS Number 112-44-7
FEMA Number 3092
Flavis Number 5.034
ECHA Number 203-972-6
FDA UNII B6P0A9PSHN
Nikkaji Number J61.748B
Beilstein Number 1753213
MDL MFCD00007016
COE Number 121
xLogP3-AA 4.30 (est)
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 107 undecanal
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 112-44-7 ; UNDECANAL
Synonyms
  • aldehyde C 11 undecylic
  • aldehyde C 11 undecylic food grade
  • aldehyde C-11 FCC
  • aldehyde C-11 undecyl
  • aldehyde C-11 undecylic
  • aldehyde C-11 undecylic FCC
  • aldehyde C-11 undecylic natural
  • aldehyde C11 undecylic
  • hendecanal
  • hendecanaldehyde
  • 1-undecanal
  • N- undecanal
  • undecanal (aldehyde C-11 undecylic)
  • undecanaldehyde
  • alpha- undecanone
  • undecyl aldehyde
  • N- undecyl aldehyde
  • undecylaldehyde
  • undecylic aldehyde
  • n-Undecyl aldehyde
  • n-Undecanal
  • α-Undecanone
  • 1-Undecanal
  • Undecanylaldehyde
  • NSC 22578

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

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Literature & References

undecanal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:112-44-7
Pubchem (cid):8186
Pubchem (sid):134973340
Flavornet:112-44-7
Pherobase:View
Publications by PubMed
Identification, Synthesis, and Behavioral Activity of 5,11-Dimethylpentacosane, A Novel Sex Pheromone Component of the Greater Wax Moth, Galleria Mellonella (L.).
Chemical composition of the tuber essential oil from Helianthus tuberosus L. (Asteraceae).
Influence of immobilization protocol on the structure and function of surface bound proteins.
Herbivory by the insect diaphorina citri induces greater change in citrus plant volatile profile than does infection by the bacterium, Candidatus Liberibacter asiaticus.
Human olfactory sensitivity for bourgeonal and male infertility: a preliminary investigation.
Preparation of polypyrrole composite solid-phase microextraction fiber coatings by sol-gel technique for the trace analysis of polar biological volatile organic compounds.
Tandem hydroformylation/hydrogenation of alkenes to normal alcohols using Rh/Ru dual catalyst or Ru single component catalyst.
Antimycobacterial activity of constituents from Foeniculum vulgare var. dulce grown in Mexico.
The CatSper channel: a polymodal chemosensor in human sperm.
Immunotoxicity activity from the essential oils of coriander (Coriandrum sativum) seeds.
Evaluation of the key aroma compounds in beef and pork vegetable gravies a la chef by stable isotope dilution assays and aroma recombination experiments.
Functionalization vs. fragmentation: n-aldehyde oxidation mechanisms and secondary organic aerosol formation.
Chemical composition and larvicidal activity of the essential oil of Plectranthus amboinicus (Lour.) Spreng against Anopheles stephensi: a malarial vector mosquito.
Kairomonal response of the parasitoid, Bracon hebetor Say, to the male-produced sex pheromone of its host, the greater Waxmoth, Galleria mellonella (L.).
Between plant and diurnal variation in quantities and ratios of volatile compounds emitted by Vicia faba plants.
Odor interaction between Bourgeonal and its antagonist undecanal.
Phenylalanine 35 and tyrosine 82 are involved in the uptake and release of ligand by porcine odorant-binding protein.
Efficient cell-free production of olfactory receptors: detergent optimization, structure, and ligand binding analyses.
Cold fiber solid-phase microextraction device based on thermoelectric cooling of metal fiber.
Attraction of female Culex quinquefasciatus Say (Diptera: Culicidae) to odors from chicken feces.
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).
Identification of volatile compounds used in host location by the black bean aphid, Aphis fabae.
Structural characterization of aldehyde-terminated self-assembled monolayers.
Formation of wormlike aggregates of fluorocarbon-hydrocarbon hybrid surfactant by Langmuir-Blodgett transfer and alignment of gold nanoparticles.
Free radical scavenging reactions and antioxidant activity of embelin: biochemical and pulse radiolytic studies.
Cutoff in detection of eye irritation from vapors of homologous carboxylic acids and aliphatic aldehydes.
Importance of interfacial adsorption in the biphasic hydroformylation of higher olefins promoted by cyclodextrins: a molecular dynamics study at the decene/water interface.
Comparison of volatile constituents of Persicaria odorata(Lour.) Soják (Polygonum odoratum Lour.) and Persicaria hydropiper L. Spach (Polygonum hydropiper L.).
A single lysyl residue defines the binding specificity of a human odorant-binding protein for aldehydes.
Gas chromatographic quantification of aliphatic aldehydes in freshly distilled Calvados and Cognac using 3-methylbenzothiazolin-2-one hydrazone as derivative agent.
Characterization of dog repellent factor from cuticular secretion of female yellow dog tick, Haemaphysalis leachi.
Olfaction: attracting both sperm and the nose.
Dual capacity of a human olfactory receptor.
Crystal structures of bovine odorant-binding protein in complex with odorant molecules.
The use of a brine shrimp (Artemia salina) bioassay to assess the toxicity of diatom extracts and short chain aldehydes.
Identification of a testicular odorant receptor mediating human sperm chemotaxis.
Results of the L5178Y mouse lymphoma assay and the Balb/3t3 cell in vitro transformation assay for eight phthalate esters.
Interaction of bacterial luciferase with aldehyde substrates and inhibitors.
Qualitative and quantitative analyses of volatiles and pheromone gland extracts collected fromGalleria mellonella (L.) (Lepidoptera: Pyralidae).
Volatile compound content and fatty acid composition of pork as influenced by linoleic acid content of the diet.
Convenient synthesis of mosquito oviposition pheromone and a highly fluorinated analog retaining biological activity.
Volatile compounds from ponerine ants in the genusMesoponera.
Volatile monocarbonyl compounds of carrot roots at various stages of maturity.
The adsorption of volatile aroma constituents by foods. VIII. Adsorption of volatile carbonyl compounds by amino acids.

