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

anisole
methoxybenzene

Sponsors

Name:anisole
CAS Number: 100-66-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:202-876-1
FDA UNII:B3W693GAZH
Nikkaji Web:J4.012F
Beilstein Number:0506892
MDL:MFCD00008354
CoE Number:2056
XlogP3:2.10 (est)
Molecular Weight:108.13996000
Formula:C7 H8 O
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
PubMed:Search
NCBI:Search
JECFA Food Flavoring:1241 anisole
FLAVIS Number:04.032 (Old)
DG SANTE Food Flavourings:04.032 anisole
FEMA Number:2097 anisole
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: ANISOLE
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 clear liquid (est)
Assay: 99.00 to 100.00
Food Chemicals Codex Listed: Yes
Specific Gravity:0.99500 to 1.00100 @ 20.00 °C.
Pounds per Gallon - (est).: 8.289 to 8.339
Refractive Index:1.51600 to 1.51900 @ 20.00 °C.
Melting Point: -38.00 to -37.00 °C. @ 760.00 mm Hg
Boiling Point: 153.00 to 155.00 °C. @ 760.00 mm Hg
Vapor Pressure:3.540000 mm/Hg @ 25.00 °C.
Vapor Density:3.7 ( Air = 1 )
Flash Point: 125.00 °F. TCC ( 51.67 °C. )
logP (o/w): 2.110
Soluble in:
 alcohol
 ether
 water, 1040 mg/L @ 25 °C (exp)
Stability:
 non-discoloring in most media
 
Organoleptic Properties:
Odor Type: phenolic
Odor Strength:high ,
recommend smelling in a 1.00 % solution or less
Substantivity:4 hour(s) at 100.00 %
phenolic gasoline ethereal anise
Odor Description:at 1.00 % in dipropylene glycol. phenolic gasoline ethereal anise
Luebke, William tgsc, (1987)
Odor sample from: Harrmann & Reimer Corporation
Flavor Type: aromatic
aromatic acrylate acetone plastic
Taste Description: aromatic acrylate acetone plastic
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Beijing Lys Chemicals
Methoxy benzene
CG Herbals
Anisol
Odor: Powerful & Harsh, Yet Very Sweet
Charkit Chemical
ANISOLE
EMD Millipore
For experimental / research use only.
Anisole
Indenta Group
Anisole
Inoue Perfumery
ANISOLE
M&U International
Anisole
M&U International
NAT.ANISOLE, Kosher
Penta International
ANISOLE FCC, Kosher
Reincke & Fichtner
Anisole
Sigma-Aldrich
For experimental / research use only.
Anisole analytical standard
SRS Aromatics
ANISOLE
Odor: Phenolic, Gasoline, Ethereal, Anise
Sunaux International
nat.Anisole
Synerzine
Anisole
TCI AMERICA
For experimental / research use only.
Anisole >99.0%(GC)
 
Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
R 10 - Flammable.
R 38 - Irritating to skin.
S 02 - Keep out of the reach of children.
S 24 - Avoid contact with skin.
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 [sex: M,F] 3700 mg/kg
(Taylor et al., 1964)

oral-rat LD50 [sex: M,F] 3700 mg/kg
(Bär & Griepentrog, 1967)

oral-rat LD50 [sex: M,F] 3700 mg/kg
(Jenner et al., 1964)

oral-mouse LD50 2800 mg/kg
BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT
Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 400, 1946.

oral-rat LD50 3700 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS KIDNEY, URETER, AND BLADDER: HEMATURIA
Toxicology and Applied Pharmacology. Vol. 6, Pg. 378, 1964.

intraperitoneal-rat LDLo 500 mg/kg
Journal of Agricultural and Food Chemistry. Vol. 17, Pg. 497, 1969.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
inhalation-rat LC50 > 5000 mg/m3
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(6), Pg. 43, 1984.

inhalation-mouse LC50 3021 mg/m3/2H
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(6), Pg. 43, 1984.

