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hydroxycitronellal / methyl anthranilate schiff's base
aurantiol (Givaudan)

Sponsors

Fragrance Demo Formulas
Name:methyl 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]benzoate
CAS Number: 89-43-0Picture of molecule3D/inchi
Other:61792-01-6
ECHA EINECS - REACH Pre-Reg:201-908-1
Nikkaji Web:J60.365A
MDL:MFCD00021817
XlogP3-AA:3.30 (est)
Molecular Weight:305.41779000
Formula:C18 H27 N O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
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
 
Physical Properties:
Appearance:yellow viscous liquid (est)
Assay: 97.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.02160 to 1.02730 @ 25.00 °C.
Pounds per Gallon - (est).: 8.501 to 8.548
Refractive Index:1.50360 to 1.51090 @ 20.00 °C.
Boiling Point: 162.00 °C. @ 101.00 mm Hg
Vapor Pressure:0.004000 mm/Hg @ 20.00 °C.
Flash Point: 201.00 °F. TCC ( 93.89 °C. )
logP (o/w): 5.417 (est)
Shelf Life: 24.00 month(s) or longer if stored properly.
Soluble in:
 alcohol
 water, 3.603 mg/L @ 25 °C (est)
Insoluble in:
 paraffin oil
 
Organoleptic Properties:
Odor Type: floral
Odor Strength:medium ,
recommend smelling in a 50.00 % solution or less
Substantivity:400 hour(s) at 100.00 %
floral lily orangeflower sweet
Odor Description:at 50.00 % in dipropylene glycol. floral lily orange blossom sweet
Luebke, William tgsc, (1983)
Odor sample from: Givaudan Corporation
Odor and/or flavor descriptions from others (if found).
Givaudan
Aurantiol® Pure
Odor Description:Floral, Orange flower, Linden-Blossom
Aurantiol is perhaps the best known Schiff base and is extensively used in a large variety of floral notes such as orange-blossom, linden-blossom and tuberose. Used in citrus cologne types, it acts as an excellent fixative as well as exalting the top notes. It gives an oriental character when used in amber an chypre compositions and blends particularly well with macrocyclic musks.
IFF
Auralva
Odor Description:Neroli, orange, muguet and grape facets
Moellhausen
AURANTIOL
Odor Description:neroli orange, muguet, grape character; sweet heavy, floral, orange-blossom type
PerfumersWorld
Aurantiol Schiffs base MA Hydroxy
Odor Description:neroli orange muguet grape sweet heavy floral orange-blossom
Pell Wall Perfumes
Aurantiol
Odor Description:Sweet, floral-orange-blossom, linden-blossom, neroli and lily, amber
Aurantiol is perhaps the best-known Schiff’s base (hydroxycitronellal / methyl anthranilate); extensively used in a large variety of floral notes such as orange-blossom, linden-blossom and tuberose. Used in citrus cologne types, it acts as an excellent fixative as well as exalting the top notes. It gives an oriental character when used in amber and chypre compositions and blends particularly well with macrocyclic musks.
Robertet
Schiff hydroxy
Odor Description:Floral, orange flower, powerful, warm
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Apple Flavor & Fragrance
Aurantion
Associate Allied Chemicals
Floxyl
About
Azelis UK
Auralva BHT
Services
Berjé
Aurantiol BJ
Happening at Berje
BOC Sciences
For experimental / research use only.
Methyl 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]benzoate
CG Herbals
Aurantiol
Odor: Floral, orange-blossom, linden-blossom
Use: Aurantiol is perhaps the best known Schiff base and is extensively used in a large variety of floral notes such as orange-blossom, linden-blossom and tuberose. Used in citrus cologne types, it acts as an excellent fixative as well as exalting the top notes. It gives an oriental character when used in amber and chypre composition and blends particularly well with macro cyclic musks.
Charabot
Schiff hydroxy
Odor: Floral, orange flower, powerful, warm
Creatingperfume.com
Aurantia (Aurantiol)
Ernesto Ventós
AURANTIA
Odor: FLORAL,NEROLI,LINDEN,MANDARIN
Fleurchem
hydroxycitronellal / methyl anthranilate schiff's base
Fuzhou Farwell
Aurantiol
Givaudan
Aurantiol® Pure
Odor: Floral, Orange flower, Linden-Blossom
Use: Aurantiol is perhaps the best known Schiff base and is extensively used in a large variety of floral notes such as orange-blossom, linden-blossom and tuberose. Used in citrus cologne types, it acts as an excellent fixative as well as exalting the top notes. It gives an oriental character when used in amber an chypre compositions and blends particularly well with macrocyclic musks.
IFF
Auralva
Odor: Neroli, orange, muguet and grape facets
Indukern F&F
AURANTIOL
Odor: ORANGEFLOWER, LINDEN BLOSSOM, SWEET
Inoue Perfumery
AURANTINE
Lluch Essence
AURANTIOL BHT
Lluch Essence
AURANTIOL
Moellhausen
AURANTIOL
Odor: neroli orange, muguet, grape character; sweet heavy, floral, orange-blossom type
Pell Wall Perfumes
Aurantiol
Odor: Sweet, floral-orange-blossom, linden-blossom, neroli and lily, amber
Use: Aurantiol is perhaps the best-known Schiff’s base (hydroxycitronellal / methyl anthranilate); extensively used in a large variety of floral notes such as orange-blossom, linden-blossom and tuberose. Used in citrus cologne types, it acts as an excellent fixative as well as exalting the top notes. It gives an oriental character when used in amber and chypre compositions and blends particularly well with macrocyclic musks.
Penta International
AURANTIOL, Kosher
Penta International
METHYL ANTHRANILATE/ HYDROXY CITRONELLAL, Kosher
Perfumer Supply House
Aurantia (Aurantiol) aka Hydroxycitronellal/Methyl Anth Schiffs Base
Odor: heavy floral, orange blossom, sweet fruity aroma
PerfumersWorld
Aurantiol 50% in DPG Schiffs base MA Hydroxy
PerfumersWorld
Aurantiol Schiffs base MA Hydroxy
Odor: neroli orange muguet grape sweet heavy floral orange-blossom
Perfumery Laboratory
AURANTIOL (Aurantiol Schiffs base MA Hydroxycitronellal)
Odor: Heavy floral, orange blossom, sweet fruity
Prodasynth
AURANTIOL >95%
Odor: FLORAL,NEROLI,LINDEN,MANDARIN
Reincke & Fichtner
Schiff Base, Hydroxycitronellal/methyl Anthranilate
Robertet
Schiff hydroxy
Odor: Floral, orange flower, powerful, warm
Taytonn
Aurantine
The John D. Walsh Company
Auralva
The Lermond Company
Aurantiol
The Perfumers Apprentice
Aurantiol Pure
Odor: very sweet heavy floral orange blossom to linden flowers
Treatt
Aurantiol
Ungerer & Company
Aurantiol Pure
Vigon International
Aurantiol Pure
Odor: FLORAL, ORANGE-BLOSSOM, LINDEN-BLOSSOM
Vigon International
Methyl Anthranilate / Hydroxycitronellal Schiff Base
Odor: Floral, Orange flower, Linden-Blossom
 
Safety Information:
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
Skin irritation (Category 2), H315
Eye irritation (Category 2A), H319
Specific target organ toxicity - single exposure (Category 3), Respiratory system, H335
Chronic aquatic toxicity (Category 2), H411
GHS Label elements, including precautionary statements
 
