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Alpha-Ionone

HCID 5282108
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
127-41-3
Standard SMILES
CC(=O)/C=C/C1C(C)=CCCC1(C)C
InChIKey
UZFLPKAIBPNNCA-BQYQJAHWSA-N
Molecular formula
C13H20O
Average molar mass
192.3 g/mol
Monoisotopic mass
192.15141526

Overview

Alpha-ionone is an ionone, an enone and a methyl ketone.

Names & identifiers

Preferred name
Alpha-Ionone
IUPAC
(E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
English name
alpha-Ionone
Molecular formula
C13H20O
Molecular weight
192.3

Names & synonyms

ALPHA-IONONE127-41-3(E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one(E)-alpha-Iononetrans-alpha-Iononealpha-(E)-iononealpha-Ionon(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-oneFEMA No. 2594alpha-CyclocitrylideneacetoneDTXSID0035160I9V075M61R
Show more names
IONONE ALPHAa-Iononeα-LononeFEMA 25944-(2,6,6-trimethylcyclohex-2-ene-1-yl)-but-3-ene-2-oneIRISONE ALPHA4-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-3-BUTEN-2-ONE(E)-α-IononeAlpha-lonone
DTXCID8015160CHEBI:32319(E)-(1)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-one(E)-4-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-3-BUTEN-2-ONEI+--IononeRefChem:27249204-841-6230-010-2

Database identifiers

CAS
127-41-3、14398-36-8、31798-12-6、6901-97-9、8013-90-9

Properties

Computed structural properties

XLogP
3
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
2
Heavy atoms
14
Formal charge
0
Complexity
282

Experimental & physicochemical properties

FragrancesFragrance Ingredient (alpha-Ionone) -> IFRA transparency List
LogPlog Kow = 3.85
Odor · 2 items

It has a warm, woody, floral odor with balsamic and sweet tones and is strongly reminiscent of violet flowers.

Sweet-floral odor, reminiscent of violets

TasteWoody, floral, berry, fruity with powdery nuances
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2 items

0.9319 at 20/4 °C

0.927-0.933

Flavoring AgentsEU Flavoring substances
Color/FormColorless to slightly yellow liquid
Solubility · 5 items

In water, 106 mg/L at 25 °C

Soluble in alcohol, most fixed oils, propylene glycol; insoluble in glycerin

Miscible with absolute alcohol. Soluble in 2 to 3 parts of 70% alcohol, ether, chloroform, benzene. Very slightly soluble in water. /mixed ionone isomers/

Safety & regulation

GHS classification

GHS Classification · 6 items

Not Classified

Aggregated GHS information provided per 1789 reports by companies from 10 notifications to the ECHA C&L Inventory.

Warning

H315: Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P272, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Danger

Hazard information

Regulatory Information · 5 items

Chemical: 3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (E)-

Regulation (EC) No 1831/2003 (amended)

3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 25-07-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18612

alpha-Ionone: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Ionones: Human health tier II assessment
FDA Requirements · 1 item

alpha-Ionone is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and b) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

NFPA Hazard Classification · 3 items

Chemistry & industry

Pharmacology

Metabolism/MetabolitesTwo rabbits were fed a single dose of 170 g of pure alpha-ionone. Urine was collected and ether soluble compounds were extracted. The major urinary metabolite was identified as 5-oxo-cis-tetrahydroionone.
Absorption, Distribution and ExcretionFollowing oral administration, alpha-ionone undergoes biochemical oxidation in the rabbit and is excreted in the urine, principally, as 5-oxo-cis-tetrahydro-ionone, indicating in vivo oxidation of carbon atom 5 in the ionone structure.
Cellular LocationsMembrane

Uses & manufacturing

Uses · 4 items

For alpha-ionone (USEPA/OPP Pesticide Code: 129030) ACTIVE products with label matches. /SRP: Registered for use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Reported uses (ppm):

Fragrance ingredient in perfumery, in cosmetics and personal care products, in household cleaners and detergents. Flavoring agent in beverages, baked goods, and candies.

Used as an ingredient in dog/cat repellent; attracts adult rose chafers (a beetle).

U.S. Production · 2 items

2023: 100,000 - <250,000 lb

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)-. National Production Volume: Withheld.

Consumer UsesOther
Industry UsesFragrance
Methods of ManufacturingBy condensing citral with acetone to form pseudoionone, which is then cyclized by acid-type reagents.

