(E)-cinnamyl alcohol
trans-3-phenyl-2-propen-1-ol
 
Notes:
Constit. of storax and Peruvian balsam, mainly as ester of Cinnamic acid. Flavouring. Stabiliser
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      Product(s):
      4407-36-7 3-Phenyl-2-propen-1-ol >95%
      3-Phenyl-2-propen-1-ol is a natural phenylpropanoid found in barks of Cinnamomum cassia Presl.
       
       
Synonyms   Articles   Notes   Search
CAS Number: 4407-36-7Picture of molecule3D/inchi
FDA UNII: SS8YOP444F
Nikkaji Web: J9.304A
XlogP3: 1.90 (est)
Molecular Weight: 134.17790000
Formula: C9 H10 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:
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Physical Properties:
Appearance: white to pale yellow solid (est)
Assay: 94.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 1.04400 @  20.00 °C.
Refractive Index: 1.58190 @  20.00 °C.
Melting Point: 34.00 °C. @ 760.00 mm Hg
Boiling Point: 247.00 to  250.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.012000 mmHg @ 25.00 °C. (est)
Flash Point: > 200.00 °F. TCC ( > 93.33 °C. )
logP (o/w): 1.700
Soluble in:
 alcohol
 water, 6188 mg/L @ 25 °C (est)
Insoluble in:
 water
Synonyms   Articles   Notes   Search   Top
Organoleptic Properties:
 
Odor Type: balsamic
 
Odor Strength: medium
 
Substantivity: 400 hour(s) at 100.00 %
 
 sweet  balsamic  hyacinth  spicy  green  powdery  cinnamyl  
Odor Description:
at 100.00 %. 
sweet balsam hyacinth spicy green powdery cinnamyl
 
Odor and/or flavor descriptions from others (if found).
 
 
Synonyms   Articles   Notes   Search   Top
Cosmetic Information:
None found
Synonyms   Articles   Notes   Search   Top
Suppliers:
BOC Sciences
For experimental / research use only.
3-Phenyl-2-propen-1-ol >95%
Odor: characteristic
Use: 3-Phenyl-2-propen-1-ol is a natural phenylpropanoid found in barks of Cinnamomum cassia Presl.
Synonyms   Articles   Notes   Search   Top
Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
R 43 - May cause sensitisation by skin contact.
S 02 - Keep out of the reach of children.
S 24 - Avoid contact with skin.
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
Synonyms   Articles   Notes   Search   Top
Safety in Use Information:
Category: flavor and fragrance agents
IFRA Critical Effect: Sensitization
IFRA fragrance material specification:
 Should not be used such that the level in finished cosmetic products exceeds 0.8%. Based on test results showing sensitising potential. (IFRA guidelines).
IFRA: View Standard
Fragrance usage is IFRA RESTRICTED. View Standard for complete information.
Please review all IFRA documents for complete information.
IFRA categories: limits in the finished product: (For a description of the categories, refer to the IFRA QRA Information Booklet.)
Category 1:
See Note (1)
0.09 % (1)
Category 2:  0.10 %
Category 3:  0.40 %
Category 4:  0.40 %
Category 5:  0.40 %
Category 6:
See Note (1)
2.20 % (1)
Category 7:  0.20 %
Category 8:  0.40 %
Category 9:  0.40 %
Category 10:  0.40 %
Category 11: See Note (2)
 Notes:
 

For this material, for pragmatic reasons, restrictive levels allowed by the QRA for certain categories but actually being higher than those already in place before applying the QRA, will temporarily not be implemented until the end of a 5 year monitoring phase. At the end of the 5 years the position will be reevaluated again.

 

(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).

 

(2) Category 11 includes all non-skin contact or incidental skin contact products. Due to the negligible skin contact from these types of products there is no justification for a restriction of the concentration of this fragrance ingredient in the finished product.

