para-methoxycinnamaldehyde
2-propenal, 3-(4-methoxyphenyl)-
Identification
| Name | para-methoxycinnamaldehyde |
| IUPAC | 3-(4-methoxyphenyl)prop-2-enal |
| CAS Number | 1963-36-6 |
| EINECS | 217-807-0 |
| FDA UNII | Search |
| Molecular Formula | C10 H10 O2 |
| Molecular Weight | 162.18810000 |
| MDL Number | MFCD00017343 |
| CoE Number | 11919 |
| XlogP3 | 1.80 (est) |
Regulatory
| JECFA Food Flavoring | 687 p-methoxycinnamaldehyde |
| DG SANTE Food Flavourings | 05.118 4-methoxycinnamaldehyde |
| FEMA Number | 3567 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 1963-36-6 ; 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, 308.00 to 309.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.001000 mmHg @ 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 |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Description |
at 10.00 % in dipropylene glycol. at 0.50 %. A pleasant cinnamon note that is not overpowering Warm, Cinnamon, Anise, Spicy
|
| Taste Description |
at 3.00 - 20.00 ppm. spicy
|
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| 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 |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| 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 | - |
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Potential Uses
Natural Occurrence
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)-
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.