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dodecanal (aldehyde C-12 lauric)

Chemical Structure

General Material Information

Preferred name dodecanal (aldehyde C-12 lauric)
Trivial Name Dodecanal
Short Description lauric aldehyde
Formula C12 H24 O
CAS Number 112-54-9
FEMA Number 2615
Flavis Number 5.011
ECHA Number 203-983-6
FDA UNII C42O120SEF
Nikkaji Number J22.116C
Beilstein Number 1703917
MDL MFCD00007017
COE Number 99
xLogP3-AA 4.90 (est)
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 110 lauric aldehyde
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 112-54-9 ; LAURIC ALDEHYDE
Synonyms
  • aldehyde C 12 lauric food grade
  • aldehyde C-12 (dodecanal), natural
  • aldehyde C-12 lauric
  • aldehyde C-12 lauric 1% dpg
  • aldehyde C-12 lauric 10% dpg
  • aldehyde C-12 lauric natural
  • aldehyde C-12 lauryl
  • aldehyde C-12 natural
  • aldehyde C12 lauric
  • C-12 aldehyde, lauric
  • C-12 lauric aldehyde
  • dodecanal
  • 1-dodecanal
  • N- dodecanal
  • dodecanaldehyde
  • dodecanoic aldehyde
  • dodecyl aldehyde
  • 1-dodecyl aldehyde
  • N- dodecyl aldehyde
  • dodecylaldehyde
  • 1-dodecylaldehyde
  • N- dodecylic aldehyde
  • duodecylic aldehyde
  • lauraldehyde
  • N- lauraldehyde
  • lauric aldehyde
  • lauric aldehyde ex orange 30% natural
  • lauric aldehyde natural
  • laurinaldehyde
  • lauryl aldehyde
  • laurylaldehyde
  • N- laurylaldehyde
  • n-Lauraldehyde
  • n-Dodecyl aldehyde
  • n-Dodecanal
  • 1-Dodecanal
  • NSC 46128
  • NSC 52196
  • NSC 55212

