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(E)-cinnamyl alcohol
trans-3-phenyl-2-propen-1-ol

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CODE104088 CODE104088
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.

Name:	(E)-3-phenylprop-2-en-1-ol
CAS Number:	4407-36-7	3D/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, Edge 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

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

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).

Cosmetic Information:

None found

Suppliers:

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.

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

Safety in Use Information:

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
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).
View IFRA Standards Library for complete information.
Please review Amendment 49 IFRA documentation for complete information.
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%):
Category 1: Products applied to the lips
0.09 %
Category 2: Products applied to the axillae
0.10 %
Category 3: Products applied to the face/body using fingertips
0.40 %
Category 4: Products related to fine fragrance
0.40 %
	Category 5: Products applied to the face and body using the hands (palms), primarily leave-on
Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on
0.40 %
Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on
Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on
Category 5D: Baby Creams, baby Oils and baby talc
Category 6: Products with oral and lip exposure
2.20 %
	Category 7: Products applied to the hair with some hand contact
Category 7A: Rinse-off products applied to the hair with some hand contact
0.20 %
Category 7B: Leave-on products applied to the hair with some hand contact
Category 8: Products with significant anogenital exposure
0.40 %
Category 9: Products with body and hand exposure, primarily rinse off
0.40 %
	Category 10: Household care products with mostly hand contact
Category 10A: Household care excluding aerosol products (excluding aerosol/spray products)
0.40 %
Category 10B: Household aerosol/spray products
	Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate
Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
See Note %
Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin
	Notes:
IFRA FLAVOR REQUIREMENTS:
Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards.
	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.

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :5315892

National Institute of Allergy and Infectious Diseases:Data

(E)-3-phenylprop-2-en-1-ol

Chemidplus:0004407367

References:

	(E)-3-phenylprop-2-en-1-ol
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	5315892
Pubchem (sid):	135079592
Pherobase:	View

Other Information:

(IUPAC):	Atomic Weights of the Elements 2011 (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