Pictogramexclamation-mark.jpgenvironment.jpg
 
Signal word Warning
Hazard statement(s)
H315 - Causes skin irritation
H319 - Causes serious eye irritation
H335 - May cause respiratory irritation
H411 - Toxic to aquatic life with long lasting effects
Precautionary statement(s)
P261 - Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 - Wash skin thouroughly after handling.
P271 - Use only outdoors or in a well-ventilated area.
P273 - Avoid release to the environment.
P280 - Wear protective gloves/protective clothing/eye protection/face protection.
P302 + P352 - IF ON SKIN: wash with plenty of soap and water.
P304 + P340 - IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P312 - Call a POISON CENTER or doctor/physician if you feel unwell.
P332 + P313 - IF SKIN irritation occurs: Get medical advice/attention.
P337 + P313 - IF eye irritation persists: Get medical advice/attention.
P362 - Take off contaminated clothing and wash before reuse.
P391 - Collect spillage. Hazardous to the aquatic environment
P403 + P233 - Store in a well-ventilated place. Keep container tightly closed.
P405 - Store locked up.
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 > 10000 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: Sensitization
IFRA fragrance material specification:
 The IFRA Scientific Committee examined the physicochemical properties of Schiff bases and concluded that, based on the available information, these materials should be considered under contributions from other sources. By default, the stoichiometric presence of the aldehydes of the Schiff bases is taken into account assuming 100% dissociation. An indicative list of Schiff bases incorporating aldehydes covered by an IFRA Standard of restriction is reported at page 2. These Schiff bases must be taken into account for determination of the maximum use level of the respective aldehydes.
Recommendation for hydroxycitronellal / methyl anthranilate schiff's base usage levels up to:
  8.0000 % in the fragrance concentrate.
 
Recommendation for hydroxycitronellal / methyl anthranilate schiff's base flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
EPA Substance Registry Services (TSCA):89-43-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :98118
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
methyl 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]benzoate
Chemidplus:0000089430
 
References:
Leffingwell:Chirality or Article
 methyl 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]benzoate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:89-43-0
Pubchem (cid):98118
Pubchem (sid):135055882
 
