EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

alpha-isomethyl ionone (50% min.)
alpha-isomethylionone (50% min.)

Supplier Sponsors

Fragrance Demo Formulas
Flavor Demo Formulas
Name:(E)-3-methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (50% min.)
CAS Number: 127-51-5Picture of molecule3D/inchi
% from:50.00% to 59.00%
ECHA EINECS - REACH Pre-Reg:204-846-3
FDA UNII:9XP4LC555B
CoE Number:169
XlogP3-AA:3.30 (est)
Molecular Weight:206.32854000
Formula:C14 H22 O
NMR Predictor:Predict (works with chrome or firefox)
Also(can) Contains:(E)-alpha-methyl ionone (74-80%) 14.00% to 31.00%
 beta-isomethyl ionone 3.00% to 7.00%
 (E)-beta-methyl ionone 1.00% to 4.00%
 pseudomethyl ionone 0.10% to 2.00%
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
JECFA Food Flavoring:404 alpha-isomethylionone (50% min.)
FLAVIS Number:07.036 (Old)
DG SANTE Food Flavourings:07.036 alpha-isomethyl ionone
FEMA Number:2714 alpha-isomethylionone (50% min.)
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):127-51-5 ; ALPHA-ISOMETHYLIONONE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
 
Physical Properties:
Appearance:colorless to yellow clear oily liquid (est)
Assay: 98.00 to 100.00 sum of isomers
Food Chemicals Codex Listed: No
Specific Gravity:0.92500 to 0.93500 @ 25.00 °C.
Pounds per Gallon - (est).: 7.697 to 7.780
Refractive Index:1.49650 to 1.50400 @ 20.00 °C.
Boiling Point: 76.00 °C. @ 0.30 mm Hg
Boiling Point: 231.00 to 232.00 °C. @ 760.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure:0.006000 mmHg @ 20.00 °C.
Vapor Density:7.0 ( Air = 1 )
Flash Point:> 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 4.315
Shelf Life: 36.00 month(s) or longer if stored properly.
Storage:store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in:
 alcohol
 dipropylene glycol
 paraffin oil
 water, 2.98 mg/L @ 25 °C (est)
Stability:
 acid cleaner
 alcoholic lotion
 deo stick
 detergent perborate
 fabric softener
 hair spray
 hard surface cleaner
 liquid detergent
 non-discoloring in most media
 shampoo
 soap
 
Organoleptic Properties:
Odor Type: floral
Odor Strength:medium ,
recommend smelling in a 10.00 % solution or less
Substantivity:124 hour(s) at 100.00 %
violet sweet orris powdery floral woody
Odor Description:at 10.00 % in dipropylene glycol. violet sweet orris powdery floral woody
Luebke, William tgsc, (1985)
Odor sample from: Union Camp Corporation
Flavor Type: floral
floral violet powdery dry tea herbal berry woody
Taste Description: floral violet powdery dry tea herbal berry woody
Odor and/or flavor descriptions from others (if found).
IFF
Meth Ionone Gamma A Tocopherol
Odor Description:Woody, Floral, Violet
Woody, tobacco, floral (orris and violet). Powdery tone. Great strength as both top and body notes. Excellent performance to cost ratio.
Taytonn
Methyl Ionone Gamma A
Odor Description:Floral, Powder/ Powdery, Tobacco, Woody
Pell Wall Perfumes
Methyl ionone iso super
Odor Description:floral-violet, fruity, powdery, woody, tea-like
It is extremely versatile in character, and effects ranging from sweet floral to tobacco-like or woody are obtainable with various grades of subject material. The most refined grades, which are quite expensive, often show a very attractive ‘creamy’ top-note and a most uniform, powdery-sweet dryout performance. This type of Methylionone can support floral notes in Ylang-Ylang as well as woody notes in Vetiver, or leathery notes in Salicylates, etc. Certain types of perfume contain up to 25% or more of this material. Many soap perfumes are based upon a large volume of common-grade Methylonone with the subject isomer as pre-dominant component.” Calkin & Jellinek talk about Methyl Ionone: “Methyl ionone is one of the most versatile materials used in perfumery. Although it occurs in a number of different isomeric forms … the qualities most widely used today are either the gamma (iso-alpha) form or a mixture of isomers in which this predominates. In odor it lies somewhere between floral, woody, and iris, working in a perfume as a bridge between the middle and base notes. It blends with almost every type of material, taking its place as a structural component in many of the great perfume families.”
IFF
Meth Ionone Gamma Coeur
Odor Description:Woody, tobacco, floral (orris and violet). Powdery tone
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
skin conditioning
 