Related reactions

18 records
New reaction record
HRID 280798 reaction equation
HRID 280798As reactantuspto-grants-1986_05
HRID 556120 reaction equation
HRID 556120As reactantuspto-grants-2011_11
HRID 596271 reaction equation
HRID 596271As reactantuspto-grants-1977_03
HRID 602068 reaction equation
HRID 602068As reactantuspto-grants-2011_03
HRID 732855 reaction equation
HRID 732855As reactantuspto-grants-2009_09
HRID 1074645 reaction equation
HRID 1074645As reactantuspto-grants-1983_07
HRID 1106139 reaction equation
HRID 1106139As productuspto-grants-1982_01
HRID 1413355 reaction equation
HRID 1413355As reactantuspto-grants-1981_02
Page 1 of 3

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
PubChem CID
5282108
DTXSID
DTXSID0035160
ChEMBL
CHEMBL472877
ChEBI
CHEBI:32319
UNII
I9V075M61R
EC Number
204-841-6、230-010-2、250-812-6
Nikkaji
J183.660I、J2.016H、J278.189A

soluble in alcohol, propylene glycol, most fixed oils; insoluble in glycerol and water

1 ml in 3 ml 70% alcohol; 1 ml in 10 ml 60% alcohol (in ethanol)

Flash Point118 °C (244 °F) - closed cup
Boiling Point · 3 items

258 °C at 760 mm Hg

Pale yellow to yellow liquid; Specific gravity: 0.933-0.937 25/25 °C; Boiling point: 126-128 °C at 12 mm Hg /mixed ionone isomers/

237 °C

Vapor Pressure0.019 mm Hg at 25 C (extrapolated from higher temperatures)

Physicochemical properties

Melting point
25 °C · 25°C
Boiling point
259 · 259-263 °C(lit.)
Density
0.93 g/mL · 0.93 g/mL at 25 °C(lit.)
vapor pressure
0.133 Pa · 0.133Pa
FEMA
2594 · 2594 | ALPHA-IONONE
refractive index
20 · n20/D 1.498(lit.)
FLAVIS Number
7.007 · 07.007 | alpha-Ionone
Flash point
230 °F · 230 °F
storage temp.
2 · 2-8°C
solubility
Soluble in ethanol fixed oils, propylene glycol. Slightly soluble in alcohol, ether, mineral oil.
form
Oil
color
Clear Colourless
Odor
10 % · at 10.00 % in dipropylene glycol. sweet woody floral violet orris tropical fruity
Odor Type
floral
biological source
synthetic
Viscosity
41.15 mm2/s · 41.15mm2/s
Water Solubility
insoluble
Merck
14 · 14,5056
JECFA Number
388 · 388
BRN
2046084 · 2046084
Dielectric constant
11 · 11.0(18℃)
Major Application
cleaning productscosmeticsflavors and fragrancesfood and beveragespersonal care
Cosmetics Ingredients Functions
PERFUMING
InChI
1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+
InChIKey
UZFLPKAIBPNNCA-BQYQJAHWSA-N
SMILES
CC(=O)\C=C\C1C(C)=CCCC1(C)C
LogP
3.85 at · 3.85 at 37℃
CAS DataBase Reference
127 · 127-41-3(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
ALPHA-IONONE
EWG's Food Scores
1 · 1
FDA UNII
9 V075M61R · I9V075M61R
NIST Chemistry Reference
3 · 3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (E)-(127-41-3)
EPA Substance Registry System
.alpha.-Ionone (127-41-3)
UNSPSC Code
77101502 · 77101502
NACRES
24 · NA.24
Symbol(GHS)
8 · GHS08
Signal word
Danger
Hazard statements
334 · H334
Precautionary statements
261 · P261-P342+P311
Hazard Codes
Xn,Xi
Risk Statements
42 · 42-36-36/37/38
Safety Statements
36 · 36-24/25-26-36/37/39-27
WGK Germany
2 · 2
RTECS
525000 · EN0525000
TSCA
TSCA listed
HS Code
29142300 · 29142300
Storage Class
10 · 10 - Combustible liquids
Hazard Classifications
1 · Resp. Sens. 1
Hazardous Substances Data
127 · 127-41-3(Hazardous Substances Data)
REACH Registrations
Active

0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.

1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.

0 - Materials that in themselves are normally stable, even under fire conditions.

Toxic Combustion ProductsSpecial hazards arising from the substance or mixture: Carbon oxides
Hazard Classes and Categories · 2 items

Not Classified

Skin irritation - category 2

Skin, Eye, and Respiratory Irritationsalpha-Ionone was found to be a moderate /skin/ irritant.
Hazardous Reactivities and IncompatibilitiesIncompatible materials: Strong oxidizing agents.