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
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB30941
FooDB:FDB002916
Export Tariff Code:2912.19.5000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 170.29554748535
Specific gravity @ 25 °C
Pounds per Gallon 6.865 to 6.931
Specific gravity @ 20 °C
Pounds per Gallon 6.881 to 6.948
Refractive Index 1.43 to 1.434 @ 20 °C
Melting Point -3 to -1°C @ 760 mm Hg
Boiling Point 109 to 115°C @ 5 mm Hg
Acid Value 10 max KOH/g
Vapor Pressure 0.083 mmHg @ 25 °C
Vapor Density 5.94
Flash Point TCC Value 96.11 °C TCC
logP (o/w) 4.48 est
Solubility
dipropylene glycol Yes
fixed oils Yes
propylene glycol Yes
water, 14.27 mg/L @ 25 °C (est) Yes
glycerin No
Stability
antiperspirant roll-on Unspecified
cream Unspecified
deodorant spray Unspecified
hair spray Unspecified
non-discoloring in most media Unspecified
permanent wave lotion Unspecified
powder Unspecified
shampoo Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Aldehydic
waxy, soapy, floral, aldehydic, citrus, green, fatty, cloth laundered cloth, orange, watermelon, pineapple, cilantro
Odor strength high , recommend smelling in a 1.00 % solution or less
Substantivity 72 hour(s) at 100.00 %
Luebke, William tgsc, (1981) At 1.00 % in dipropylene glycol. waxy soapy floral aldehydic citrus green fatty fresh laundry
Mosciano, Gerard P&F 26, No. 2, 40, (2001) At 1.00 %. Intensely soapy, aldehydic waxy and slightly effervescent orange citrus-like with a watermelon, pineapple and cilantro background
Flavor Type: Waxy
waxy, aldehydic, soapy, citrus, taco, cloth laundered cloth
Mosciano, Gerard P&F 26, No. 2, 40, (2001) At 5.00 - 20.00 ppm. Waxy, aldehydic, soapy with a citrus note and slight laundry detergent nuance
Used in fruit and citrus flavors. Waxy citrus
General comment Waxy citrus peel buttery waxy

Occurrences

Safety Information

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 02 - Keep out of the reach of children.
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 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)
Skin irritation (Category 2), H315
GHS Label elements, including precautionary statements
Pictogramexclamation-mark.jpg
Signal word Warning
Hazard statement(s)
H315 - Causes skin irritation
Precautionary statement(s)
P264 - Wash skin thouroughly after handling.
P280 - Wear protective gloves/protective clothing/eye protection/face protection.
P302 + P352 - IF ON SKIN: wash with plenty of soap and water.
P332 + P313 - IF SKIN irritation occurs: Get medical advice/attention.
P362 - Take off contaminated clothing and wash before reuse.
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 undecanal usage levels up to:
1.0000 % in the fragrance concentrate.
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: -2.40000
beverages(nonalcoholic): -0.95000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -56.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -3.10000
fruit ices: -3.10000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -2.00000
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: --

Safety references

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

Flavouring Group Evaluation 3, Revision 1 (FGE.03Rev1): Acetals of branched- and straight-chain aliphatic saturated primary alcohols and branched- and straight-chain saturated or unsaturated aldehydes, an ester of a hemiacetal and an orthoester of formic acid, from chemical groups 1, 2 & 4 Commission Regulation (EC) No 1565/2000 of 18 July 2000) [1] - Scientific Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)on a request from the Commission
View page or View pdf

Scientific Opinion on the safety and efficacy of straight-chain primary aliphatic alcohols/aldehydes/acids, acetals and esters with esters containing saturated alcohols and acetals containing saturated aldehydes (chemical group 1) 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):112-44-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8186
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
undecanal
Chemidplus:0000112447
RTECS:YQ1500000 for cas# 112-44-7