Suppliers:
Allan Chemical
Methyl Ionone Gamma
Augustus Oils
Methyl Ionone
Services
Azelis UK
METHYL IONONE GAMMA
Services
Berjé
Methyl Ionone Gamma
Happening at Berje
ECSA Chemicals
Methyl Ionone
Company Profile
Fleurchem
ionone, gamma methyl
Global Essence
Methyl Ionone Gamma
IFF
Meth Ionone Gamma A Tocopherol
Odor: Woody, Floral, Violet
Use: Woody, tobacco, floral (orris and violet). Powdery tone. Great strength as both top and body notes. Excellent performance to cost ratio.
IFF
Meth Ionone Gamma Coeur
Odor: Woody, tobacco, floral (orris and violet). Powdery tone
IFF
Meth Ionone Gamma Pure
Jiangyin Healthway
a- Isomethyl ionone
New functional food ingredients
Kun Shan P&A
Methyl Ionone Gamma A
Kun Shan P&A
Methyl Ionone Gamma Coeur
M&U International
Gamma-Methyl Ionone
M&U International
Methyl Ionone Gamma Coeur
M&U International
Methyl Ionone Gamma
Miltitz Aromatics
METHYLIONONE GAMMA 90D
min. 85 %
Odor: Fine violet character
Use: Extremely versatile, may be used as modifier, supporter and blender for floral, woody and leather notes.
Miltitz Aromatics
METHYLIONONE GAMMA D
min. 60 – 70 %
Odor: Mild flowery, woody violet note, somewhat orris-like and dry
Use: METHYLIONONE GAMMA D is widely used in floral, woody and oriental compositions for imparting volume and substantivity. Main uses are in household and cosmetic products as well as in fine fragrances.
Moellhausen
VIOLETONE COEUR
OQEMA
Methyl Ionone Pure
Pell Wall Perfumes
Methyl ionone iso super
Odor: floral-violet, fruity, powdery, woody, tea-like
Use: It is extremely versatile in character, and effects ranging from sweet floral to tobacco-like or woody are obtainable with various grades of subject material. The most refined grades, which are quite expensive, often show a very attractive ‘creamy’ top-note and a most uniform, powdery-sweet dryout performance. This type of Methylionone can support floral notes in Ylang-Ylang as well as woody notes in Vetiver, or leathery notes in Salicylates, etc. Certain types of perfume contain up to 25% or more of this material. Many soap perfumes are based upon a large volume of common-grade Methylonone with the subject isomer as pre-dominant component.” Calkin & Jellinek talk about Methyl Ionone: “Methyl ionone is one of the most versatile materials used in perfumery. Although it occurs in a number of different isomeric forms … the qualities most widely used today are either the gamma (iso-alpha) form or a mixture of isomers in which this predominates. In odor it lies somewhere between floral, woody, and iris, working in a perfume as a bridge between the middle and base notes. It blends with almost every type of material, taking its place as a structural component in many of the great perfume families.”
Penta International
METHYL IONONE GAMMA REGULAR
Penta International
METHYL IONONE GAMMA EXTRA
Perfumery Laboratory
METHYL IONON GAMMA IFF (METHYL IONONE GAMMA PURE IFF)
Odor: Soft sweet, iris, powdery, floral
Phoenix Aromas & Essential Oils
Gamma-Methyl Ionone
Privi Organics
Violetone Coeur
R C Treatt & Co Ltd
Alpha-isoMethyl Ionone
SRS Aromatics
METHYL IONONE GAMMA 90 D
SRS Aromatics
METHYL IONONE GAMMA D
SRS Aromatics
METHYL IONONE GAMMA
Taytonn
Methyl Ionone Gamma A
Odor: Floral, Powder/ Powdery, Tobacco, Woody
The Good Scents Company
alpha-isomethyl ionone (50% min.)
Odor: violet sweet orris powdery floral woody
The John D. Walsh Company
Methyl Ionone Gamma 70
The John D. Walsh Company
Methyl Ionone Gamma Coeur
The John D. Walsh Company
Methyl Ionone Gamma Extra
The John D. Walsh Company
Methyl Ionone Gamma Pure
The John D. Walsh Company
Methyl Ionone Gamma
The Lermond Company
METHYL IONONE GAMMA 70
Zanos
Gamma Methyl Ionone
 
