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

alpha-terpinyl methyl ether
orange flower ether (IFF)

Sponsors

Name:4-(2-methoxypropan-2-yl)-1-methylcyclohexene
CAS Number: 14576-08-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:238-620-0
Nikkaji Web:J138.274H
MDL:MFCD00217034
XlogP3-AA:2.40 (est)
Molecular Weight:168.27960000
Formula:C11 H20 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
Racemate.
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
FLAVIS Number:03.020 (Old)
DG SANTE Food Flavourings:03.020 alpha-terpinyl methyl ether
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00 sum of isomers
Food Chemicals Codex Listed: No
Specific Gravity:0.89600 to 0.90400 @ 25.00 °C.
Pounds per Gallon - (est).: 7.456 to 7.522
Specific Gravity:0.89700 to 0.90500 @ 20.00 °C.
Pounds per Gallon - est.: 7.473 to 7.539
Refractive Index:1.46400 to 1.46800 @ 20.00 °C.
Boiling Point: 216.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.458000 mm/Hg @ 25.00 °C. (est)
Flash Point: 180.00 °F. TCC ( 82.22 °C. )
logP (o/w): 3.540
Shelf Life: 24.00 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
 water, 22.61 mg/L @ 25 °C (est)
Insoluble in:
 water
Stability:
 alcoholic lotion
 antiperspirant
 bleach
 deo stick
 detergent
 fabric softener
 shampoo
 soap
 
Organoleptic Properties:
Odor Type: citrus
Odor Strength:medium
Substantivity: < 4 hour(s) at 100.00 %
citrus grapefruit bergamot orangeflower vegetable celery spicy earthy
Odor Description:at 100.00 %. citrus grapefruit bergamot orangeflower vegetable celery spicy earthy
Flavor Type: woody
">woody celery earthy spicy
Taste Description: woody celery earthy sweet spicy
Odor and/or flavor descriptions from others (if found).
IFF
Orange Flower Ether
Odor Description:Citrus (grapefruit) note also reminiscent of bergamot. Occurs naturally in orange flowers
Taytonn
Orange Flower Ether
Odor Description:citrus grapefruit bergamot orangeflower
Pell Wall Perfumes
Orange Flower Ether
Odor Description:Citrus-grapefruit and bergamot, fresh, neroli, orange flower
Very nice top-note that adds a floral quality as well as citrus: distinctly grapefruit in character. Original IFF material “Description from IFF: Citrus (grapefruit) note also reminiscent of bergamot. Occurs naturally in orange flowers.”
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Azelis UK
ORANGE FLOWER ETHER
Services
BOC Sciences
For experimental / research use only.
4-(1-Methoxy-1-methylethyl)-1-methylcyclohexene
CG Herbals
alpha-Terpinyl Methyl Ether
Creatingperfume.com
Orange Flower Ether (IFF)
Odor: Citrus (grapefruit) note also reminiscent of bergamot
Ernesto Ventós
ORANGE FLOWER ETHER IFF
Odor: CITRIC, GRAPEFRUIT, FLORAL, NEROLI
Ernesto Ventós
TERPINYL METHYL ETHER
Odor: FLORAL, ORANGE BLOSSOM
IFF
Orange Flower Ether
Odor: Citrus (grapefruit) note also reminiscent of bergamot. Occurs naturally in orange flowers
Indukern F&F
ORANGE FLOWER ETHER
Odor: CITRUS, GRAPEFRUIT, FLORAL, NEROLI
Kun Shan P&A
Orange flower ether
Pell Wall Perfumes
Orange Flower Ether
Odor: Citrus-grapefruit and bergamot, fresh, neroli, orange flower
Use: Very nice top-note that adds a floral quality as well as citrus: distinctly grapefruit in character. Original IFF material “Description from IFF: Citrus (grapefruit) note also reminiscent of bergamot. Occurs naturally in orange flowers.”
Penta International
ORANGE FLOWER ETHER
Perfumer Supply House
Orange Flower Ether (Terpinyl Methyl Ether)
Odor: Citrus, floral, grapefruit, bergamot, orange blossom
Reincke & Fichtner
Terpinyl Methyl Ether
Taytonn
Orange Flower Ether
The John D. Walsh Company
Orange Flower Ether
The Lermond Company
Orange Flower Ether
 