Safety & protection

Fire Fighting Procedures · 3 items

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Extinguishing methods: Alcohol foam. Water or foam may cause frothing.

Storage ConditionsConditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Light sensitive.
Cleanup Methods · 1 item

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas.; Environmental precautions: Do not let product enter drains.; Methods and materials for containment and cleaning up: Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal.

Disposal Methods · 2 items

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Contaminated packaging: Dispose of as unused product.

Preventive Measures · 3 items

Precautions for safe handling: Avoid contact with skin and eyes. Avoid inhalation of vapor or mist. Normal measures for preventive fire protection.

Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

Personal Protective Equipment (PPE) · 4 items

Eye/face protection: Face shield and safety glasses. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).

Skin protection: Handle with gloves.

Body Protection: Complete suit protecting against chemicals. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 670(SRC), determined from a structure estimation method(2), indicates that alpha-ionone is expected to have low mobility in soil(SRC). Volatilization of alpha-ionone from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.5X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 0.019 mm Hg(3), and water solubility, 106 mg/L(4). alpha-Ionone, a perfumery compound with an odor(5), is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). The biodegradability of alpha-ionone is expected to be analogous to beta-ionone(SRC) which was found to be readily biodegradable by two OECD screening tests(6). A 79% of theoretical BOD using activated sludge in the OECD 301F test(6) suggests that biodegradation is an important environmental fate process in soil(SRC). beta-Ionone was also classified as readily biodegradable by the results of a CO2-evolution test where beta-ionone achieved 46% and 73% CO2 evolution after 7 and 28 days, respectively(6). By analogy to beta-ionone(7), alpha-ionone is expected to absorbs at wavelengths >290 nm and, therefore, may be susceptible to direct photolysis on soil surfaces exposed to sunlight(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 670(SRC), determined from a structure estimation method(2), indicates that alpha-ionone is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 4.5X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 0.019 mm Hg(4), and water solubility, 106 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 31 hours and 13 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 161(SRC), from its log Kow of 3.85(7) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is high(SRC). The biodegradability of alpha-ionone is expected to be analogous to beta-ionone(SRC) which was found to be readily biodegradable by two OECD screening tests(8). A 79% of theoretical BOD using activated sludge in the OECD 301F test(8) suggests that biodegradation is an important environmental fate process in water(SRC). beta-Ionone was also classified as readily biodegradable by the results of a CO2-evolution test where beta-ionone achieved 46% and 73% CO2 evolution after 7 and 28 days respectively(8). In a spiked river water die-away test, beta-ionone, at 6.28 ug/L, was degraded about 95% after 20 hours of incubation(8). alpha-Ionone is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). alpha-Ionone is an olefin and olefins in surface waters exposed to sunlight react with photo-oxidants (such as hydroxyl radicals, peroxy radicals and singlet oxygen) with a half-life on the order of 25 days(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), alpha-ionone, which has an extrapolated vapor pressure of 0.019 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase alpha-ionone is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 2.7 hours(SRC), calculated from its rate constant of 1.5X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Vapor-phase alpha-ionone is also degraded in the atmosphere by reaction with ozone and nitrate radicals(SRC); the half-lives for these reaction in air are estimated to be 14 and 0.8 hours respectively(SRC), calculated from analogous measured rate constants for beta-ionone of 1.9X10-17 cu cm/molecule-sec at 24 °C for ozone(4) and 9.4X10-12 cu cm/molecule-sec at 24 °C for nitrate radicals(5). The nitrate radical (NO3) is the dominant atmospheric oxidant during the night-time in most atmospheric environments(6), therefore, night-time degradation appears to be a major fate process for alpha-ionone(SRC). By analogy to beta-ionone(SRC), which absorbs strongly at wavelengths >290 nm(7), alpha-ionone may be susceptible to direct photolysis by sunlight(SRC).

Food Survey ValuesIn addition to a variety of fruits, alpha-ionone has detected in peas, cognac, rum, whiskies, white wines, tea, beans, buck wheat, and brandy(1). alpha-Ionone was detected in popcorn at a concentration of 2 ug/kg(2).
Toxicity Summary · 1 item