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
ChemSpider:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
atractylis absolute
FR
aldehydic
aldehydic
decanal (aldehyde C-10)
FL/FR
nonanal (aldehyde C-9)
FL/FR
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
anisic
para-
anisaldehyde
FL/FR
balsamic
benzyl salicylate
FL/FR
iso
butyl cinnamate
FL/FR
cinnamyl alcohol
FL/FR
clover nitrile
FR
ethyl cinnamate
FL/FR
methyl (E)-cinnamate
FL/FR
berry
raspberry ketone
FL/FR
raspberry ketone acetate
FL/FR
raspberry ketone methyl ether
FL/FR
caramellic
ethyl maltol
FL/FR
citrus
bergamot oil bergaptene reduced italy
FL/FR
methyl indole-1-carboxylate
FR
blood
orange oil italy
FL/FR
sweet
orange peel oil c.p. brazil
FL/FR
floral
alpha-
amyl cinnamaldehyde
FL/FR
iso
amyl salicylate
FL/FR
benzyl acetate
FL/FR
benzyl alcohol
FL/FR
bois de rose oil brazil
FL/FR
citronellol
FL/FR
citronellyl acetate
FL/FR
coriander seed oil
FL/FR
cyclamen aldehyde
FL/FR
cyclohexyl ethyl alcohol
FL/FR
9-
decen-1-ol
FL/FR
dimethyl anthranilate
FL/FR
dimethyl benzyl carbinol
FL/FR
dimethyl benzyl carbinyl acetate
FL/FR
2,5-
dimethyl-2-indan methanol
FR
ethyl phenyl acetate
FL/FR
floral pyranol
FR
geraniol
FL/FR
geranyl acetate
FL/FR
heliotropin
FL/FR
heliotropyl acetone
FL/FR
heliotropyl diethyl acetal
FR
(Z)-3-
hexen-1-yl salicylate
FL/FR
alpha-
hexyl cinnamaldehyde
FL/FR
hyacinth ether
FR
hydroxycitronellal
FL/FR
hydroxycitronellal diethyl acetal
FL/FR
hydroxycitronellal dimethyl acetal
FL/FR
hydroxycitronellal propylene glycol acetal
FL/FR
hydroxycitronellal residue
FR
leerall
FR
lilyall
FR
lilyall / methyl anthranilate schiff's base
FR
laevo-
linalool
FL/FR
linalool
FL/FR
linalool oxide
FL/FR
methyl dihydrojasmonate
FL/FR
muguet butanal
FR
muguet carbaldehyde
FR
muguet carboxaldehyde
FR
muguet octadienol
FR
muguet specialty
FR
nerol
FL/FR
neryl acetate
FL/FR
ocean propanal
FL/FR
2-
pentyl-2-cyclohexen-1-one
FR
peony alcohol
FR
petitgrain oil paraguay
FL/FR
phenethyl acetate
FL/FR
phenethyl alcohol
FL/FR
phenethyl phenyl acetate
FL/FR
rhodinol
FL/FR
rose butanoate
FL/FR
alpha-
terpinyl anthranilate
FL/FR
tetrahydrolinalool
FL/FR
violet methyl carbonate
FR
ylang ylang flower oil
FL/FR
fruity
allyl amyl glycolate
FR
benzyl propionate
FL/FR
dimethyl benzyl carbinyl isobutyrate
FR
green acetate
FR
methyl anthranilate
FL/FR
green
acetaldehyde ethyl phenethyl acetal
FL/FR
(Z)-3-
hexen-1-yl acetate
FL/FR
(Z)-3-
hexen-1-yl benzoate
FL/FR
(Z)-
leaf acetal
FL/FR
melon nonenoate
FL/FR
phenyl acetaldehyde dimethyl acetal
FL/FR
3-
phenyl propionaldehyde
FL/FR
violet leaf absolute
FL/FR
herbal
clary sage oil france
FL/FR
linalyl acetate
FL/FR
melon
melon heptenal
FL/FR
naphthyl
beta-
naphthyl ethyl ether