 
Recommendation for (E)-cinnamyl alcohol flavor usage levels up to:
  720.0000 ppm in the finished product.
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Safety References:
EPI System: View
Env. Mutagen Info. Center: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5315892
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 (E)-3-phenylprop-2-en-1-ol
Chemidplus: 0004407367
Synonyms   Articles   Notes   Search   Top
References:
 (E)-3-phenylprop-2-en-1-ol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5315892
Pubchem (sid): 135079592
Pherobase: View
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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
CHEBI: View
CHEMBL: View
Metabolomics Database: Search
KEGG (GenomeNet): C02394
HMDB (The Human Metabolome Database): HMDB29698
FooDB: FDB000888
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Formulations/Preparations:
assay: 98% min
Synonyms   Articles   Notes   Search   Top
Potential Blenders and core components note
 
For Odor
No odor group found for these
 amchoor powder 
aldehydic
 dodecanal (aldehyde C-12 lauric)FL/FR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
amber
 cistus ladaniferus resinoidFL/FR
animal
 animal carbolactoneFR
 costus valerolactoneFR
anisic
para-anisaldehydeFL/FR
 estragoleFL/FR
 ocimum basilicum herb oilFL/FR
 ocimum basilicum herb oil egyptFL/FR
 ocimum basilicum leaf oil americaFL/FR
 ocimum basilicum leaf oil CO2 extractFL/FR
 ocimum basilicum leaf oil indiaFL/FR
balsamic
 amyris wood oilFL/FR
siam benzoin resinoidFL/FR
 benzyl cinnamateFL/FR
 cinnamyl alcoholFL/FR
 copaiba balsam oilFL/FR
 ethyl cinnamateFL/FR
 fir balsam absoluteFR
 guaiyl acetateFL/FR
 methyl (E)-cinnamateFL/FR
 myrrh oilFL/FR
 peru balsam oilFL/FR
2-phenoxyethyl formateFR
2-phenyl propyl alcoholFL/FR
3-phenyl propyl alcoholFL/FR
 tolu balsamFL/FR
 tolu balsam specialtyFR
berry
 raspberry ketoneFL/FR
citrus
 bergamot oilFL/FR
 bergamot oil bergaptene reduced italyFL/FR
 bergamot oil turkeyFL/FR
fatty
 decanolFL/FR
(R)-gamma-octalactoneFL/FR
floral
 acetophenoneFL/FR
alpha-amyl cinnamaldehydeFL/FR
isoamyl salicylateFL/FR
 bois de rose oil brazilFL/FR
 cassis specialtyFR
 citronellolFL/FR
 coriander seed oilFL/FR
 cyclamen aldehydeFL/FR
 dihydrojasmoneFL/FR
 dimethyl anthranilateFL/FR
 dimethyl benzyl carbinolFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 floral pyranolFR
 geraniolFL/FR
 geranium oilFL/FR
 geranium oil bourbonFL/FR
 heliotropinFL/FR
 heliotropyl acetoneFL/FR
