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waxy lactone

Chemical Structure

General Material Information

Preferred name waxy lactone
Trivial Name 5-(3Z)-3-Hexen-1-yldihydro-5-methyl-2(3H)-furanone
Short Description 5-(cis-3-hexenyl)dihydro-5-methyl-2(3h)furanone
Formula C11 H18 O2
CAS Number 70851-61-5
FEMA Number 3937
Flavis Number 10.061
ECHA Number 274-942-8
FDA UNII KRQ6Q31HYG
Nikkaji Number J288.649I
COE Number 10061
xLogP3-AA 2.60 (est)
NMR Predictor External link
JECFA Food Flavoring 1159 4-hydroxy-4-methyl-7-cis-decenoic acid gamma lactone
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 70851-61-5 ; 4-HYDROXY-4-METHYL-7-CIS-DECANOIC ACID GAMMA LACTONE
Synonyms
  • (Z)- dihydro-5-(3-hexen-1-yl)-5-methyl-2(3H)-furanone
  • (Z)- dihydro-5-(3-hexenyl)-5-methyl-2(3H)-furanone
  • 2(3H)- furanone, 5-(3-hexenyl)dihydro-5-methyl-, (Z)-
  • 2(3H)- furanone, 5-[(3Z)-3-hexen-1-yl]dihydro-5-methyl-
  • 2(3H)- furanone, dihydro-5-(3-hexenyl)-5-methyl-, (Z)-
  • 5-[(3Z)- hex-3-en-1-yl]-5-methyldihydrofuran-2(3H)-one
  • (Z)-5-hex-3-enyl dihydro-5-methyl furan-2(3H)-one
  • 5-[(Z)- hex-3-enyl]-5-methyloxolan-2-one
  • (Z)-5-hex-3-enyldihydro-5-methylfuran-2(3H)-one
  • hexenyl dihydromethyl furanone
  • 5-(cis-3-hexenyl)dihydro-5-methyl-2(3h)furanone
  • 4-hydroxy-4-methyl-7-cis-decenoic acid gamma lactone
  • cis- jasmone lactone
  • lactone of cis jasmone
  • lactone of-cis-jasmone
  • 4-methyl-cis-7-decene gamma-lactone
  • 4-methyl-cis-decene gamma-lactone
  • 5-[(Z)-hex-3-enyl]-5-methyloxolan-2-one
  • 2(3H)-Furanone, 5-(3Z)-3-hexen-1-yldihydro-5-methyl-
  • 2(3H)-Furanone, 5-(3-hexenyl)dihydro-5-methyl-, (Z)-
  • 2(3H)-Furanone, 5-(3Z)-3-hexenyldihydro-5-methyl-
  • 5-(3Z)-3-Hexen-1-yldihydro-5-methyl-2(3H)-furanone

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

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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
HMDB (The Human Metabolome Database):HMDB36191
FooDB:FDB015045
Export Tariff Code:2932.29.6000
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

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 182.26286315918
Specific gravity @ 25 °C
Pounds per Gallon 7.988 to 8.046
Refractive Index 1.463 to 1.468 @ 20 °C
Vapor Pressure 0.004 mmHg @ 25 °C
Flash Point TCC Value 101.67 °C TCC
logP (o/w) 2.475 est
Solubility
alcohol Yes
water, 215.6 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Creamy
oily, painty, waxy, jasmin, coconut, green, buttery, cookie, creamy, fatty, milky, nutty
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity 168 hour(s) at 100.00 %
Luebke, William tgsc, (1989) At 10.00 % in dipropylene glycol. oily painty waxy jasmin coconut green buttered cookies
Mosciano, Gerard P&F 25, No. 5, 72, (2000) At 1.00 %. Mild, creamy fatty coconut with condensed milk creaminess and fatty nutty nuances
Flavor Type: Creamy
creamy, coconut, fatty, milky, buttery, cheesy, lactonic
Mosciano, Gerard P&F 25, No. 5, 72, (2000) At 1.00 - 10.00 ppm. Creamy coconut meat with fatty milky, buttery and cheesy lactonic nuances
Useful in cream flavors, and for adding rich jasmine notes to jasmine tea flavors. Great for peach and coconut. Creamy, jasmine, peach
General comment Reminiscence of buttered cookies

Potential Uses

Applications
Odor purposes Apricot, Butter, Chocolate, Coconut, Gardenia, Green, Jasmin, Peach, Strawberry
Flavoring purposes Cashew, Cookie, Macadamia, Nut, Pecan, Tropical
Other purposes Natural
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.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 30, Pg. 43S, 1992.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 30, Pg. 43S, 1992.

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 waxy lactone usage levels up to:
5.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 100.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 13.00 (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: 19
Click here to view publication 19
average usual ppmaverage maximum ppm
baked goods: 10.0000016.00000
beverages(nonalcoholic): 3.000006.00000
beverages(alcoholic): 4.000006.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 3.000007.00000
fruit ices: --
gelatins / puddings: 5.0000010.00000
granulated sugar: --
gravies: --
hard candy: 1.0000011.00000
imitation dairy: 21.00000175.00000
instant coffee / tea: --
jams / jellies: --
meat products: 0.100000.10000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 10.0000017.00000
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):

Flavouring Group Evaluation 80 (FGE.80) - Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
View page or View pdf

Flavouring Group Evaluation 80, Revision 1 (FGE.80Rev1): Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
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
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):70851-61-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :11332852
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
5-[(Z)-hex-3-enyl]-5-methyloxolan-2-one
Chemidplus:0070851615