FL/FR
beta-
naphthyl methyl ether
FL/FR
powdery
para-
anisyl alcohol
FL/FR
terpenic
alpha-
terpineol
FL/FR
tonka
tonka bean absolute
FR
vanilla
ethyl vanillin
FL/FR
vanilla bean absolute (vanilla planifolia)
FL/FR
vanillyl acetate
FL/FR
woody
amber dioxane
FR
guaiacwood oil
FL/FR
gurjun balsam oil
FR
santall
FR
woody acetate
FR
(Z)-
woody amylene
FR
For Flavor
No flavor group found for these
hydroxycitronellal propylene glycol acetal
FL/FR
methyl (E)-cinnamate
FL/FR
alpha-
terpinyl anthranilate
FL/FR
aldehydic
aldehydic
nonanal (aldehyde C-9)
FL/FR
balsamic
benzyl salicylate
FL/FR
iso
butyl cinnamate
FL/FR
ethyl cinnamate
FL/FR
berry
heliotropyl acetone
FL/FR
raspberry ketone
FL/FR
raspberry ketone acetate
FL/FR
raspberry ketone methyl ether
FL/FR
caramellic
ethyl maltol
FL/FR
cherry
heliotropin
FL/FR
citrus
bergamot oil bergaptene reduced italy
FL/FR
laevo-
linalool
FL/FR
linalool
FL/FR
nerol
FL/FR
blood
orange oil italy
FL/FR
sweet
orange peel oil c.p. brazil
FL/FR
petitgrain oil paraguay
FL/FR
alpha-
terpineol
FL/FR
creamy
para-
anisaldehyde
FL/FR
fatty
(Z)-3-
hexen-1-yl benzoate
FL/FR
10-
undecenal (aldehyde C-11 undecylenic)
FL/FR
floral
bois de rose oil brazil
FL/FR
citronellol
FL/FR
citronellyl acetate
FL/FR
dimethyl benzyl carbinyl acetate
FL/FR
geraniol
FL/FR
linalyl acetate
FL/FR
methyl dihydrojasmonate
FL/FR
neryl acetate
FL/FR
ocean propanal
FL/FR
phenethyl alcohol
FL/FR
rhodinol
FL/FR
tetrahydrolinalool
FL/FR
ylang ylang flower oil
FL/FR
fruity
para-
anisyl alcohol
FL/FR
benzyl acetate
FL/FR
benzyl alcohol
FL/FR
benzyl propionate
FL/FR
dimethyl anthranilate
FL/FR
methyl anthranilate
FL/FR
rose butanoate
FL/FR
green
acetaldehyde ethyl phenethyl acetal
FL/FR
iso
amyl salicylate
FL/FR
cinnamyl alcohol
FL/FR
cyclamen aldehyde
FL/FR
cyclohexyl ethyl alcohol
FL/FR
geranyl acetate
FL/FR
(Z)-3-
hexen-1-yl acetate
FL/FR
(Z)-3-
hexen-1-yl salicylate
FL/FR
(Z)-
leaf acetal
FL/FR
linalool oxide
FL/FR
melon heptenal
FL/FR
melon nonenoate
FL/FR
phenyl acetaldehyde dimethyl acetal
FL/FR
3-
phenyl propionaldehyde
FL/FR
violet leaf absolute
FL/FR
herbal
clary sage oil france
FL/FR
coriander seed oil
FL/FR
honey
ethyl phenyl acetate
FL/FR
phenethyl acetate
FL/FR
phenethyl phenyl acetate
FL/FR
medicinal
dimethyl benzyl carbinol
FL/FR
melon
hydroxycitronellal diethyl acetal
FL/FR
naphthyl
beta-
naphthyl methyl ether
FL/FR
powdery
beta-
naphthyl ethyl ether
FL/FR
tropical
alpha-
amyl cinnamaldehyde
FL/FR
vanilla
ethyl vanillin
FL/FR
vanilla bean absolute (vanilla planifolia)
FL/FR
vanillyl acetate
FL/FR
waxy
decanal (aldehyde C-10)
FL/FR
9-
decen-1-ol
FL/FR
alpha-
hexyl cinnamaldehyde
FL/FR
hydroxycitronellal
FL/FR
hydroxycitronellal dimethyl acetal
FL/FR
woody
guaiacwood oil
FL/FR
 