 heliotropyl diethyl acetalFR
alpha-hexyl cinnamaldehydeFL/FR
 ho leaf oilFR
 jonquil absoluteFR
 jonquil absolute replacerFR
 karo karounde absoluteFR
 leerallFR
 lilyallFR
laevo-linaloolFL/FR
ortho-methoxybenzyl ethyl etherFR
1-(2-methyl allyl oxy)-2-methyl butaneFR
 methyl dihydrojasmonateFL/FR
 mimosa absolute franceFL/FR
 nerolFL/FR
 nerolidolFL/FR
 nonanolFL/FR
 ocean propanalFL/FR
 phenethyl alcoholFL/FR
 phenyl acetaldehyde digeranyl acetalFR
 phenyl glycol diacetateFR
 phenyl propyl phenyl acetateFR
3-phenyl propyl propionateFL/FR
 rose absolute (rosa damascena) bulgariaFL/FR
 rose butanoateFL/FR
 ylang ylang flower oilFL/FR
fruity
 cinnamyl hexanoateFL/FR
 peach pivalateFR
fungal
 jasmin nonaneFR
green
alpha-allyl-4,6-dimethyl-3-cyclohexene-1-methanyl acetate 
2-butyl-4-methyl-1,3-oxathiane 
 galbanum oilFL/FR
 hop oil CO2 extractFL/FR
 methyl octine carbonateFL/FR
 murraya koenigii leaf oil indiaFL/FR
(E,Z)-2,6-nonadien-1-olFL/FR
hay
 beeswax absoluteFL/FR
herbal
 anethum graveolens herb oilFL/FR
 anethum graveolens herb tinctureFL/FR
 carrot seed oil (daucus carota ssp. gummifer hook. fil.) spainFR
 carrot seed oil (daucus carota ssp. maximus (desf.) ball)FR
wild carrot seed oil terpenelessFL/FR
 carum carvi fruit oilFL/FR
 celery ketoneFL/FR
 clary sage absoluteFL/FR
 daucus carota fruit oilFL/FR
 dill weed oil cubaFL/FR
 dill weed oil reunionFL/FR
 hop absoluteFL/FR
 hop oilFL/FR
curled parsley seed oilFL/FR
 perilla leaf oilFL/FR
 petroselinum crispum seed oil CO2 extractFL/FR
 thyme absoluteFL/FR
licorice
 ocimum basilicum herb oil vietnamFL/FR
 ocimum basilicum leaf oil terpenelessFL/FR
melon
 watermelon ketoneFR
mossy
 veramoss (IFF)FR
naphthyl
beta-naphthyl ethyl etherFL/FR
powdery
para-anisyl acetateFL/FR
isobutyl angelateFL/FR
 cassia bark oil chinaFL/FR
 cinnamaldehyde dimethyl acetalFL/FR
 clove bud oilFL/FR
 cubeb oilFL/FR
 cumin seed absoluteFL/FR
 cuminaldehydeFL/FR
black currant bud absoluteFL/FR
isocyclogeraniol (IFF)FR
isoeugenyl acetateFL/FR
 levisticum officinale root oilFL/FR
2-octanolFL/FR
 pimenta acris leaf oilFL/FR
annus wormwood oil vietnamFL/FR
sulfurous
 lychee mercaptan acetateFL/FR
terpenic
 frankincense oilFL/FR
 juniperus communis fruit oilFL/FR
tonka
 deertongue absoluteFR
 melilot absoluteFR
 tonka bean absoluteFR
vanilla
 ethyl vanillinFL/FR
 vanillinFL/FR
waxy
1-dodecanolFL/FR
woody
 cedarwood oil virginiaFR
 dalbergia sissoo leaf oilFR
 guaiacwood oilFL/FR
 patchouli ethanoneFR
 santallFR
 vetiver oil haitiFL/FR
 woody acetateFR
 