Safety Information:
European information :
Most important hazard(s):
Xi N - Irritant, Dangerous for the environment.
R 38 - Irritating to skin.
R 43 - May cause sensitisation by skin contact.
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 37 - Wear suitable gloves.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
Skin sensitisation (Category 1), H317
GHS Label elements, including precautionary statements
 
Pictogramexclamation-mark.jpg
 
Signal word Warning
Hazard statement(s)
H317 - May cause an allergic skin reaction
Precautionary statement(s)
P261 - Avoid breathing dust/fume/gas/mist/vapours/spray.
P272 - Contaminated work clothing should not be allowed out of the workplace.
P280 - Wear protective gloves/protective clothing/eye protection/face protection.
P302 + P352 - IF ON SKIN: wash with plenty of soap and water.
P333 + P313 - IF SKIN irritation or rash occurs: Get medical advice/attention.
P363 - Wash contaminated clothing before reuse.
P501 - Dispose of contents/ container to an approved waste disposal plant.
Oral/Parenteral Toxicity:
oral-rat LD50 > 5000 mg/kg
Dispose of contents/ container to an approved waste disposal plant.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Dispose of contents/ container to an approved waste disposal plant.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
IFRA Critical Effect: Dermal sensitization
IFRA Other Specification: <= 2% Pseudomethylionone
IFRA: View Standard
Fragrance usage is IFRA RESTRICTED. View Standard for complete information.
Please review all IFRA documents for complete information.
IFRA categories: limits in the finished product: (For a description of the categories, refer to the IFRA QRA Information Booklet.)
Category 1:
See Note (1)
2.00 % (1)
Category 2:  2.59 %
Category 3:  10.56 %
Category 4:  31.67 %
Category 5:  16.67 %
Category 6:  50.72 % (1)
Category 7:  5.30 %
Category 8:  2.00 %
Category 9:  5.00 %
Category 10:  2.50 %
Category 11: See Note (2)
 Notes:
 

For this material, for pragmatic reasons, restrictive levels allowed by the QRA for certain categories but actually being higher than those already in place before applying the QRA, will temporarily not be implemented until the end of a 5 year monitoring phase. At the end of the 5 years the position will be reevaluated again.

 

(1) IFRA would recommend that any material used to impart perfume or flavour in products intended for human ingestion should consist of ingredients that are in compliance with appropriate regulations for foods and food flavourings in the countries of planned distribution and, where these are lacking, with the recommendations laid down in the Code of Practice of IOFI (International Organisation of the Flavor Industry). Further information about IOFI can be found on its website (www.iofi.org).

 

(2) Category 11 includes all non-skin contact or incidental skin contact products. Due to the negligible skin contact from these types of products there is no justification for a restriction of the concentration of this fragrance ingredient in the finished product.

 
Maximised Survey-derived Daily Intakes (MSDI-EU): 4.70 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 1.00 (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: 3
 average usual ppmaverage maximum ppm
baked goods: -4.30000
beverages(nonalcoholic): -0.97000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -0.80000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -0.98000
fruit ices: -0.98000
gelatins / puddings: -0.05000
granulated sugar: --
gravies: --
hard candy: -4.90000
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 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 213: alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.7 of FGE.19
View page or View pdf

Flavouring Group Evaluation 210: alpha,beta-Unsaturated alicyclic ketones and precursors from chemical subgroup 2.4 of FGE.19[1]
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 210 Revision 2 (FGE.210Rev2): Consideration of genotoxic potential for a,ß-unsaturated alicyclic ketones and precursors from chemical subgroup 2.4 of FGE.19
View page or View pdf

