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

para-methoxycinnamaldehyde
2-propenal, 3-(4-methoxyphenyl)-

Sponsors

Name:3-(4-methoxyphenyl)prop-2-enal
CAS Number: 1963-36-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:217-807-0
MDL:MFCD00017343
CoE Number:11919
XlogP3:1.80 (est)
Molecular Weight:162.18810000
Formula:C10 H10 O2
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
JECFA Food Flavoring:687 p-methoxycinnamaldehyde
FLAVIS Number:05.118 (Old)
DG SANTE Food Flavourings:05.118 4-methoxycinnamaldehyde
FEMA Number:3567 p-methoxycinnamaldehyde
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: P-METHOXYCINNAMALDEHYDE
 
Physical Properties:
Appearance:yellow crystals (est)
Assay: 96.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 44.00 to 45.00 °C. @ 760.00 mm Hg
Boiling Point: 160.00 °C. @ 3.00 mm Hg
Boiling Point: 308.00 to 309.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.001000 mm/Hg @ 25.00 °C. (est)
Vapor Density:>1 ( Air = 1 )
Flash Point: 230.00 °F. TCC ( 110.00 °C. )
logP (o/w): 1.953 (est)
Soluble in:
 alcohol
 water, 1598 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: spicy
Odor Strength:medium ,
recommend smelling in a 10.00 % solution or less
spicy cinnamon sweet cherry vanilla floral
Odor Description:at 10.00 % in dipropylene glycol. spicy cinnamon sweet cherry vanilla floral
spicy cinnamon sweet cherry candy vanilla smoky
Odor Description:at 0.50 %. Spicy, cinnamon, sweet with a rich pleasant cherry candy note, vanilla and slightly smoky
Mosciano, Gerard P&F 26, No. 2, 40, (2001)
Flavor Type: cherry
cherry fleshy sweet cinnamyl aromatic
Taste Description: at 3.00 - 20.00 ppm. Cherry flesh, sweet, with a cinnamic dry out, slightly aromatic
Mosciano, Gerard P&F 26, No. 2, 40, (2001)
Odor and/or flavor descriptions from others (if found).
Bedoukian Research
para-METHOXY CINNAMIC ALDEHYDE (PMCA) ≥98.0%, Kosher
Odor Description:A pleasant cinnamon note that is not overpowering
Widely used in spice fragrances.
Taste Description:spicy
Adds a sweet, cinnamon note to many applications such as spice blends and oral hygiene flavors.
Alfrebro
p-METHOXY-CINNAMALDEHYDE NATURAL
Odor Description:Warm, Cinnamon, Anise, Spicy
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Alfrebro
p-METHOXY-CINNAMALDEHYDE NATURAL
Odor: Warm, Cinnamon, Anise, Spicy
Bedoukian Research
para-METHOXY CINNAMIC ALDEHYDE (PMCA)
≥98.0%, Kosher
Odor: A pleasant cinnamon note that is not overpowering
Use: Widely used in spice fragrances.
Flavor: spicy
Adds a sweet, cinnamon note to many applications such as spice blends and oral hygiene flavors.
BOC Sciences
For experimental / research use only.
para-Methoxycinnamaldehyde 98.0%
M&U International
para-Methoxy Cinnamic Aldehyde
Penta International
p-METHOXY CINNAMIC ALDEHYDE NATURAL
Penta International
p-METHXOY CINNAMIC ALDEHYDE, Kosher
TCI AMERICA
For experimental / research use only.
4-Methoxycinnamaldehyde >97.0%(GC)
 
Safety Information:
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
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
Recommendation for para-methoxycinnamaldehyde usage levels up to:
  3.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 0.037 (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: 11
 average usual ppmaverage maximum ppm
baked goods: -5.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: -4.00000
confectionery froastings: -5.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: -5.00000
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: -5.00000
meat products: -2.00000
milk products: -2.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: -5.00000
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: -4.00000
 
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):