Potential Blenders and core components note

For Odor

aldehydic

dodecanal (aldehyde C-12 lauric)
FL/FR

10-

undecenal (aldehyde C-11 undecylenic)
FL/FR

amber

cistus ladaniferus resinoid
FL/FR

animal

animal carbolactone
FR

costus valerolactone
FR

anisic

para-

anisaldehyde
FL/FR

estragole
FL/FR

ocimum basilicum herb oil
FL/FR

ocimum basilicum herb oil egypt
FL/FR

ocimum basilicum leaf oil america
FL/FR

ocimum basilicum leaf oil CO2 extract
FL/FR

ocimum basilicum leaf oil india
FL/FR

balsamic

amyris wood oil
FL/FR

siam

benzoin resinoid
FL/FR

benzyl cinnamate
FL/FR

cinnamyl alcohol
FL/FR

copaiba balsam oil
FL/FR

ethyl cinnamate
FL/FR

fir balsam absolute
FR

guaiyl acetate
FL/FR

methyl (E)-cinnamate
FL/FR

myrrh oil
FL/FR

peru balsam oil
FL/FR

2-

phenoxyethyl formate
FR

2-

phenyl propyl alcohol
FL/FR

3-

phenyl propyl alcohol
FL/FR

tolu balsam
FL/FR

tolu balsam specialty
FR

berry

raspberry ketone
FL/FR

citrus

bergamot oil
FL/FR

bergamot oil bergaptene reduced italy
FL/FR

bergamot oil turkey
FL/FR

fatty

(R)-gamma-

octalactone
FL/FR

floral

acetophenone
FL/FR

alpha-

amyl cinnamaldehyde
FL/FR

iso

amyl salicylate
FL/FR

bois de rose oil brazil
FL/FR

cassis specialty
FR

citronellol
FL/FR

coriander seed oil
FL/FR

cyclamen aldehyde
FL/FR

dihydrojasmone
FL/FR

dimethyl anthranilate
FL/FR

dimethyl benzyl carbinol
FL/FR

dimethyl benzyl carbinyl butyrate
FL/FR

floral pyranol
FR

geranium oil
FL/FR

geranium oil bourbon
FL/FR

heliotropin
FL/FR

heliotropyl acetone
FL/FR

heliotropyl diethyl acetal
FR

alpha-

hexyl cinnamaldehyde
FL/FR

jonquil absolute
FR

jonquil absolute replacer
FR

karo karounde absolute
FR

laevo-

ortho-

methoxybenzyl ethyl ether
FR

1-(2-

methyl allyl oxy)-2-methyl butane
FR

methyl dihydrojasmonate
FL/FR

mimosa absolute france
FL/FR

nerol
FL/FR

nerolidol
FL/FR

ocean propanal
FL/FR

phenethyl alcohol
FL/FR

phenyl acetaldehyde digeranyl acetal
FR

phenyl glycol diacetate
FR

phenyl propyl phenyl acetate
FR

3-

phenyl propyl propionate
FL/FR

rose absolute (rosa damascena) bulgaria
FL/FR

rose butanoate
FL/FR

ylang ylang flower oil
FL/FR

fruity

cinnamyl hexanoate
FL/FR

peach pivalate
FR

fungal

jasmin nonane
FR

green

galbanum oil
FL/FR

hop oil CO2 extract
FL/FR

methyl octine carbonate
FL/FR

murraya koenigii leaf oil india
FL/FR

(E,Z)-2,6-

nonadien-1-ol
FL/FR

hay

beeswax absolute
FL/FR

herbal

anethum graveolens herb oil
FL/FR

anethum graveolens herb tincture
FL/FR

carrot seed oil (daucus carota ssp. gummifer hook. fil.) spain
FR

carrot seed oil (daucus carota ssp. maximus (desf.) ball)
FR

wild

carrot seed oil terpeneless
FL/FR

carum carvi fruit oil
FL/FR

celery ketone
FL/FR

clary sage absolute
FL/FR

daucus carota fruit oil
FL/FR

dill weed oil cuba
FL/FR

dill weed oil reunion
FL/FR

hop absolute
FL/FR

curled

parsley seed oil
FL/FR

perilla leaf oil
FL/FR

petroselinum crispum seed oil CO2 extract
FL/FR

thyme absolute
FL/FR

licorice

ocimum basilicum herb oil vietnam
FL/FR

ocimum basilicum leaf oil terpeneless
FL/FR

melon

watermelon ketone
FR

mossy

veramoss (IFF)
FR

naphthyl

beta-

naphthyl ethyl ether
FL/FR

powdery

para-

anisyl acetate
FL/FR

spicy

iso

butyl angelate
FL/FR

cassia bark oil china
FL/FR

cinnamaldehyde dimethyl acetal
FL/FR

clove bud oil
FL/FR

cubeb oil
FL/FR

cumin seed absolute
FL/FR

cuminaldehyde
FL/FR

black

currant bud absolute
FL/FR

iso

cyclogeraniol (IFF)
FR

iso

eugenyl acetate
FL/FR

levisticum officinale root oil
FL/FR

2-

pimenta acris leaf oil
FL/FR

annus

wormwood oil vietnam
FL/FR

sulfurous

lychee mercaptan acetate
FL/FR

terpenic

frankincense oil
FL/FR

juniperus communis fruit oil
FL/FR

tonka

deertongue absolute
FR

melilot absolute
FR

tonka bean absolute
FR

vanilla

ethyl vanillin
FL/FR

waxy

1-

dodecanol
FL/FR

woody

cedarwood oil virginia
FR

dalbergia sissoo leaf oil
FR

guaiacwood oil
FL/FR

patchouli ethanone
FR

vetiver oil haiti
FL/FR

woody acetate
FR

For Flavor

No flavor group found for these

cinnamyl hexanoate
FL/FR

cistus ladaniferus resinoid
FL/FR

guaiyl acetate
FL/FR

methyl (E)-cinnamate
FL/FR

(R)-gamma-

octalactone
FL/FR

perilla leaf oil