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Literature & References

dodecanal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:112-54-9
Pubchem (cid):8194
Pubchem (sid):134973348
Flavornet:112-54-9
Pherobase:View
Publications by PubMed
Chemical composition and antimicrobial activity of the essential oil from the edible aromatic plant Aristolochia delavayi.
Comparison of chemical composition of Aerva javanica seed essential oils obtained by different extraction methods.
Profile of volatile organic compounds in exhaled breath changes as a result of gluten-free diet.
Total synthesis, proof of absolute configuration, and biosynthetic origin of stylopsal, the first isolated sex pheromone of strepsiptera.
Composition of the essential oils from Peucedanum cervaria and P. alsaticum growing wild in the urban area of Vienna (Austria).
Preparation of polypyrrole composite solid-phase microextraction fiber coatings by sol-gel technique for the trace analysis of polar biological volatile organic compounds.
Chemical composition of Hypericum rumeliacum Boiss. essential oil. A new chemotype of this pharmacologically valuable species?
Male-produced pheromone of Spathius agrili, a parasitoid introduced for the biological control of the invasive emerald ash borer, Agrilus planipennis.
Using liquid crystals for the label-free detection of catalase at aqueous-LC interfaces.
Construction and characterization of a Yarrowia lipolytica mutant lacking genes encoding cytochromes P450 subfamily 52.
Composition of the essential oil constituents from leaves and stems of Korean Coriandrum sativum and their immunotoxicity activity on the Aedes aegypti L.
Composition and antimicrobial activities of the leaf essential oil of Machilus kusanoi from Taiwan.
Formation of volatiles and fattyacids of therapeutic importance in the probiotic Lactobacillus plantarum LPcfr adapted to resist GIT conditions.
Aroma character impact compounds in Kinokuni mandarin orange (Citrus kinokuni) compared with Satsuma mandarin orange (Citrus unshiu).
1,3,5,7-Tetramethyl-8-aminozide-difluoroboradiaza-s-indacene as a new fluorescent labeling reagent for the determination of aliphatic aldehydes in serum with high performance liquid chromatography.
Pyrogallarene-based ion-conducting pores that show reversible conductance properties.
Mate finding in the parasitic wasp Cephalonomia tarsalis (Ashmead): more than one way to a female's heart.
Alkyl and alkoxyl monolayers directly attached to silicon: chemical durability in aqueous solutions.
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).
Remarkable CO-catalyst effect of gold nanoclusters on olefin oxidation catalyzed by a manganese-porphyrin complex.
Overproduction and characterization of two distinct aldehyde-oxidizing enzymes from Gluconobacter oxydans 621H.
Dual subcellular localization in the endoplasmic reticulum and peroxisomes and a vital role in protecting against oxidative stress of fatty aldehyde dehydrogenase are achieved by alternative splicing.
Substrate specificity of a long-chain alkylamine-degrading Pseudomonas sp isolated from activated sludge.
Gas chromatographic/mass spectrometric analysis of the essential oil of Houttuynia cordata Thunb by using on-column methylation with tetramethylammonium acetate.
Cutoff in detection of eye irritation from vapors of homologous carboxylic acids and aliphatic aldehydes.
Adaptation of Pseudomonas sp. strain 7-6 to quaternary ammonium compounds and their degradation via dual pathways.
Analysis of leaf volatiles of Zanthoxylum gillettii used in folk medicine of Cameroon.
[Synthesis of ethriolophospholipids of acetal type].
Comparison of volatile constituents of Persicaria odorata(Lour.) Soják (Polygonum odoratum Lour.) and Persicaria hydropiper L. Spach (Polygonum hydropiper L.).
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).
Composition and aroma compounds of Ragusano cheese: native pasture and total mixed rations.
Identification of the female-produced sex pheromone of the scarab beetle, Hoplia equina.
Changes in volatile compounds of gamma-irradiated fresh cilantro leaves during cold storage.
Kinetic analysis of bacterial bioluminescence in water-organic media.
Grapefruit gland oil composition is affected by wax application, storage temperature, and storage time.
Selection of methylation procedures for quantitation of short-chain glycerol-bound compounds formed during thermoxidation.
Composition and antibacterial activity of the essential oils of Helichrysum rupestre and H. ambiguum growing in the Balearic Islands (Part III)
Ether-bond scission in the biodegradation of alcohol ethoxylate nonionic surfactants by Pseudomonas sp. strain SC25A.
Metabolism of dodecyldimethylamine by Pseudomonas MA3.
Inhibition of thyroid NADPH-oxidase by 2-iodohexadecanal in a cell-free system.
Spectral detection of an intermediate preceding the excited state in the bacterial luciferase reaction.
Application of in vivo bioluminescence to the study of ionophoretic action.
Fluorescent polyene aliphatics as spectroscopic and mechanistic probes for bacterial luciferase: evidence against carbonyl product from aldehyde as the primary excited species.
Functional consequences of site-directed mutation of conserved histidyl residues of the bacterial luciferase alpha subunit.
Metabolic pathway for the biodegradation of sodium dodecyl sulfate by Pseudomonas sp. C12B.
Random and site-directed mutagenesis of bacterial luciferase: investigation of the aldehyde binding site.
Coyote estrous urine volatiles.
Effect of lipid structure on the capacity of myelin basic protein to alter vesicle properties: potent effects of aliphatic aldehydes in promoting basic protein-induced vesicle aggregation.
The essential oil of Ducrosia anethifolia (DC.) Boiss. Chemical composition and antimicrobial activity.
Kinetics of bacterial bioluminescence and the fluorescent transient.
Defensive and pheromonal secretion of the tergal gland ofAleochara curtula II. Release and inhibition of male copulatory behavior.
Defensive and pheromonal secretion of the tergal gland of Aleochara curtula : I. The chemical composition.
Interactions of long-chain aldehydes with luciferase. A carbon-13 nuclear magnetic resonance study.
The aldehyde content of luminous bacteria and of an "aldehydeless" dark mutant.
Bacterial bioluminescence. Quantum yields and stoichiometry of the reactants reduced flavin mononucleotide, dodecanal, and oxygen, and of a product hydrogen peroxide.
Olfactory responses of blowflies to aliphatic aldehydes.
Publications by J-Stage
Aroma Character Impact Compounds in Kinokuni Mandarin Orange (Citrus kinokuni) Compared with Satsuma Mandarin Orange (Citrus unshiu)