 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for anisole usage levels up to:
  0.6000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.024 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.01 (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: -34.00000
beverages(nonalcoholic): -9.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -16.00000
fruit ices: -16.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -51.00000
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):

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 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

EPI System: View
NIOSH International Chemical Safety Cards:search
NLM Hazardous Substances Data Bank:Search
Cancer Citations:Search
Env. Mutagen Info. Center:Search
NLM Developmental and Reproductive Toxicity:Search
EPA Substance Registry Services (TSCA):100-66-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7519
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 2222
WGK Germany:2
anisole
Chemidplus:0000100663
EPA/NOAA CAMEO:hazardous materials
RTECS:100-66-3
 
References:
 anisole
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:100-66-3
Pubchem (cid):7519
Pubchem (sid):134972719
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
FDA Everything Added to Food in the United States (EAFUS):View
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
KEGG (GenomeNet):C01403
HMDB (The Human Metabolome Database):HMDB33895
FooDB:FDB012090
Export Tariff Code:2909.30.6000
Haz-Map:View
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
No odor group found for these
2,6-
diisopropyl phenol
FL/FR
camphoreous
camphoreous
cyclohexanol
FL/FR
citrus
neroli ketone
FR
phenolic
4-
propyl phenol
FL/FR
smoky
birch tar oil
FL/FR
For Flavor
No flavor group found for these
birch tar oil
FL/FR
cyclohexanol
FL/FR
2,4-
dihydroxybenzoic acid
FL
2,6-
diisopropyl phenol
FL/FR
para-
guaiacol
FL
meta-
guaiacol
FL
phenyl acetate
FL
4-
propyl phenol
FL/FR
4-
propyl syringol
FL
 
Potential Uses:
FRhawthorn
FRhay new mown hay
FRlilac
 
Occurrence (nature, food, other):note
 aerangis appendiculata
Search Trop Picture
 aeranthes grandiflora
Search Trop Picture
 artemisia dracumculus car. turkestanica
Search Trop Picture
 asterogyne martiana
Search Trop Picture
 bollea coelestis
Search Trop Picture
 brassavola digbyana
Search Trop Picture
 brassia verucosa
Search Trop Picture
 cattleya lawrenceana
Search Trop Picture
 dendrobium chrysotoxum
Search Trop Picture
 dracula chestertonii
Search Trop Picture
 encyclia fragrans
Search Trop Picture
 epidendrum lacertinum
Search Trop Picture
 geonoma brongniartii
Search Trop Picture
 ginger lily white ginger lily
Search Trop Picture
 liparis viridiflora
Search Trop Picture
 magnolia kobus
Search Trop Picture
 mangrove bark red oil cuba @ 0.10%
Data GC Search Trop Picture
 masdevallia glandulosa
Search Trop Picture
 mushroom giant puffball mushroom
Search PMC Picture
 nigritella nigra
Search Trop Picture
 raspberry red raspberry
Search Trop Picture
 rosa chinensis
Search Trop Picture
 sauromatum guttatum
Search Trop Picture
 
Synonyms:
 anisol
nat.anisole
 anisole FCC
 benzene, methoxy-
 ether, methyl phenyl
 methoxy benzene
 methoxybenzene
4-methoxybenzene
 methyl phenyl ether
 phenol methyl ether
 phenoxymethane
 phenyl methyl ether
 

Articles:

PubMed:Effects of grape seed extract on the oxidative and microbial stability of restructured mutton slices.
PubMed:Antioxidant property of Decalepis hamiltonii Wight & Arn.
PubMed:Determination of the odor threshold concentrations of chlorobrominated anisoles in water.
PubMed:Rapid odor perception in rat olfactory bulb by microelectrode array.
PubMed:Determination of odorous mixed chloro-bromoanisoles in water by solid-phase micro-extraction and gas chromatography-mass detection.
PubMed:Determination of the odor threshold concentrations of chlorobrominated anisoles in water.
PubMed:Volatile methoxybenzene compounds in grains with off-odors.
PubMed:Odor response properties of rat olfactory receptor neurons.
PubMed:Odor coding properties of frog olfactory cortical neurons.
 
Notes:
Flavouring agent Anisole is a precursor to perfumes, insect pheromones, and pharmaceuticals. For example, synthetic anethole is prepared from anisole.; Anisole undergoes electrophilic aromatic substitution reaction more quickly than does benzene, which in turn reacts more quickly than nitrobenzene. The methoxy group is an ortho/para directing group, which means that electrophilic substitution preferentially occurs at these three sites. The enhanced nucleophilicity of anisole vs benzene reflects the influence of the methoxy group, which renders the ring more electron-rich. The methoxy group strongly affects the pi cloud of the ring, moreso than the inductive effect of the electronegative oxygen.
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