FL/FR

3-

phenyl propyl propionate
FL/FR

4,4'-

thiobis-2-butanone
FL

anisic

anisic

ocimum basilicum herb oil egypt
FL/FR

apple

(E,Z)-2,6-

nonadien-1-ol
FL/FR

balsamic

siam

benzoin resinoid
FL/FR

copaiba balsam oil
FL/FR

ethyl cinnamate
FL/FR

myrrh oil
FL/FR

peru balsam oil
FL/FR

tolu balsam
FL/FR

berry

heliotropyl acetone
FL/FR

raspberry ketone
FL/FR

brown

beeswax absolute
FL/FR

cherry

heliotropin
FL/FR

citrus

bergamot oil
FL/FR

bergamot oil bergaptene reduced italy
FL/FR

bergamot oil turkey
FL/FR

laevo-

nerol
FL/FR

creamy

para-

anisaldehyde
FL/FR

ethereal

4-

fatty

10-

undecenal (aldehyde C-11 undecylenic)
FL/FR

floral

2-

acetyl-5-methyl thiophene
FL

bois de rose oil brazil
FL/FR

citronellol
FL/FR

dihydrojasmone
FL/FR

dimethyl benzyl carbinyl butyrate
FL/FR

geranium oil
FL/FR

geranium oil bourbon
FL/FR

methyl dihydrojasmonate
FL/FR

ocean propanal
FL/FR

phenethyl alcohol
FL/FR

rose absolute (rosa damascena) bulgaria
FL/FR

ylang ylang flower oil
FL/FR

fruity

para-

anisyl acetate
FL/FR

dimethyl anthranilate
FL/FR

(E,E)-

methyl sorbate
FL

rose butanoate
FL/FR

green

iso

amyl salicylate
FL/FR

anethum graveolens herb tincture
FL/FR

iso

butyl angelate
FL/FR

celery ketone
FL/FR

cinnamyl alcohol
FL/FR

cyclamen aldehyde
FL/FR

galbanum oil
FL/FR

methyl octine carbonate
FL/FR

nerolidol
FL/FR

2-

phenyl propyl alcohol
FL/FR

herbal

anethum graveolens herb oil
FL/FR

wild

carrot seed oil terpeneless
FL/FR

carum carvi fruit oil
FL/FR

clary sage absolute
FL/FR

coriander seed oil
FL/FR

daucus carota fruit oil
FL/FR

dill weed oil cuba
FL/FR

dill weed oil reunion
FL/FR

hop absolute
FL/FR

ocimum basilicum herb oil
FL/FR

ocimum basilicum leaf oil america
FL/FR

ocimum basilicum leaf oil CO2 extract
FL/FR

ocimum basilicum leaf oil india
FL/FR

curled

parsley seed oil
FL/FR

petroselinum crispum seed oil CO2 extract
FL/FR

thyme absolute
FL/FR

juicy

lychee mercaptan acetate
FL/FR

licorice

estragole
FL/FR

ocimum basilicum herb oil vietnam
FL/FR

ocimum basilicum leaf oil terpeneless
FL/FR

medicinal

dimethyl benzyl carbinol
FL/FR

orris

costus root oil
FL

powdery

acetophenone
FL/FR

beta-

naphthyl ethyl ether
FL/FR

soapy

dodecanal (aldehyde C-12 lauric)
FL/FR

1-

dodecanol
FL/FR

spicy

benzyl cinnamate
FL/FR

cassia bark oil china
FL/FR

cinnamaldehyde dimethyl acetal
FL/FR

clove bud oil
FL/FR

cubeb oil
FL/FR

cumin seed absolute
FL/FR

cuminaldehyde
FL/FR

black

currant bud absolute
FL/FR

iso

eugenyl acetate
FL/FR

hop oil CO2 extract
FL/FR

levisticum officinale root oil
FL/FR

murraya koenigii leaf oil india
FL/FR

2-

3-

phenyl propyl alcohol
FL/FR

pimenta acris leaf oil
FL/FR

annus

wormwood oil vietnam
FL/FR

terpenic

juniperus communis fruit oil
FL/FR

tropical

alpha-

amyl cinnamaldehyde
FL/FR

vanilla

ethyl vanillin
FL/FR

waxy

alpha-

hexyl cinnamaldehyde
FL/FR

mimosa absolute france
FL/FR

woody

amyris wood oil
FL/FR

frankincense oil
FL/FR

guaiacwood oil
FL/FR

vetiver oil haiti
FL/FR

Potential Uses:

FR	acacia
FR	aldehydic
FR	amber
FR	ambrene
	amour-amour
FR	apple blossom
FR	apricot
FR	azalea
FR	balsam
FR	bay rum
	bellodgia
FR	blue grass
FR	blue mist
FR	bluebell
FR	carnation
FR	cassia
FR	cherry
FL	chocolate cocoa
FR	cinnamon
	cinq fleurs forvil
FR	currant
FR	daffodil
FR	floral
FR	gardenia
FR	grape
FR	hawthorn
FR	hay new mown hay
FR	heliotrope
FR	honey
FR	honeysuckle
FR	hyacinth
FR	jasmin
FR	jonquil
	joy
FR	lilac
FR	lily
FR	lily of the valley
FR	magnolia
	modifier
	my sin
FR	narcissus
FR	neroli
FL	nut
FR	orange blossom
FR	orchid
FR	oriental
FR	peach
FR	peony
FR	peru balsam
FR	plum
FR	powder
FR	prune
FR	rose
FR	rose d'orient
FR	rose moss rose
FR	rose red rose
FR	rose tea rose
FR	spice
FR	sweet pea
FR	tuberose
FR	vanilla
FR	violet
FR	wallflower
FL	walnut
FR	woody
FR	ylang ylang
FR	zibeline

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:

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)-

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.

Notes:

Constit. of storax and Peruvian balsam, mainly as ester of Cinnamic acid. Flavouring. Stabiliser

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