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
UM BBD:Search
KEGG (GenomeNet):C02278
HMDB (The Human Metabolome Database):HMDB33933
FooDB:FDB012137
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 184.32247924805
Specific gravity @ 25 °C
Pounds per Gallon 6.873 to 6.94
Specific gravity @ 20 °C
Pounds per Gallon 6.889 to 6.956
Refractive Index 1.433 to 1.437 @ 20 °C
Melting Point 3 to 8°C @ 760 mm Hg
Boiling Point 99 to 100°C @ 3.5 mm Hg
Acid Value 5 max KOH/g
Vapor Pressure 0.034 mmHg @ 25 °C
Flash Point TCC Value 101 °C TCC
logP (o/w) 4.989 est
Shelf life 10 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light. store under nitrogen.
Solubility
alcohol Yes
dipropylene glycol Yes
fixed oils Yes
paraffin oil, cloudy Yes
propylene glycol Yes
water, 4.649 mg/L @ 25 °C (est) Yes
water No
glycerin No
Stability
detergent Unspecified
hair care Unspecified
non-discoloring in most media Unspecified
powder Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Aldehydic
soapy, waxy, aldehydic, citrus, green, floral, orange rind
Odor strength high , recommend smelling in a 10.00 % solution or less
Substantivity 368 hour(s) at 100.00 %
Luebke, William tgsc, (1983) At 10.00 % in dipropylene glycol. soapy waxy aldehydic citrus green floral
Mosciano, Gerard P&F 23, No. 4, 33, (1998) At 2.00 %. Soapy, waxy, aldehydic, citrus, orange rindy with floral nuances
Flavor Type: Soapy
soapy, waxy, citrus, orange, mandarin
Mosciano, Gerard P&F 23, No. 4, 33, (1998) At 2.00 ppm. Soapy, waxy, citrus, orange mandarin
Mostly used in fruit flavors for impact but can also be used in a butter or dairy flavors. Citrus
General comment Citrus, waxy, woody

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi N - Irritant, Dangerous for the environment.
R 38 - Irritating to skin.
R 51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
S 61 - Avoid release to the environment. Refer to special instructions/safety data sheet.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
Skin irritation (Category 2), H315
Acute aquatic toxicity (Category 2), H401
Chronic aquatic toxicity (Category 2), H411
GHS Label elements, including precautionary statements
Pictogramexclamation-mark.jpgenvironment.jpg
Signal word Warning
Hazard statement(s)
H315 - Causes skin irritation
H401 - Toxic to aquatic life
H411 - Toxic to aquatic life with long lasting effects
Precautionary statement(s)
P264 - Wash skin thouroughly after handling.
P273 - Avoid release to the environment.
P280 - Wear protective gloves/protective clothing/eye protection/face protection.
P302 + P352 - IF ON SKIN: wash with plenty of soap and water.
P321 - Specific treatment (see supplemental first aid instructions on this label).
P332 + P313 - IF SKIN irritation occurs: Get medical advice/attention.
P362 - Take off contaminated clothing and wash before reuse.
P391 - Collect spillage. Hazardous to the aquatic environment
P501 - Dispose of contents/ container to an approved waste disposal plant.
Human Experience:
1 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 23000 mg/kg
Food and Cosmetics Toxicology. Vol. 11, Pg. 483, 1973.

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 dodecanal (aldehyde C-12 lauric) usage levels up to:
2.0000 % 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: -2.80000
beverages(nonalcoholic): -0.93000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: 0.20000110.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -1.50000
fruit ices: -1.50000
gelatins / puddings: -0.10000
granulated sugar: --
gravies: --
hard candy: -2.40000
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

Safety of 31 flavouring compounds belonging to different chemical groups when used as feed additives 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):112-54-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8194
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 3082
WGK Germany:2
dodecanal
Chemidplus:0000112549
RTECS:JR1910000 for cas# 112-54-9