eugenol
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IUPAC name :2-methoxy-4-prop-2-enylphenol
InChI :InChI=1/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3
InChIKey :RRAFCDWBNXTKKO-UHFFFAOYAJ
cas number :97-53-0
(EINECS) number :202-589-1
beilstein number :1366759
fema number :2467
coe number :171
jecfa number :1529
fl. number :04.003
molar refractivity :48.72 ± 0.3 cm3
parachor :384.3 ± 4.0 cm3
index of refraction :1.535 ± 0.02
surface tension :36.5 ± 3.0 dyne/cm
density :1.050 ± 0.06 g/cm3
polarizability :19.31 ± 0.5 10-24cm3
XlogP : 2.80
molecular weight : 164.2010800 (IUPAC)
formula :C10 H12 O2
BioActivity Analysis :125977
pherobase :view
 
 
export tariff code :2909.50.4010
fda reg :177.2800
184.1257

Suppliers :
Advanced Biotech :eugenol
98% min. natural
Berje :Eugenol
Citrus and Allied Essences :Eugenol Extra
USP FCC
Citrus and Allied Essences :Eugenol
99/100% FCC (natural)
Fleurchem :eugenol (ex bay)
natural
Fleurchem :eugenol (ex cinnamon leaf)
natural
Fleurchem :eugenol
John D. Walsh :Eugenol
Mane :eugenol
(ex Clove bud)
Moellhausen :eugenol
99% min. natural kosher
Odor:  spicy, clove leaf
Flavor:  spicy
Nippon Terpene :Eugenol
98% up
Payand Betrand :Eugenol
Indonesia, Natural Isolated Constituent
Penta :eugenol extra
USP FCC
Polarome :EUGENOL
USP/FCC
Robertet :Eugénol
naturel
Sigma-Aldrich-SAFC :Eugenol
≥98%, FCC, Kosher, FG
Odor:  cinnamon; clove; spicy
Sigma-Aldrich-SAFC :Eugenol
≥98%, natural, Kosher
Odor:  cinnamon; clove; spicy
Symrise :Eugenol
Odor:  strong, warm-spicy, like clove
Flavor:  strong, like clove
Vigon :Eugenol
FCC
Odor:  STRONG AROMATIC ODOR OF CLOVE.

organoleptics :
odor type :spicy
odor strength :medium ,
recommend smelling in a 10.00 % solution or less
odor description¹ :
at 10.00 % in dipropylene glycol.  
sweet spicy clove woody
odor sample from :Givaudan Corporation
odor description³ :
at 1.00 %.  
Sweet, spicy, clove like, woody, with phenolic savory ham and bacon notes and cinnamon and allspice nuances
taste description³ :
at 1.00 - 10.00 ppm.  
Sweet, warm spicy clove with phenolic and woody nuances
substantivity :52  Hour(s)

properties :
appearence :pale yellow to dark yellow clear liquid
assay : 98.00 to 100.00 %   
Food Chemicals Codex Listed :Yes
specific gravity :1.06400 to 1.07000 @ 25.00 °C.
pounds per gallon - calc. : 8.854 to 8.903
specific gravity :1.06100 to 1.06900 @ 20.00 °C.
pounds per gallon - calc. : 8.839 to 8.906
refractive index :1.54400 to 1.58900 @ 20.00 °C.
melting point : -12.00 to -10.00 °C. @ 760.00 mm Hg
boiling point : 252.00 to 253.00 °C. @ 760.00 mm Hg
boiling point : 121.00 to 124.00 °C. @ 10.00 mm Hg
acid value : 1.00  max.  KOH/g
vapor pressure :0.10000 mm/Hg @ 20.00 °C.
flash point :> 200.00  °F.  TCC  ( > 93.33 °C. )
logP (o/w) : 2.27
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.

safety :
most important hazard(s) :Xn - Harmful.
  R 22 - Harmful if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
R 42/43 - May cause sensitization by inhalation and skin contact.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
Human experience : 8 % solution: no irritation or sensitization.
Oral Toxicity(LD50) :
  Oral-Rat    1930.00  mg/kg
PSEBAA  73,148,1950

Dermal Toxicity(LD50) :
  Not determined
Inhalation Toxicity(LC50) :
  Not determined
 

safety in use :
Maximised Survey-derived Daily Intakes (MSDI-EU) :950.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA) :3364.00 (μg/capita/day)
Threshold of concern :1800 (μg/person/day)
Structure Class :I
 
IFRA critical Effect :Sensitization
Fragrance usage is RESTRICTED to :
Please review all IFRA documents for complete information. (QRA)
IFRA categories : limits in the finished product: (For a description of the categories, refer to the IFRA QRA Information Booklet.)
Category 1 :0.20 % (1)Category 2 :0.20 %
Category 3 :0.90 %Category 4 :2.70 %
Category 5 :1.40 %Category 6 :4.30 % (1)
Category 7 :0.40 %Category 8 :2.00 %
Category 9 :5.00 %Category 10 :2.50 %
Category 11 :See Note 
 

(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).