IDENTIFICATION AND USE: Alpha-ionone (AI) is a colorless to slightly yellow liquid. AI is a fragrance ingredient in perfumery, in cosmetics and personal care products, in household cleaners and detergents. Flavoring agent in beverages, baked goods, and candies. Used as an ingredient in dog/cat repellent. It is registered for pesticide use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses. HUMAN EXPOSURE AND TOXICITY: AI (32 % in acetone) was found to be a moderate irritant. No reactions were observed with 1% AI; 5% AI produced one irritant/questionable reaction. ANIMAL STUDIES: No skin irritation was observed in miniature swine using neat AI. In guinea pigs AI was reported to be moderately irritating in skin test. AI produced severe skin irritation reaction in rabbits. AI was tested in a 90-days oral toxicity study using male and female rats. Body weigh gains and feed intake were reduced slightly in both males and females (10 mg/kg). In rats diet containing mixture of AI (60%) and beta-ionone produced swelling of hepatic parenchymal cells after 17 weeks. No mutagenic activity was observed in Salmonella typhimurium strains TA98 and TA100 when treated with AI at concentrations up to approximately 50 ug/plate with and without metabolic activation. AI at 25 mM concentration caused significant increases in chromosome aberrations in Chinese hamster cells. A micronucleus test in mice was negative.

Average Daily IntakeThe individual daily intake for alpha-ionone has been reported as 0.002387 mg/kg/day(1).
Plant Concentrations · 2 items

alpha- and beta-Ionone account for 57% of the volatile components of violet flowers (Viola odorata)(1). alpha-Ionone is reported to occur in apricot, orange peel oil, grapefruit juice, raspberry, blackberry, carrot, celery leaves and seed, peas, tomato, tea, beans,and loganberry(2). Apricots (Prunus armeniaca L.) were found to contain alpha-ionone at a concentration of 10 ug/kg of fresh fruit tissue(3). alpha-Ionone was detected in paprika oleoresin at a concentration of 0.4 mg/kg(4).

alpha-Ionone detections in plants(1).[Table#8258]

Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc of alpha-ionone can be estimated to be 670(SRC). According to a classification scheme(2), this estimated Koc value suggests that alpha-ionone is expected to have low mobility in soil.

Natural Pollution SourcesBoth optical isomers of alpha-ionone are found in nature(1). alpha-Ionone occurs widely in plants, such as, in violets, blackberries, plums, and tobacco(2).
Human Toxicity Excerpts · 2 items

/HUMAN EXPOSURE STUDIES/ A 48-hr occluded patch test was conducted on the backs of 50 adult male volunteers. A 0.05 g aliquot of 32% alpha-ionone in acetone was placed on 15 mm patches which were then applied to the back of each subject for 48 hr. The patches were removed and the sites were swabbed with dry gauze to remove residual test material. Reactions were evaluated at 30 min after patch removal and if necessary, at 72, 96 and 120 hr after patch removal. alpha-ionone was found to be a moderate irritant.

/HUMAN EXPOSURE STUDIES/ In a multicenter study, /researchers/ reported the results of patch tests with 48 fragrance materials. alpha-Ionone at 1% and 5% in petrolatum was tested in 86 male and 119 female patients. alpha-Ionone was applied to the back for 48 hr using Finn chambers on Scanpor tape. Reactions were assessed per ICDRG /(International Contact Dermatitis Research Group)/ guidelines on days 2 and 3 or on days 2 and 4. No reactions were observed with 1% alpha-ionone; 5% alpha-ionone produced one irritant/questionable reaction.

Artificial Pollution Sources · 1 item

alpha-Ionone's production and use in perfumery(1) and as a flavoring compound in foods(2) may result in its release to the environment through various waste streams(SRC). Its use as a fragrance ingredient in perfumery, in cosmetics and personal care products, in household cleaners and detergents(3) and as an ingredient in dog/cat repellent used on plants and lawn furniture(4) will result in its direct release to the environment(SRC). alpha-Ionone has been identified as a component of tobacco smoke(5).

Environmental Biodegradation · 1 item

AEROBIC: The biodegradability of alpha-ionone is expected to be analogous to beta-ionone(SRC). Using the OECD 301F method (manometric respirometry) with an activated sludge inoculum, beta-ionone, at 50 mg/L, reached 79% of its theoretical BOD in 28 days which classified the compound as readily biodegradable(1). beta-Ionone was also classified as readily biodegradable by the results of a CO2-evolution test where beta-ionone, at 10 mg/L, achieved 46% and 73% CO2 evolution after 7 and 28 days respectively(1). Another respirometry study reported 80% biodegradation of beta-ionone at 100 mg/L(2). In a spiked river water die-away test using water from the Murrumbidgee River, beta-ionone, at 6.28 ug/L, was degraded about 95% after 20 hours of incubation(1). Results of a modified MITI test (OECD 301C) reported 50% degradation of beta-ionone after 28 days (consistent with inherent biodegradability), but concentrations or inoculum were not reported(1).