For Flavor
 
No flavor group found for these
alpha-allyl-4,6-dimethyl-3-cyclohexene-1-methanyl acetate 
2-butyl-4-methyl-1,3-oxathiane 
 cinnamyl hexanoateFL/FR
 cistus ladaniferus resinoidFL/FR
 guaiyl acetateFL/FR
 methyl (E)-cinnamateFL/FR
(R)-gamma-octalactoneFL/FR
 perilla leaf oilFL/FR
3-phenyl propyl propionateFL/FR
4,4'-thiobis-2-butanoneFL
 amchoor powder 
anisic
 ocimum basilicum herb oil egyptFL/FR
apple
(E,Z)-2,6-nonadien-1-olFL/FR
balsamic
siam benzoin resinoidFL/FR
 copaiba balsam oilFL/FR
 ethyl cinnamateFL/FR
 myrrh oilFL/FR
 peru balsam oilFL/FR
 tolu balsamFL/FR
berry
 heliotropyl acetoneFL/FR
 raspberry ketoneFL/FR
brown
 beeswax absoluteFL/FR
cherry
 heliotropinFL/FR
citrus
 bergamot oilFL/FR
 bergamot oil bergaptene reduced italyFL/FR
 bergamot oil turkeyFL/FR
laevo-linaloolFL/FR
 nerolFL/FR
creamy
para-anisaldehydeFL/FR
ethereal
4-hexen-3-oneFL
fatty
10-undecenal (aldehyde C-11 undecylenic)FL/FR
floral
2-acetyl-5-methyl thiopheneFL
 bois de rose oil brazilFL/FR
 citronellolFL/FR
 dihydrojasmoneFL/FR
 dimethyl benzyl carbinyl butyrateFL/FR
 geraniolFL/FR
 geranium oilFL/FR
 geranium oil bourbonFL/FR
 methyl dihydrojasmonateFL/FR
 ocean propanalFL/FR
 phenethyl alcoholFL/FR
 rose absolute (rosa damascena) bulgariaFL/FR
 ylang ylang flower oilFL/FR
fruity
para-anisyl acetateFL/FR
 dimethyl anthranilateFL/FR
(E,E)-methyl sorbateFL
 rose butanoateFL/FR
green
isoamyl salicylateFL/FR
 anethum graveolens herb tinctureFL/FR
isobutyl angelateFL/FR
 celery ketoneFL/FR
 cinnamyl alcoholFL/FR
 clary sage absoluteFL/FR
 cyclamen aldehydeFL/FR
 galbanum oilFL/FR
 methyl octine carbonateFL/FR
 nerolidolFL/FR
2-phenyl propyl alcoholFL/FR
herbal
 anethum graveolens herb oilFL/FR
wild carrot seed oil terpenelessFL/FR
 carum carvi fruit oilFL/FR
 coriander seed oilFL/FR
 daucus carota fruit oilFL/FR
 dill weed oil cubaFL/FR
 dill weed oil reunionFL/FR
 hop absoluteFL/FR
 hop oilFL/FR
 ocimum basilicum herb oilFL/FR
 ocimum basilicum leaf oil americaFL/FR
 ocimum basilicum leaf oil CO2 extractFL/FR
 ocimum basilicum leaf oil indiaFL/FR
curled parsley seed oilFL/FR
 petroselinum crispum seed oil CO2 extractFL/FR
 thyme absoluteFL/FR
juicy
 lychee mercaptan acetateFL/FR
licorice
 estragoleFL/FR
 ocimum basilicum herb oil vietnamFL/FR
 ocimum basilicum leaf oil terpenelessFL/FR
medicinal
 dimethyl benzyl carbinolFL/FR
orris
 costus root oilFL
powdery
 acetophenoneFL/FR
beta-naphthyl ethyl etherFL/FR
soapy
 dodecanal (aldehyde C-12 lauric)FL/FR
1-dodecanolFL/FR
spicy
 benzyl cinnamateFL/FR
 cassia bark oil chinaFL/FR
 cinnamaldehyde dimethyl acetalFL/FR
 clove bud oilFL/FR
 cubeb oilFL/FR
 cumin seed absoluteFL/FR
 cuminaldehydeFL/FR
black currant bud absoluteFL/FR
isoeugenyl acetateFL/FR
 hop oil CO2 extractFL/FR
 levisticum officinale root oilFL/FR
 murraya koenigii leaf oil indiaFL/FR
2-octanolFL/FR
3-phenyl propyl alcoholFL/FR
 pimenta acris leaf oilFL/FR
annus wormwood oil vietnamFL/FR
terpenic
 juniperus communis fruit oilFL/FR
tropical
alpha-amyl cinnamaldehydeFL/FR
vanilla
 ethyl vanillinFL/FR
 vanillinFL/FR
waxy
 decanolFL/FR
alpha-hexyl cinnamaldehydeFL/FR
 mimosa absolute franceFL/FR
 nonanolFL/FR
woody
 amyris wood oilFL/FR
 frankincense oilFL/FR
 guaiacwood oilFL/FR
 vetiver oil haitiFL/FR
 