Flavouring Group Evaluation 214: alpha,beta-Unsaturated aldehydes and precursors from chemical subgroup 3.1 of FGE.19: Cinnamyl derivatives[1]
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 68 (FGE.68): Consideration of cinnamyl alcohol and related flavouring agents evaluated by JECFA (55th meeting) evaluated by EFSA in FGE.15Rev1 (2008)
View page or View pdf

EPI System: View
EPA Substance Registry Services (TSCA):1963-36-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :230995
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
3-(4-methoxyphenyl)prop-2-enal
Chemidplus:0001963366
 
References:
 3-(4-methoxyphenyl)prop-2-enal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:1963-36-6
Pubchem (cid):230995
Pubchem (sid):135198987
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
Metabolomics Database:Search
KEGG (GenomeNet):C10475
HMDB (The Human Metabolome Database):HMDB32611
FooDB:FDB010552
Export Tariff Code:2912.49.2600
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
balsamic
benzyl cinnamate
FL/FR
methyl (E)-cinnamate
FL/FR
methyl cinnamate
FL/FR
2-
phenoxyethyl formate
FR
3-
phenyl propyl acetate
FL/FR
berry
raspberry ketone methyl ether
FL/FR
camphoreous
butyrophenone
FL/FR
ethereal
cyclohexyl formate
FL/FR
floral
phenoxyethanol
FL/FR
fruity
allyl 2-ethyl butyrate
FL/FR
allyl benzoate
FR
allyl isovalerate
FL/FR
bitter
almond oil
FL/FR
iso
amyl 2-methyl butyrate
FL/FR
amyl butyrate
FL/FR
para-
anisyl propionate
FL/FR
benzaldehyde
FL/FR
benzaldehyde / methyl anthranilate schiff's base
FR
benzaldehyde glycrol acetal
FL/FR
bread thiophene
FL/FR
cherry oxyacetate
FL/FR
cherry pentenoate
FL/FR
cherry propanol
FL/FR
cyclohexyl cinnamate
FL/FR
ethyl benzoyl acetate
FL/FR
ethyl methyl-para-tolyl glycidate
FL/FR
heptyl isobutyrate
FL/FR
3-
methyl-2-butenal
FL/FR
para-
tolualdehyde
FL/FR
meta-
tolualdehyde
FL/FR
tolualdehydes (mixed o,m,p)
FL/FR
herbal
laevo-
perillaldehyde
FL/FR
naphthyl
2,4-
dimethyl benzaldehyde
FL/FR
nutty
nutty cyclohexenone
FL/FR
phenolic
2'-
hydroxyacetophenone
FL/FR
powdery
para-
anisyl acetate
FL/FR
spicy
allspice leaf oil
FL/FR
canella bark oil
FR
cassia bark concrete
FR
cassia bark oil china
FL/FR
cassia bark oleoresin
FL/FR
cassia leaf oil
FL/FR
cinnamaldehyde
FL/FR
(E)-
cinnamaldehyde
FL/FR
(Z)-
cinnamaldehyde
FL/FR
cinnamaldehyde / methyl anthranilate schiff's base
FR
cinnamaldehyde ethylene glycol acetal
FL/FR
cinnamon acrolein
FL/FR
cinnamon bark oil (cinnamomum zeylanicum) india
FL/FR
cinnamon bark oil ceylon
FL/FR
cinnamon leaf oil ceylon
FL/FR
cinnamon oleoresin ceylon
FL/FR
