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    General Material Information
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gamma-dodecalactone

Chemical Structure

General Material Information

Preferred name gamma-dodecalactone
Trivial Name γ-Dodecalactone
Short Description dodecano-1,4-lactone
Formula C12 H22 O2
CAS Number 2305-05-7
Deleted CAS Number 57084-18-1
FEMA Number 2400
Flavis Number 10.019
ECHA Number 218-971-6
FDA UNII YX9N4581LU
Nikkaji Number J35.151B
Beilstein Number 0126680
MDL MFCD00036499
COE Number 2240
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 235 gamma-dodecalactone
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 2305-05-7 ; GAMMA-DODECALACTONE
Synonyms
  • dihydro-5-octyl furan-2(3H)-one
  • dihydro-5-octyl-2(3H)-furanone
  • dihydro-5-octylfuran-2(3H)-one
  • gamma- dodecalactona natural
  • gamma dodecalactone
  • gamma- dodecalactone FCC
  • dodecalactone gamma
  • dodecalactone gamma naturel
  • gamma- dodecalactone natural
  • dodecano-1,4-lactone
  • 4-dodecanolide
  • dodecanolide-1,4
  • furan-2-one, dihydro-5-octyl-
  • 2(3H)- furanone, dihydro-5-octyl-
  • 4-hydroxy-4-octylbutanoic acid lactone
  • 4-hydroxydodecanoic acid gamma-lactone
  • 4-hydroxydodecanoic acid lactone
  • 4-octyl butan-4-olide
  • 5-octyl-3,4,5-trihydrofuran-2-one
  • 4-N- octyl-4-hydroxybutanoic acid lactone
  • 5-octyl-dihydro-furan-2-one
  • gamma- octyl-gamma-butyrolactone
  • 5-octyl-tetrahydro-furan-2-one
  • 4-octylbutan-4-olide
  • 5-octyldihydrofuran-2(3H)-one
  • 5-octyloxolan-2-one
  • 5-octyloxolan-2-one
  • 2(3H)-Furanone, dihydro-5-octyl-
  • Dodecanoic acid, 4-hydroxy-, γ-lactone
  • γ-Dodecalactone
  • 4-Dodecanolide
  • γ-Octyl-γ-butyrolactone
  • 4-Hydroxydodecanoic acid lactone
  • γ-Dodecanolactone
  • 4-Hydroxydodecanoic acid γ-lactone
  • 5-Octyltetrahydro-2-furanone
  • (±)-4-n-Octylbutyrolactone
  • (RS)-γ-Dodecalactone
  • (±)-γ-Dodecalactone
  • NSC 26511
  • γ-Laurolactone
  • 5-Octyldihydrofuran-2(3H)-one

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

Leffingwell:Chirality or Article
5-octyloxolan-2-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:2305-05-7
Pubchem (cid):16821
Pubchem (sid):134982541
Flavornet:2305-05-7
Pherobase:View
Publications by PubMed
Increased production of γ-lactones from hydroxy fatty acids by whole Waltomyces lipofer cells induced with oleic acid.
New biotransformation process for production of the fragrant compound γ-dodecalactone from 10-hydroxystearate by permeabilized Waltomyces lipofer cells.
Purification and characterization of antifungal δ-dodecalactone from Lactobacillus plantarum AF1 isolated from kimchi.
Structure and functions of gamma-dodecalactone isolated from Antrodia camphorata for NK cell activation.
New insights into the effect of medium-chain-length lactones on yeast membranes. Importance of the culture medium.
Odor detection thresholds and enantiomeric distributions of several 4-alkyl substituted gamma-lactones in Australian red wine.
Quantification of several 4-alkyl substituted gamma-lactones in Australian wines.
Chemical constituents of Antrodia camphorata submerged whole broth.
Quantification of selected aroma-active compounds in strawberries by headspace solid-phase microextraction gas chromatography and correlation with sensory descriptive analysis.
Sensory-directed identification of creaminess-enhancing volatiles and semivolatiles in full-fat cream.
Effects of post-harvest light conditions on quality and aromatic volatile formation in 'Hakuho' peach (Prunus persica Batsch) fruits.
A screening platform for compounds with potential immuno-regulatory activities using human cord blood mononuclear cells.
Gas chromatographic-olfactometric characterization of aroma compounds in two types of cashew apple nectar.
Synthesis and biological activity of alpha-methylene-gamma-lactones as new aroma chemicals.
Differences in key odorants of handmade juice of yellow-flesh peaches (Prunus persica L.) induced by the workup procedure.
Chirality of the gamma-lactones produced by Sporidiobolus salmonicolor grown in two different media.
Chirality of the gamma-lactones formed by Fusarium poae INRA 45.
Volatile components of the occipital gland secretion of the bactrian camel (Camelus bactrianus).