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 acaciaFR
 aldehydicFR
 amberFR
 ambreneFR
 amour-amour 
 apple blossomFR
 apricotFR
 azaleaFR
 balsamFR
 bay rumFR
 bellodgia 
 blue grassFR
 blue mistFR
 bluebellFR
 carnationFR
 cassiaFR
 cherryFR
 chocolate cocoaFL
 cinnamonFR
 cinq fleurs forvil 
 currantFR
 daffodilFR
 floralFR
 gardeniaFR
 grapeFR
 hawthornFR
 hay new mown hayFR
 heliotropeFR
 honeyFR
 honeysuckleFR
 hyacinthFR
 jasminFR
 jonquilFR
 joy 
 lilacFR
 lilyFR
 lily of the valleyFR
 magnoliaFR
 modifier 
 my sin 
 narcissusFR
 neroliFR
 nutFL
 orange blossomFR
 orchidFR
 orientalFR
 peachFR
 peonyFR
 peru balsamFR
 plumFR
 powderFR
 pruneFR
 roseFR
 rose d'orientFR
 rose moss roseFR
 rose red roseFR
 rose tea roseFR
 spiceFR
 sweet peaFR
 tuberoseFR
 vanillaFR
 violetFR
 wallflowerFR
 walnutFL
 woodyFR
 ylang ylangFR
 zibelineFR
Synonyms   Articles   Notes   Search   Top
Occurrence (nature, food, other): note
 bilberry fruit juice
Search Trop  Picture
 blueberry fruit
Search Trop  Picture
 cassia
Search  PMC Picture
 cinnamon bark
Search Trop  Picture
 cinnamon bark oil (cinnamomum zeylanicum blume) india @ 7.69%
Data  GC  Search Trop  Picture
 cinnamon bark oil (cinnamomum zeylanicum blume) sri lauka @ 0.50-0.60%
Data  GC  Search Trop  Picture
 cinnamon ceylon cinnamon leaf
Search Trop  Picture
 cinnamon fruit oil india @ 2.0-2.2%
Data  GC  Search Trop  Picture
 cinnamon leaf
Search Trop  Picture
 cinnamon twig oil @ 9.55%
Data  GC  Search Trop  Picture
 hyacinthus orientalis absolute @ 3.46-4.04%
Data  GC  Search Trop  Picture
 narcissus absolute @ 0.81%
Data  GC  Search Trop  Picture
 narcissus absolute @ 2.87%
Data  GC  Search Trop  Picture
 raspberry plant
Search Trop  Picture
 styrax
Search  Picture
 tolu balsam
Search Trop  Picture
 ylang ylang oil @ 0.26%
Data  GC  Search Trop  Picture
Synonyms   Articles   Notes   Search   Top
Synonyms:
trans-cinnamyl alcohol
(E)-3-phenyl-2-propen-1-ol
trans-3-phenyl-2-propen-1-ol
(E)-3-phenyl-prop-2-en-1-ol
(2E)-3-phenylprop-2-en-1-ol
(E)-3-phenylprop-2-en-1-ol
2-propen-1-ol, 3-phenyl-, (E)-
 propenoic acid, 3-phenyl-, (trans)-
Synonyms   Articles   Notes   Search   Top
Articles:
PubMed: Fumigant toxicity of Oriental sweetgum (Liquidambar orientalis) and valerian (Valeriana wallichii) essential oils and their components, including their acetylcholinesterase inhibitory activity, against Japanese termites (Reticulitermes speratus).
PubMed: Two new flavanols from Glycosmis pentaphylla.
PubMed: Nematicidal activity of plant essential oils and components from coriander (Coriandrum sativum), Oriental sweetgum (Liquidambar orientalis), and valerian (Valeriana wallichii) essential oils against pine wood nematode (Bursaphelenchus xylophilus).
PubMed: Green procedure for the preparation of scented alcohols from carbonyl compounds.
PubMed: Stereoselective Synthesis of a Key Precursor of Halicholactone and Neohalicholactone.
PubMed: Substrate specificity, regiospecificity and stereospecificity of halogenation reactions catalyzed by non-heme-type bromoperoxidase of Corallina pilulifera.
PubMed: Geometric specificity of alcohol dehydrogenases and its potential for separation of trans and cis isomers of unsaturated aldehydes.
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