cinnamyl acetate
FL/FR
cinnamyl isovalerate
FL/FR
(E)-
cinnamyl nitrile
FR
cinnamyl nitrile
FR
iso
eugenyl phenyl acetate
FL/FR
para-
methoxy-alpha-methyl cinnamaldehyde
FL/FR
(E)-para-
methoxycinnamaldehyde
FL/FR
ortho-
methoxycinnamaldehyde
FL/FR
alpha-
methyl cinnamaldehyde
FL/FR
para-
methyl cinnamaldehyde
FL/FR
methyl eugenol
FR
methyl heptadienone
FL/FR
alpha-
methyl-(E)-cinnamaldehyde
FL/FR
myrtenal
FL/FR
woody
cyperus root oil (cyperus scariosus)
FR
For Flavor
No flavor group found for these
para-
anisyl propionate
FL/FR
butyrophenone
FL/FR
cyclohexyl cinnamate
FL/FR
ethyl 2-phenyl-3-furoate
FL
2-
furfurylidene butyraldehyde
FL
para-
methoxy-alpha-methyl cinnamaldehyde
FL/FR
(E)-para-
methoxycinnamaldehyde
FL/FR
methyl (E)-cinnamate
FL/FR
para-
methyl cinnamaldehyde
FL/FR
methyl furfuracrylate
FL
phenoxyethanol
FL/FR
aromatic
aromatic
laevo-
perillaldehyde
FL/FR
balsamic
3-
phenyl propyl acetate
FL/FR
berry
heptyl isobutyrate
FL/FR
raspberry ketone methyl ether
FL/FR
creamy
dihydrocoumarin
FL
ethereal
allyl 2-ethyl butyrate
FL/FR
fatty
(E,E)-2,4-
heptadienal
FL
fruity
allyl isovalerate
FL/FR
bitter
almond oil
FL/FR
iso
amyl 2-methyl butyrate
FL/FR
amyl butyrate
FL/FR
para-
anisyl acetate
FL/FR
benzaldehyde
FL/FR
benzaldehyde glycrol acetal
FL/FR
bread thiophene
FL/FR
cherry oxyacetate
FL/FR
cherry pentenoate
FL/FR
cherry propanol
FL/FR
cinnamyl isovalerate
FL/FR
ethyl benzoyl acetate
FL/FR
ethyl methyl-para-tolyl glycidate
FL/FR
3-
methyl-2-butenal
FL/FR
meta-
tolualdehyde
FL/FR
tolualdehydes (mixed o,m,p)
FL/FR
green
cyclohexyl formate
FL/FR
methyl heptadienone
FL/FR
minty
(1R)-(-)-
myrtenal
FL
myrtenal
FL/FR
naphthyl
2,4-
dimethyl benzaldehyde
FL/FR
2'-
hydroxyacetophenone
FL/FR
nutty
furfural acetone
FL
nutty cyclohexenone
FL/FR
powdery
powdery ketone
FL
spicy
allspice leaf oil
FL/FR
benzyl cinnamate
FL/FR
benzylidene acetone
FL
cassia bark oil china
FL/FR
cassia bark oleoresin
FL/FR
cassia leaf oil
FL/FR
(Z)-
cinnamaldehyde
FL/FR
(E)-
cinnamaldehyde
FL/FR
cinnamaldehyde
FL/FR
cinnamaldehyde ethylene glycol acetal
FL/FR
cinnamon acrolein
FL/FR
cinnamon bark oil (cinnamomum zeylanicum) india
FL/FR
cinnamon bark oil ceylon
FL/FR
cinnamon leaf oil ceylon
FL/FR
cinnamon oleoresin ceylon
FL/FR
cinnamyl acetate
FL/FR
iso
eugenyl phenyl acetate
FL/FR
ortho-
methoxycinnamaldehyde
FL/FR
alpha-
methyl cinnamaldehyde
FL/FR
methyl cinnamate
FL/FR
alpha-
methyl-(E)-cinnamaldehyde
FL/FR
para-
tolualdehyde
FL/FR
 
Potential Uses:
FRcassia
FRcherry
FRcinnamon
FRfloral
FRhoney
FLlicorice red licorice
FRmaple
FRspice
FRtobacco
FRvanilla
 