Sediment/Soil ConcentrationsSEDIMENT: alpha-Ionone was qualitatively detected in sediment collected in the German Bight, near the Elbe River, in 1998(1).
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Regulatory information

FDA Requirements · 1 item

alpha-Ionone is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and b) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

Safety data

wgk
2
tsca
TSCA listed
rtecs
EN0525000
hs_code
29142300
risk_code
42-36-36/37/38
Signal word
Danger
Symbol(GHS)
GHS08
hazard_code
Xn,Xi
safety_code
36-24/25-26-36/37/39-27
Storage Class
10 - Combustible liquids
Hazard statements
H334
REACH Registrations
Active
Hazard Classifications
Resp. Sens. 1
Precautionary statements
P261-P342+P311
Hazardous Substances Data
127-41-3(Hazardous Substances Data)
Formulations/Preparations · 2 items

Scent-Off Pellets (Baker's & 18 Corporation): Active ingredient: Oil of mustard 0.20%; Oil of citronella 1.20%; Oil of lemongrass 2.00%; Oil of orange 0.02%; Methyl salicylate 0.02%; Bergamot oil 0.11%; 3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (E)- 0.01%; and Geraniol 0.04%.

Scent-Off Aroma Pouches (Baker's & 18 Corporation): Active ingredient: Oil of mustard 0.20%; Oil of citronella 1.20%; Oil of lemongrass 2.00%; Oil of orange 0.02%; Methyl salicylate 0.02%; Bergamot oil 0.11%; 3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (E)- 0.01%; and Geraniol 0.04%.

Household ProductsInformation on 13 consumer products that contain Alpha-Ionone in the following categories is provided:
Use Classification · 4 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 3 items

Soap, Cleaning Compound, and Toilet Preparation Manufacturing

3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (3E)-: ACTIVE

... Alpha- and beta-ionones account for 57% of the volatile components of violet flowers (Viola odorata).

Applications · 5 items

DescriptionThe alpha-ionone is the alpha form of ionone. The ionones denote a series of chemical substances belonging to rose ketones including carotene, damascenes and damascenones. It is found in various kinds of essential oils contained in some flowers such as violet. Ionone has three forms including alpha-, beta and gamma-. The alpha-ionone has the aroma odor of violet, which has been widely used in daily chemical flavor and tobacco-used flavor. The alpha-ionone can be made from the thermal decomposition of carotene.

Descriptionα-Ionone has a characteristic violet-like odor. α-Ionone may be prepared by condensing citral with acetone to form pseudoionone, which is then cyclized by acid-type reagents.

UsesAn aroma compound commonly found in essential oils such as rose oil. It is a degradation products of caratenoids produced by caratenoid cleavage dioxygenases (CCD).

Usesalpha-Ionone, is used in many floral accords. Gives a violet flower nuance to compositions, but is also used in rose, woody, amber, balsamic, and powdery fragrances. It is also used in perfumery, flavoring, and vitamin A (retinol) production for cosmetics and toiletries. beta isomer shows a less floral odor than the alpha. It has good substantivity and is used in all areas of perfumery.

General Descriptionα-lonone is a C13 norterpenoid formed from the degradation of carotenoids. It is an important fragrance compound used in perfume industries due to its characteristic fine violet and rose scents. Commercially α-lonone is used in cosmetics, personal care products, detergents, etc. As a flavoring agent, it is widely used in various beverages including wine and tea.

Upstream & downstream products

Upstream raw materials

PSEUDOIONONEdilute sulphuric acidLitsea cubeba oilSodium hydroxideCitral

Downstream products

IononeCarotene

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
VladaChem GmbH+49-7246-3082843 +86-18411632868 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
阿法埃莎(中国)化学有限公司400-6106006 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
武汉卡诺斯科技有限公司027-83238443 15327105076 · [email protected]
山东洛克化工有限公司17653113209 13065062079 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
Xiamen AmoyChem Co., Ltd+86-86-5926051114 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
青岛保税区鲁联国际贸易有限公司0532-83893697 18561902820 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
南京杜莱生物技术有限公司025-84699383-8003;025-846993838003-8003 18013301590 · [email protected]
吉水县益康天然香料油提炼厂0796-8128936 19070600085
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海兴鲁化工科技有限公司02120970332 · [email protected]
成都润泽本土化工有限公司13096311329 028-88469284 616445927 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
武汉鑫儒化工有限公司15927387915 15337108568

Additional notes

DefinitionChEBI: Alpha-ionone is an ionone, an enone and a methyl ketone.