Potential Uses:
FRacacia
FRamber
FRberry
FRbubble gum
FRcarnation
FRchypre
FRcitrus
FRcountry meadow
FRfern
FRgardenia
FRgrape
FRhibiscus
FRhoney
FRhoneysuckle
FRhyacinth
FRjasmin
FRlavender
FRlilac
FRlily
FRlily of the valley
FRlinden flower
FRmagnolia
FRmandarin
 melon watermelon muskmelon cantaloupe
FRnarcissus
FRneroli
FRorange blossom
FRoriental
FRrose
FRtuberose
FRylang ylang
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 anthranilic acid N-(7-hydroxy-3,7-dimethyl octylidene) methyl ester
 anthranilic acid, N-(7-hydroxy-3,7-dimethyloctylidene)-, methyl ester
 auralva (IFF)
 aurantesin
 aurantha
 aurantia
 aurantine
 aurantiol (Givaudan)
 aurantiol BJ
 aurantiol pure
 aurantion (Quest)
 aurantium
 benzoic acid, 2-((7-hydroxy-3,7-dimethyloctylidene)amino)-, methyl ester
 benzoic acid, 2-[ (7-hydroxy-3, 7-dimethyloctylidene)amino]-, methyl ester
N-(7-hydroxy-3, 7-dimethyloctylidene)anthranilic acid methyl ester
 hydroxycitronellylidene methyl anthranilate
 methyl 2-((7-hydroxy-3,7-dimethyl octylidene)amino) benzoate
 methyl 2-((7-hydroxy-3,7-dimethyl octylidene)amino)-1-benzene carboxylate
 methyl 2-((7-hydroxy-3,7-dimethyloctylidene)amino)benzoate
 methyl 2-[(7-hydroxy-3,7-dimethyloctylidene)amino]benzoate
 methyl anthranilate / hydroxycitronellal schiff base
 methyl anthranilate / hydroxycitronellal schiff's base
 methyl N-3, 7-dimethyl-7-hydroxyoctylideneanthranilate
 methyl N-3,7-dimethyl-7-hydroxyoctylideneanthranilate
 methyl,N-3,7-dimethyl-7-hydroxyoctylidene anthranilate
 orangeol
 orantha-L-super
 

Articles:

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Notes:
Very good in carnation.
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