EPI System: View
EPA Substance Registry Services (TSCA):127-51-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5372174
National Institute of Allergy and Infectious Diseases:Data
SCCNFP:opinion
WGK Germany:2
(E)-3-methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (50% min.)
Chemidplus:0000127515
 
References:
Leffingwell:Chirality or Article
 (E)-3-methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (50% min.)
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:127-51-5
Pubchem (cid):5372174
Pubchem (sid):135016869
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (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):HMDB31738
FooDB:FDB008406
YMDB (Yeast Metabolome Database):YMDB01634
Export Tariff Code:2914.23.0000
ChemSpider:View
 
Potential Blenders and core components note
For Odor
amber
amber powdery floral fragrance
FR
cistus ladaniferus resinoid
FL/FR
animal
animal carbolactone
FR
costus valerolactone
FR
balsamic
benzyl cinnamate
FL/FR
copaiba balsam oil
FL/FR
ethyl cinnamate
FL/FR
opoponax oil (balsamodendron kafal)
FL/FR
floral
cassie absolute
FL/FR
dihydrojasmone
FL/FR
dimethyl anthranilate
FL/FR
heliotropyl acetone
FL/FR
hydroxycitronellal
FL/FR
beta-
ionol
FL/FR
alpha-
ionone
FL/FR
(E)-beta-
ionone
FL/FR
ionone mixed isomers
FL/FR
iris specialty
FR
N-
methyl ionone
FR
alpha-iso
methyl ionone (90% min.)
FL/FR
mimosa absolute france
FL/FR
mimosa absolute replacer
FR
nerolidol
FL/FR
orris butenone
FR
orris rhizome absolute (iris pallida)
FL/FR
orris rhizome concrete butter (iris pallida)
FL/FR
orris rhizome resinoid (iris pallida)
FL/FR
papaya isobutyrate
FL/FR
petitgrain mandarin oil terpeneless
FL/FR
phenethyl anthranilate
FL/FR
rhodinyl acetate
FL/FR
fruity
acetyl methyl anthranilate
FL/FR
beta-
ionone epoxide
FL/FR
tropical ionone
FL/FR
green
hexyl 2-methyl butyrate
FL/FR
herbal
acorus calamus root oil
FR
clary sage oil france
FL/FR
2-
cyclohexyl cyclohexanone
FR
daucus carota fruit oil
FL/FR
ilex paraguariensis leaf solid extract
FR
rosemary oil spain
FL/FR
melon
watermelon ketone
FR
musk
musk amberol
FR
musk indane
FR
musk indanone
FR
musk tetralin
FR
6,7,8,9-
tetrahydro-7,7,8,9,9-pentamethyl-5H-cyclopenta[H]quinazoline
FR
orris
2(1)-
orris butanal
FL/FR
powdery
dimethyl ionone
FR
alpha-
methyl ionone
FL/FR
(E)-alpha-
methyl ionone (44-50%)
FL/FR
(E)-alpha-
methyl ionone (50-60%)
FL/FR
(E)-alpha-
methyl ionone (74-80%)
FL/FR
spicy
allspice berry oil
FL/FR
para-
anisyl formate
FL/FR
elettaria cardamomum seed oil
FL/FR
iso
eugenyl acetate
FL/FR
origanum majorana oil
FL/FR
turmeric root oil china
FL/FR
terpenic
frankincense oil
FL/FR
juniperus communis fruit oil
FL/FR
tropical
genet absolute
FL/FR
patchwood
FR
vanilla
heliotropyl alcohol
FL/FR
waxy
ethyl myristate
FL/FR
woody
cedarwood oil virginia
FR
cedrela wood oil
FR
iso
longifolene epoxide
FR
methyl cedryl ketone
FL/FR
sandal pentenone
FR
sandalwood oil
FL/FR
4,6,11-
trimethyl-5-oxatricyclo(6.2.2.0*4,9*)dodec-6-ene
FR
For Flavor
No flavor group found for these
cistus ladaniferus resinoid
FL/FR
elecampane root absolute
FL
heliotropyl alcohol
FL/FR
beta-
ionone epoxide
FL/FR
ionone mixed isomers
FL/FR
(E)-alpha-
methyl ionone (44-50%)
FL/FR
(E)-alpha-
methyl ionone (50-60%)
FL/FR
2(1)-
orris butanal
FL/FR
balsamic
balsamic
copaiba balsam oil
FL/FR
ethyl cinnamate
FL/FR
opoponax oil (balsamodendron kafal)
FL/FR
berry
heliotropyl acetone
FL/FR
coconut
6-
methyl coumarin
FL
floral
dihydrojasmone
FL/FR
beta-
ionol
FL/FR
alpha-
ionone
FL/FR
(E)-alpha-
methyl ionone (74-80%)
FL/FR
alpha-iso
methyl ionone (90% min.)
FL/FR
orris rhizome concrete butter (iris pallida)
FL/FR
orris rhizome resinoid (iris pallida)
FL/FR
phenethyl anthranilate
FL/FR
rhodinyl acetate
FL/FR
tropical ionone
FL/FR
fruity
acetyl methyl anthranilate
FL/FR
dimethyl anthranilate
FL/FR
alpha-
methyl ionone
FL/FR
petitgrain mandarin oil terpeneless
FL/FR
green
hexyl 2-methyl butyrate
FL/FR
nerolidol
FL/FR
papaya isobutyrate
FL/FR
hay
genet absolute
FL/FR
herbal
clary sage oil france
FL/FR
daucus carota fruit oil
FL/FR
marrubium vulgare extract
FL
origanum majorana oil
FL/FR
rosemary oil spain
FL/FR
orris
costus root oil
FL
spicy
allspice berry oil
FL/FR
para-
anisyl formate
FL/FR
benzyl cinnamate
FL/FR
cassie absolute
FL/FR
elettaria cardamomum seed oil
FL/FR
iso
eugenyl acetate
FL/FR
turmeric root oil china
FL/FR
sweet
orris rhizome absolute (iris pallida)
FL/FR
terpenic
juniperus communis fruit oil
FL/FR
waxy
ethyl myristate
FL/FR
hydroxycitronellal
FL/FR
mimosa absolute france
FL/FR
woody
frankincense oil
FL/FR
(E)-beta-
ionone
FL/FR
methyl cedryl ketone
FL/FR
sandalwood oil
FL/FR
 