 

Note : Category 11 includes all non-skin contact or incidental skin contact products. Due to negligible skin contact, the concentration of a fragrance ingredient should not exceed the usual concentration of the fragrance compound in the finished product.

For example, hypothetically if the usual concentration of a fragrance compound in the final product, for example a candle, is at 5%, then any individual fragrance ingredient (in this case eugenol) must not exceed 5% in the candle.

recommendation for eugenol flavor usage levels up to :
  2000.0000 ppm in the flavor.

safety references :
European Food Safety Athority(efsa) :Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
msds :msds
EPI System :view
NLM Hazardous Substances Data Bank :search
IFRA :IFRA - ( Found under : Eugenol )
Chemical Carcinogenesis Research Information System :Search
Cancer Citations :Search
Toxicology Citations :Search
Carcinogenic Potency Database :Search
EPA GENetic TOXicology :Search
Env. Mutagen Info. Center :Search
NLM Developmental and Reproductive Toxicity :Search
National Toxicology Program :Search
Canada Domestic Sub. List :Yes
EPA Chem. Sub. Inventory : Yes
SCCNFP :opinion
 
WGK Germany :1
 
 
 
 
2-methoxy-4-prop-2-enylphenol
(EINECS) number :202-589-1
RTECS :SJ4375000 for cas# 97-53-0
chemidplus :000097530
EPA/NOAA CAMEO :hazardous materials
EPA Substance Registry Services :97-53-0
dtp/nci :209525

references :
 
2-methoxy-4-prop-2-enylphenol
fl. number :04.003
jecfa number :1529
NIST Chemistry WebBook :4020944582
pubchem :150398
Flavornet :97-53-0

other :
reference : Luebke, William tgsc, (1984)¹
reference : Mosciano, Gerard P&F 26, No. 3, 80, (2001)³
CosIng :cosmetic data
VCF-Online: VCF Volatile Compounds in Food
 C of A
Dietary Supplements Labels Database : Search
RIFM :listed
FMA :listed
FDA Everything Added to Food in the United States (EAFUS)View
Household Products : Search
synonyms :
4-allyl catechol-2-methyl ether
4-allyl guaiacol
4-allyl-2-methoxyphenol
1-hydroxy-2-methoxy-4-propenyl benzene
4-hydroxy-3-methoxy-1-allyl benzene
2-methoxy-4-allyl phenol
2-methoxy-4-prop-2-enylphenol
2-methoxy-4,2-propen-1-yl phenol

soluble in :
 fixed oils
 kerosene
 paraffin oil, slightly soluble in warm paraffin oil
 water, 2460 mg/L @ 25C