Safety Information:
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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for alpha-terpinyl methyl ether usage levels up to:
  5.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 4.10 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 3200 (μg/person/day)
Threshold of Concern:90 (μg/person/day)
Structure Class: III
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 3.0000015.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 2.0000010.00000
Edible ices, including sherbet and sorbet (03.0): 3.0000015.00000
Processed fruit (04.1): 2.0000010.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 10.0000050.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 5.0000025.00000
Bakery wares (07.0): 10.0000050.00000
Meat and meat products, including poultry and game (08.0): 2.0000010.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 2.0000010.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 5.0000025.00000
Foodstuffs intended for particular nutritional uses (13.0): 10.0000050.00000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 3.0000015.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 10.0000050.00000
Ready-to-eat savouries (15.0): 15.0000075.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 5.0000025.00000
 
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) related to Flavouring Group Evaluation 23 (FGE.23): Aliphatic, alicyclic and aromatic ethers including anisole derivatives From chemical groups 15, 16 and 26 (Commission Regulation (EC) No 1565/2000 of 18 July 2000
View page or View pdf

Flavouring Group Evaluation 59 (FGE.59): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 23, Revision 1 (FGE.23Rev1): Aliphatic, alicyclic and aromatic ethers including anisole derivatives from chemical groups 15, 16, 26 and 30[1] - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 23, Revision 2 (FGE.23Rev2): Aliphatic, alicyclic and aromatic ethers including anisole derivatives from chemical groups 15, 16, 22, 26 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 59, Revision 1 (FGE.59Rev1): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting and 63rd meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 Rev2 (2010)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 23, Revision 3 (FGE.23Rev3): Aliphatic, alicyclic and aromatic ethers including anisole derivatives from chemical groups 15, 16, 22, 26 and 30
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 23, Revision 4 (FGE.23Rev4): Aliphatic, alicyclic and aromatic ethers including anisole derivatives from chemical groups 15, 16, 22, 26 and 30
View page or View pdf

EPI System: View
EPA Substance Registry Services (TSCA):14576-08-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :85755
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
4-(2-methoxypropan-2-yl)-1-methylcyclohexene
Chemidplus:0014576080
 
References:
 4-(2-methoxypropan-2-yl)-1-methylcyclohexene
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:14576-08-0
Pubchem (cid):85755
Pubchem (sid):135044717
Pherobase:View
 