Occurrence (nature, food, other):note
 anise star anise
Search Trop Picture
 anise star anise plant
Search Trop Picture
 basil flower oil
Search Trop Picture
 potato baked potato
Search Trop Picture
 potato tuber
Search Trop Picture
 tarragon leaf oil
Search Trop Picture
 tarragon oil
Search Trop Picture
 tarragon seed
Search Trop Picture
 tarragon seed oil
Search Trop Picture
 tarragon shoot
Search Trop Picture
 tarragon shoot oil
Search Trop Picture
 
Synonyms:
p-methoxy cinnamic aldehyde (PMCA)
p-methoxy cinnamic aldehyde natural
p-methoxy-cinnamaldehyde
4-methoxycinnamaldehyde
p-methoxycinnamaldehyde
p-methoxycinnamic aldehyde
para-methoxycinnamic aldehyde
3-(4-methoxyphenyl)-2-propenal
3-(4-methoxyphenyl)acrylaldehyde
3-(4-methoxyphenyl)prop-2-enal
p-methxoy cinnamic aldehyde
2-propenal, 3-(4-methoxyphenyl)-
 

Articles:

PubMed:The chemical nature of phenolic compounds determines their toxicity and induces distinct physiological responses in Saccharomyces cerevisiae in lignocellulose hydrolysates.
PubMed:Preventive effect of cinnamon essential oil on lipid oxidation of vegetable oil.
PubMed:Downregulation of melanocyte-specific facultative melanogenesis by 4-hydroxy-3-methoxycinnamaldehyde acting as a cAMP antagonist.
PubMed:Chemical constituents of Allophylus longipes.
PubMed:5-formylfurfuryl esters from Duabanga grandiflora.
PubMed:Pressurized liquid extraction and GC-MS analysis for simultaneous determination of seven components in Cinnamomum cassia and the effect of sample preparation.
PubMed:4-Methoxycinnamaldehyde inhibited human respiratory syncytial virus in a human larynx carcinoma cell line.
PubMed:Lignans and anthraquinones from the fruits of Morinda citrifolia.
PubMed:Nematicidal Activity of Cassia and Cinnamon Oil Compounds and Related Compounds toward Bursaphelenchus xylophilus (Nematoda: Parasitaphelenchidae).
PubMed:Orientation disruption of Diabrotica virgifera virgifera in maize by a liquid MCA formulation released from paper squares in the Banat region of Serbia and Montenegro.
PubMed:Distribution patterns of MCA-coated granules aerially applied to corn fields of Southern Hungary between 2000 and 2002.
PubMed:Distribution of MCA-coated grits in maize fields after high wheel tractor application for disrupting orientation of Diabrotica virgifera virgifera LeConte.
PubMed:Comparison of adult corn rootworm (Coleoptera: Chrysomelidae) sampling methods.
PubMed:Single and blended maize volatiles as attractants for diabroticite corn rootworm beetles.
PubMed:A combinatorial chemistry approach to new materials for non-linear optics. II. 4-(Dimethylamino)cinnamaldehyde and a molecular complex of 4-methoxycinnamaldehyde with 2,4-dinitroaniline
PubMed:Extent of incorporation of hydroxycinnamaldehydes into lignin in cinnamyl alcohol dehydrogenase-downregulated plants.
PubMed:Vinyl benzenes as dienes in mild solid-phase Diels-Alder reactions
PubMed:Corn volatiles as attractants for northern and western corn rootworm beetles (Coleoptera: Chrysomelidae:Diabrotica spp.).
PubMed:Indole as an olfactory synergist for volatile kairomones for diabroticite beetles.
PubMed:Evolution of diabroticite rootworm beetle (Chrysomelidae) receptors for Cucurbita blossom volatiles.
PubMed:Cinnamyl derivatives and monoterpenoids as nonspecific ovipositional deterrents of the onion fly.
PubMed:Metabolism of the cinnamon constituent o-methoxycinnamaldehyde in the rat.
 
Notes:
Isol. from oil of tarragon (Artemisia dracunculus) and other oils. Flavouring ingredient
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