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):Search
Export Tariff Code:2932.29.6000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report

Suppliers

ACS International Advanced Biotech
Alfrebro Anhui Haibei
Apple Flavor & Fragrance Artiste
Augustus Oils Aurochemicals
Axxence Aromatic Bedoukian Research
Beijing Lys Chemicals Berjé
BOC Sciences Citrus and Allied Essences
De Monchy Aromatics Diffusions Aromatiques
ECSA Chemicals Ernesto Ventós
Excellentia International FCI SAS
Hermitage Oils IFF
Indenta Group Indukern F&F
Inoue Perfumery Jiangyin Healthway
K.L. Koh Enterprise Kingchem Laboratories
Kun Shan P&A Lluch Essence
M&U International Mane
Moellhausen Natural Advantage
O'Laughlin Industries Oamic Ingredients
Odowell Co.,ltd Omega Ingredients
OQEMA Pell Wall Perfumes
Penta International PerfumersWorld
Phoenix Aromas & Essential Oils Primechem
Prodasynth Quimdis
R C Treatt & Co Ltd Reincke & Fichtner
Riverside Aromatics Robertet
Sigma-Aldrich Soda Aromatic
SRS Aromatics Sunaux International
Synerzine Taytonn ASCC
TCI AMERICA United International
Vigon International WEN International
WholeChem ACS International GmbH
Advanced Biotech. Inc. Alfrebro LLC/ Archer Daniels Midland Company
Augustus Oils Ltd Axxence Aromatic GmbH
Bedoukian Research, Inc. Beijing Lys Chemicals Co, LTD.
Berje Inc. Hermitage Oils / Neroli S.R.L.
Indukern, S.A. F&F Ingredients Division Jiangyin Healthway International Trade Co., Ltd
Lluch Essence S.L. M&U International LLC
Moellhausen S.P.A. O'Laughlin Industries Inc.
Penta International Corporation PerfumersWorld Ltd.
Anhui Primechem Co., Ltd. Riverside Aromatics Ltd.
Robertet, Inc. Soda Aromatic Co., Ltd.
SRS Aromatics Ltd Synerzine, Inc.
Taytonn ASCC Pte Ltd R C Treatt and Co Ltd
Qingdao Free Trade Zone United International Co Ltd Ernesto Ventós S.A.
WholeChem, LLC

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 198.30574035645
Specific gravity @ 25 °C
Pounds per Gallon 7.763 to 7.805
Refractive Index 1.451 to 1.456 @ 20 °C
Melting Point 17 to 18°C @ 760 mm Hg
Boiling Point 130 to 132°C @ 1.5 mm Hg
Boiling Point 140 to 145°C @ 5 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 0.002 mmHg @ 25 °C
Flash Point TCC Value 110 °C TCC
logP (o/w) 3.47 est
Shelf life 12 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light.
Solubility
alcohol Yes
water, 41.54 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Fruity
fatty, peach, sweet, metallic, fruity
Odor strength medium
Substantivity 400 hour(s) at 100.00 %
Luebke, William tgsc, (1996) At 100.00 %. fatty peach sweet metallic fruity
Flavor Type: Fruity
fruity, fatty, creamy, buttery, peach
Luebke, William tgsc, (1996) Fruity fatty creamy buttery peach
Used for sweet creamy notes in watermelon, cream, peach, coconut and maple flavors. Creamy
General comment Fruity fatty creamy buttery peach

Occurrences

Potential Uses

Applications
Odor purposes Apricot, Butter, Coconut, Mango, Papaya, Peach, Strawberry
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
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 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.
Human Experience:
12 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
(Moreno, 1974d)

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
(Moreno, 1974d)

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 gamma-dodecalactone usage levels up to:
12.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 190.00 (μg/capita/day)
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: -11.00000
beverages(nonalcoholic): -3.30000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -4.30000
fruit ices: -4.30000
gelatins / puddings: -0.15000
granulated sugar: --
gravies: --
hard candy: -13.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: -0.01000
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 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) on a request from the Commission related to - Flavouring Group Evaluation 10: Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 10, Revision 1 (FGE10 Rev1)[1] - Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 10, Revision 2 (FGE.10Rev2): Aliphatic primary and secondary saturated and unsaturated alcohols, aldehydes, acetals, carboxylic acids and esters containing an additional oxygenated functional group and lactones from chemical groups 9, 13 and 30
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):2305-05-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :16821
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
5-octyloxolan-2-one
Chemidplus:0002305057
RTECS:LU3600000 for cas# 2305-05-7