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
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
(Z)-2-
penten-1-yl hexanoate
FL/FR
aldehydic
aldehydic
decanal (aldehyde C-10)
FL/FR
tridecanal
FL/FR
balsamic
ethyl cinnamate
FL/FR
citrus
benzyl anthranilate
FR
bergamot acetoacetate
FR
bergamot oil bergaptene reduced italy
FL/FR
beta-
bisabolol
FL/FR
citral / methyl anthranilate schiff's base
FR
(Z)-4-
decenal
FL/FR
dihydromyrcenyl acetate
FR
dimethyl octenone
FR
2,4-
dimethyl-3-cyclohexene-1-methanyl acetate
FR
2-
dodecanone
FL/FR
2-
ethyl-1-hexanol
FL/FR
grapefruit indene
FR
grapefruit mercaptan
FL/FR
grapefruit nitrile
FR
grapefruit oil c.p. california
FL/FR
grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo)
FL/FR
grapefruit oil terpeneless
FL/FR
grapefruit pentanol
FR
lemon oil residues
FL/FR
mandarin oil (citrus reticulata nova var. mandarin) uruguay
FL/FR
5-
mercapto-5-methyl-3-hexanone
FL/FR
alpha-
methylene citronellal
FR
myrcenyl acetate
FL/FR
myrmac aldehyde
FR
(+)-
nootkatone
FL/FR
philodendron solimoesense specialty
FR
rhubafuran
FR
(±)-2,4,8-
trimethyl-7-nonen-2-ol
FL/FR
10-
undecen-1-ol
FL/FR
valencene
FL/FR
clean
clean nitrile
FR
coumarinic
tonka ketone
FR
dry
3,4-
xylenol
FL/FR
floral
cassis oxime 10%
FR
champaca absolute
FR
citronellyl formate
FL/FR
cyclamen aldehyde / methyl anthranilate schiff's base
FR
decanal / methyl anthranilate schiff's base
FR
decyl formate
FR
ethyl anthranilate
FL/FR
ethyl linalool
FR
gardenia amide
FR
gardenia decalone
FR
gardenia pentyl acetate
FR
honeysuckle absolute
FR
hydroxycitronellal / methyl anthranilate schiff's base
FR
leerall / methyl anthranilate schiff's base
FR
lilyall / methyl anthranilate schiff's base
FR
linalyl anthranilate
FL/FR
linalyl benzoate
FL/FR
linalyl butyrate
FL/FR
linalyl propionate
FL/FR
magnolia indene
FR
alpha-
naphthyl methyl ketone
FL/FR
beta-
naphthyl methyl ketone
FL/FR
neroli oil bigarde
FL/FR
neroli oil CO2 extract
FL/FR
nerolin fragarol
FL/FR
neryl acetate
FL/FR
neryl isovalerate
FL/FR
nonanal / methyl anthranilate schiff's base
FR
ocean propanal / methyl anthranilate schiff's base
FR
bitter
orangeflower absolute morocco
FL/FR
peony acetonitrile
FR
petitgrain bigarade oil
FL/FR
propyl anthranilate
FL/FR
surfleurs d'oranger oil
FL/FR
alpha-
terpinyl anthranilate
FL/FR
terpinyl isobutyrate
FL/FR
tetrahydrolinalyl acetate
FR
tuberose absolute (from pommade)
FL/FR
undecanal dimethyl acetal
FR
wallflower absolute
FR
fruity
iso
butyl methyl anthranilate
FL/FR
cyclohexyl anthranilate
FL/FR
ethyl 3-(2-furyl) propanoate
FL/FR
grapefruit acetal
FR
hexyl (E)-tiglate
FL/FR
linalyl isobutyrate
FL/FR
methyl anthranilate
FL/FR
nerolidyl isobutyrate
FR
ocimen-1-yl acetate
FR
para-
tolualdehyde
FL/FR
green
dextro-
linalyl acetate
FL/FR
laevo-
linalyl acetate
FL/FR
(2-
methoxy-1-methyl butyl) benzene
FR
nerol oxide
FL/FR
herbal
6-
acetoxydihydrotheaspirane
FL/FR
bergamot mint herb oil
FR
cuminyl acetate
FL/FR
linalyl acetate
FL/FR
linalyl formate
FL/FR
linalyl isovalerate
FL/FR
3-
octyl acetate
FL/FR
terpineol acetate
FL/FR
naphthyl
beta-
naphthyl ethyl ether
FL/FR
beta-
naphthyl methyl ether
FL/FR
spicy
iso
butyl angelate
FL/FR
4-
ethyl guaiacol
FL/FR
iso
eugenol
FL/FR
eugenol
FL/FR
iso
eugenyl acetate
FL/FR
iso
eugenyl phenyl acetate
FL/FR
(E)-
propyl 2-furan acrylate
FL/FR
sulfurous
grapefruit menthane
FL/FR
terpenic
alpha-
terpineol
FL/FR
vanilla
vanillylidene acetone