Potential Uses:
 anais anais
FRbeeswax absolute replacer
FRberry
FRblueberry
FRcassia
 charlie
 chloe
FRchypre
FRcranberry
FRcyclamen
 diffusion
 estee
 fidji
FRfir needle oil replacer
FRfloral
FRfruit
FRgenet
 l'air du temps
 l'heure bleue
 l'origan
FRleather
FRleather russian leather
FRmimosa
FRmoss
 norell
FRoriental
 paris
FRpatchouli
FRprune
FRraspberry
FRrose
FRstrawberry
 vika cologne
FRviolet
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
3-buten-2-one, 3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)-
 gammanolene
 iraldeine gamma (Givaudan)
isoiraldeine pure (Givaudan)
 irisantheme (Givaudan)
 meth ionone gamma A tocopherol (IFF)
 meth ionone gamma coeur (IFF)
 meth ionone gamma pure (IFF)
alpha-isomethyl ionone
iso-alpha-methyl ionone
gamma-methyl ionone (so called)
 methyl ionone gamma
 methyl ionone gamma A (IFF)
 methyl ionone gamma coeur (IFF)
 methyl ionone gamma extra
 methyl ionone gamma pure
 methyl ionone gamma regular
 methyl ionone gamma supreme
 methyl ionone gamma suprime
(E)-3-methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (50% min.)
(3E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
(E)-3-methyl-4-(2,6,6-trimethyl-cyclohex-2-enyl)-but-3-en-2-one
(3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
(3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-one
alpha-isomethylionone (50% min.)
 methylionone gamma D
 methylyl ionone gamma pure
 raldeine gamma
4,2,6,6-trimethyl-2-cyclohexen-1-yl-3-methyl-3-buten-2-one
 
 
Notes:
Blends well with woody notes. Gives good body. Used as a food additive [EAFUS]
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