insoluble in :
 water

potential blenders :
 acetophenoneFL/FR
2-acetyl furanFL/FR
 allspice oilFL/FR
 allyl amyl glycolateFR
 allyl cyclohexyl propionateFL/FR
isoamyl benzoateFL/FR
alpha-amyl cinnamaldehydeFL/FR
isoamyl phenyl acetateFL/FR
isoamyl salicylateFL/FR
 amyris wood oilFR
para-anisaldehydeFL/FR
para-anisyl acetateFL/FR
para-anisyl alcoholFL/FR
 atractylis absoluteFR
 bay leaf oilFL/FR
 beeswax absoluteFL/FR
 benzoin resinoidFL/FR
 benzyl acetateFL/FR
 benzyl isoeugenolFL/FR
 benzylidene acetoneFL
 bergamot oilFL/FR
 blood orange oilFL/FR
 bois de rose oilFL/FR
isobutyl cinnamateFL/FR
isobutyl salicylateFL/FR
 cangerana root bark oil 
 caraway seed oilFL/FR
 cardamom seed oilFL/FR
 carnation absoluteFR
 cassia bark oilFL/FR
 cedarwood oils 
 chocolate pyrazineFL
 cinnamyl alcoholFL/FR
 citronellolFL/FR
 clary sage oilFL/FR
 clove leaf oilFL/FR
 clover nitrileFR
 coconut absoluteFL/FR
 copaiba balsam oilFL/FR
 coriander seed oilFL/FR
 costmary oilFL/FR
 coumarinFR
 cubeb oilFL/FR
 currant bud absolute blackFL/FR
 cyclohexyl ethyl alcoholFL/FR
gamma-decalactoneFL/FR
 decanolFL/FR
 deertongue absoluteFR
 dihydroanetholFL/FR
 dihydrojasmoneFL/FR
 dimethyl benzyl carbinyl isobutyrateFR
 ethyl cinnamateFL/FR
 ethyl vanillinFL/FR
 eugenolFL/FR
isoeugenyl acetateFL/FR
 fennel seed oilFL/FR
 floral pyranolFR
 frankincense oilFL/FR
 geraniolFL/FR
 geranium oilFL/FR
 ginger root oilFL/FR
 guaiacwood oilFL/FR
 gurjun balsam oilFR
 heliotropinFL/FR
 heliotropyl acetoneFL/FR
 heliotropyl diethyl acetalFL/FR
(Z)-3-hexen-1-yl benzoateFL/FR
(Z)-3-hexen-1-yl salicylateFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 hyssop oilFL/FR
 immortelle absoluteFL/FR
 ionones 
 jasmin absoluteFL/FR
 karo-karounde absoluteFR
 labdanum resinoidFR
 lavandin oilFL/FR
 lavender absoluteFL/FR
 leerallFR
 lilyallFR
 linaloolFL/FR
laevo-linaloolFL/FR
 linalool oxideFL/FR
 linalyl acetateFL/FR
 machilus oil 
 maltolFL/FR
 methyl cedryl ketoneFL/FR
alpha-methyl cinnamaldehydeFL/FR
 methyl cinnamateFL/FR
 methyl ionones 
 methyl isoeugenolFL/FR
2-methyl undecanalFL/FR
 musks 
beta-naphthyl ethyl etherFL/FR
 narcissus absoluteFR
 nasturtium acetalFL/FR
 nerolFL/FR
gamma-nonalactoneFL/FR
 nonanalFL/FR
 nonanolFL/FR
 nutmeg oilFL/FR
 ocean propanalFL/FR
 orange oilFL/FR
 orris pyridineFL/FR
 palmarosa oilFL/FR
 patchouli ethanoneFR
 patchouli oilFL/FR
 peony alcoholFR
 pepper oil blackFL/FR
 petitgrain oilFL/FR
 phenethyl acetateFL/FR
 phenethyl alcoholFL/FR
 phenethyl salicylateFL/FR
3-phenyl propyl alcoholFL/FR
 raspberry ketoneFL/FR
 rhodinolFL/FR
 sandalwood oilFL/FR
 santallFR
alpha-terpineolFL/FR
 tetrahydrolinaloolFL/FR
 tobacco dodecaneFR
 tonka bean absoluteFR
 treemoss absoluteFR
 undecanolFL/FR
10-undecen-1-alFL/FR
 vanilla absoluteFL/FR
 vanillyl acetateFL/FR
 verymossFR
 violet methyl carbonateFR
 woody acetateFR
 woody propanolFR
 ylang ylang oilFL/FR

potential uses :
 acacia
 agate
 almond
 amber
 angel
 apple
 apricot
 aramis
 azalea
 balsam
 banana
 bay
 bay rum
 bayberry
 bellodgia
 benzoin
 blue grass
 blue mist
 bouquet
 briar sweet briar
 camelia
 caraway
 carnation dianthus oeillet
 cassia
 cassie acacia farnesiana
 champaca champak
 cherry
 chocolate cacao
 christmas blends
 chypre
 cinnamon
 citronella
 citrus
 clove
 date
 fern fougere
 fixer
 floral
 florida breeze
 forest
 forest pine forest
 gardenia
 geranium
 ginger white ginger
 gingerbread
 greenhouse
 heather
 heliotrope
 herbal
 hollyberry
 honeysuckle chevrefeuille
 hovenia
 hyacinth jacinthe
 incense
 jasmin
 leather
 mace
 magnolia
 maja
 meat smoked meat
 millefleurs
 mint
 musk
 myrrh
 narcissus narcisse
 neroli
 nut walnut
 orange blossom fleur d'oranger
 orchid
 oriental
 orris iris
 patchouli
 peach
 pear
 pimento
 plum
 poppy
 powder
 pumpkin
 quince
 rain spring rain
 raspberry
 reseda mignonette
 rose
 rose white rose
 sandalwood
 sassafras
 spice
 stock evening scented stock
 strawberry
 sweet pea pois de senteur
 tobacco tabac tabaco flower
 tuberose tubereuse
 vanilla
 violet
 wallflower giroflee
 windsor soap
 wistaria wisteria glycine
 witch hazel
 woody
 ylang ylang cananga