FL/FR
waxy
1-
undecanol
FL/FR
woody
alpha-
farnesene
FL/FR
labdanum ethanone
FR
2-
methoxy-4-vinyl phenol
FL/FR
For Flavor
No flavor group found for these
6-
acetoxydihydrotheaspirane
FL/FR
iso
butyl methyl anthranilate
FL/FR
cuminyl acetate
FL/FR
dihydronootkatone
FL
lemon oil residues
FL/FR
dextro-
linalyl acetate
FL/FR
laevo-
linalyl acetate
FL/FR
linalyl formate
FL/FR
4-
mercapto-4-methyl-2-pentanol
FL
5-
mercapto-5-methyl-3-hexanone
FL/FR
alpha-
naphthyl methyl ketone
FL/FR
(Z)-2-
penten-1-yl hexanoate
FL/FR
propyl anthranilate
FL/FR
surfleurs d'oranger oil
FL/FR
terpineol acetate
FL/FR
alpha-
terpinyl anthranilate
FL/FR
terpinyl isobutyrate
FL/FR
10-
undecen-1-ol
FL/FR
aldehydic
aldehydic
1-
undecanol
FL/FR
alliaceous
cyclopentyl mercaptan
FL
balsamic
ethyl cinnamate
FL/FR
vanillylidene acetone
FL/FR
citrus
bergamot oil bergaptene reduced italy
FL/FR
beta-
bisabolol
FL/FR
(Z)-4-
decenal
FL/FR
dehydronootkatone
FL
grapefruit mercaptan
FL/FR
grapefruit oil c.p. california
FL/FR
grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo)
FL/FR
grapefruit oil terpeneless
FL/FR
mandarin oil (citrus reticulata nova var. mandarin) uruguay
FL/FR
myrcenyl acetate
FL/FR
(+)-
nootkatone
FL/FR
petitgrain bigarade oil
FL/FR
alpha-
terpineol
FL/FR
(±)-2,4,8-
trimethyl-7-nonen-2-ol
FL/FR
valencene
FL/FR
fatty
(E,E)-2,4-
dodecadienal
FL
2-
dodecanone
FL/FR
2-
ethyl-1-hexanol
FL/FR
floral
pseudo
ionone
FL
linalyl acetate
FL/FR
linalyl anthranilate
FL/FR
linalyl benzoate
FL/FR
linalyl butyrate
FL/FR
linalyl isobutyrate
FL/FR
beta-
naphthyl methyl ketone
FL/FR
neroli oil bigarde
FL/FR
neroli oil CO2 extract
FL/FR
neryl acetate
FL/FR
bitter
orangeflower absolute morocco
FL/FR
tuberose absolute (from pommade)
FL/FR
fruity
citronellyl formate
FL/FR
cyclohexyl anthranilate
FL/FR
ethyl 3-(2-furyl) propanoate
FL/FR
ethyl anthranilate
FL/FR
linalyl isovalerate
FL/FR
methyl anthranilate
FL/FR
nerolin fragarol
FL/FR
neryl isovalerate
FL/FR
(E)-
propyl 2-furan acrylate
FL/FR
green
iso
butyl angelate
FL/FR
alpha-
farnesene
FL/FR
(E,E)-2,4-
hexadienal
FL
hexyl (E)-tiglate
FL/FR
nerol oxide
FL/FR
3-
octyl acetate
FL/FR
herbal
linalyl propionate
FL/FR
naphthyl
beta-
naphthyl methyl ether
FL/FR
powdery
beta-
naphthyl ethyl ether
FL/FR
smoky
2-
methoxy-4-vinyl phenol
FL/FR
3,4-
xylenol
FL/FR
spicy
eugenol
FL/FR
iso
eugenol
FL/FR
iso
eugenyl acetate
FL/FR
iso
eugenyl phenyl acetate
FL/FR
para-
tolualdehyde
FL/FR
sulfurous
grapefruit menthane
FL/FR
waxy
decanal (aldehyde C-10)
FL/FR
tridecanal
FL/FR
woody
4-
ethyl guaiacol
FL/FR
yerba mate concentrate
FL
 
Potential Uses:
FRbergamot
FRcelery
FRcitrus
FRgrapefruit
FRlilac
FRneroli
FRorange blossom
FRpetitgrain
FLvegetable
 
Occurrence (nature, food, other):note
 orangeflower absolute
Search Trop Picture
 oregon grape-holly
Search Trop Picture
 
Synonyms:
 cyclohexene, 4-(1-methoxy-1-methylethyl)-1-methyl-
p-menth-1-en-8-yl methyl ether
para-menth-1-en-8-yl methyl ether
4-(1-methoxy-1-methyl ethyl)-1-methyl cyclohexene
4-(1-methoxy-1-methylethyl)-1-methylcyclohexene
 methoxyisopropyl methyl cyclohexene
4-(2-methoxypropan-2-yl)-1-methylcyclohexene
 methyl 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl ether
 orange flower ether (IFF)
 orangeflower ether (IFF)
a-terpineol methyl ether
a-terpineol, methyl ether
 terpinyl methyl ether
alpha-terpinyl methyl ether
 

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