natural occurrence in :
 basil S
data pagebasil absolute sweet @ 26.49% S
data pagebasil oil CO2 sweet @ 12.40% S
data pagebasil oil sweet @ 4.00% S
data pagebasil oil sweet egypt @ 0.29% S
data pagebasil oil sweet poland @ 0.62% S
 bay  
data pagebay leaf oil @ 44.41-68.93% S
data pagebay leaf oil anise @ 1.0% S
data pagebay leaf oil clove @ 56.1% S
data pagebay leaf oil lemon @ 0.1% S
data pagebetel leaf oil @ 33.22% S
 cananga S
 carnation S
data pagecarnation absolute @ 3.60% S
 cascarilla S
 cassia  
data pagecassia bark oil china @ 3.63% S
data pagecassia leaf oil china @ 3.63% S
data pagechampaca absolute @ 0.20% S
data pagechampaca concrete @ 0.30% S
data pagecinnamon bark oil (cinnamomum zeylanicum blume) india @ 0.76% S
data pagecinnamon bark oil (cinnamomum zeylanicum blume) sri lauka @ 1.07-13.30% S
data pagecinnamon bark oil ceylon @ 3.63% S
data pagecinnamon fruit oil india @ 0.2-0.3% S
 cinnamon leaf oil S
data pagecinnamon leaf oil ceylon @ 93.94% S
data pagecinnamon oil CO2 extract @ 1.82-2.31% S
data pagecinnamon twig oil @ 4.03% S
data pagecistus oil @ 1.6% S
 citronella  
data pagecitronella oil china @ 2.29% S
data pagecitronella oil java @ 2.45% S
data pageclocimum oil india @ 77.60% S
 clove S
data pageclove bud oil @ 77.13% S
data pageclove leaf oil @ 80.97% S
data pageclove stem oil india @ 80.19% S
 coffee  
data pagecouroupita guianensis aubl. flower oil brazil @ 18.90% S
 currant black currant S
 davana S
data pagedill weed oil reunion @ 0.10% S
data pageestragon oil @ 2.1% S
data pagefeverfew flower oil @ 0.1% S
data pagefeverfew leaf oil belgium @ trace% S
data pageginger root oil CO2 extract @ 0.83% S
data pagehelichrysum arenarium (l.) moench oil hungary @ 0.40% S
data pagejasmin absolute china @ 7.28% S
data pagejasmin absolute concrete egypt @ 2.63% S
data pagejasmin absolute concrete india @ 2.00-3.95% S
data pagejasmin absolute concrete italy @ 1.86% S
data pagejasmin oil italy @ 1.79% S
data pagejasmin sambac absolute egypt @ 0.08% S
data pagelaurel bark oil @ 1.7% S
 laurel berry S
 laurel leaf S
data pagelaurel leaf oil @ 2.6% S
data pagelaurel leaf oil turkey @ 2.90% S
data pagelaurel stem oil @ 2.2% S
data pagelaurel wood oil @ 5.0% S
 lavender spike lavender S
 lemongrass  
 mace S
data pagemace oil CO2 extract @ trace% S
 marjoram  
 myrtle S
 nutmeg S
data pagenutmeg flower oil @ 0.71% S
data pagenutmeg leaf oil @ 0.10-2.16% S
data pagenutmeg oil hydrodistilled india @ 0.4% S
data pagenutmeg oil india @ 0.35% S
data pageocimum gratissimum l. oil brazil @ 19.26% S
 origanum  
data pageosmanthus absolute @ 1.90% S
 peach  
 peppermint S
data pagepimenta leaf oil @ 28.04% S
 pimento berry 87% S
data pagepimento berry oil @ 17.3% S
data pagepimento berry oil CO2 extract jamaica @ 14.9% S
data pageplectranthus glandulosus hook f. leaf oil cameroon @ 0.10% S
 raspberry  
 rose  
data pagerose absolute morocco @ 0.80% S
data pagerose oil otto bulgaria @ 0.82% S
 rosemary S
data pagesage oil england @ 0.10% S
data pagesage oil reunion @ trace% S
data pagesnake root oil canada @ 0.60% S
data pagestachys recta l. oil serbia @ 1.70% S
 strawberry S
data pagetagete oil egypt @ 0.17% S
 tagetes  
data pagetansy oil argentina @ 0.12% S
 tarragon  
data pagetejpat oil @ 78.00% S
 tolu balsam S
data pageturmeric oil china @ 0.21% S
data pageturmeric root oil hydrodistilled @ 1.08% S
data pagevalerian root oil @ trace-0.1% S
data pageviolet flower absolute @ % S
data pagewormwood oil cuba @ 0.07% S
data pageyarrow oil @ 0.40% S
 ylang ylang S
data pageylang ylang oil CO2 extract @ 0.03% S
data pageylang ylang oil I (cananga odorata hook. f. and thomas.) @ 0.20% S
data pageylang ylang oil II (cananga odorata hook. f. and thomas.) @ 0.29% S
data pageylang ylang oil III @ 0.06% S



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