2'-Methoxycinnamaldehyde

2'-Methoxycinnamaldehyde Basic information
Product Name:2'-Methoxycinnamaldehyde
Synonyms:(2E)-3-(2-Methoxyphenyl)-2-propenal;2-methoxycimnamaldehyde;2-Methoxycinnamic aldehyde;2-METHOXYCINNAMALDEHYDE 99+%;(2E)-3-(2-Methoxyphenyl)acrylaldehyde;O-METHOXYCINNAMALDEHYDE 96+%;ORTHO-METHOXYCINNAMALDEHYDE;2′-Methoxycinnamaldehyd
CAS:1504-74-1
MF:C10H10O2
MW:162.19
EINECS:216-131-3
Product Categories:Aldehydes;Building Blocks;C10-C12;Carbonyl Compounds;Chemical Synthesis;Nutrition Research;Aromatic Aldehydes & Derivatives (substituted);Alphabetical Listings;Flavors and Fragrances;M-N;Ocimum basilicum (Basil);Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb);bc0001
Mol File:1504-74-1.mol
2'-Methoxycinnamaldehyde Structure
2'-Methoxycinnamaldehyde Chemical Properties
Melting point 44-48 °C(lit.)
Boiling point 160-161 °C12 mm Hg(lit.)
density 1.0281 (rough estimate)
FEMA 3181 | O-METHOXYCINNAMALDEHYDE
refractive index 1.6000 (estimate)
Fp >230 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Sparingly)
form Solid
color Yellow
Odorat 100.00 %. sweet cinnamon cassia oily woody paper
Odor Typespicy
JECFA Number688
InChIKeyKKVZAVRSVHUSPL-GQCTYLIASA-N
LogP2.13
CAS DataBase Reference1504-74-1(CAS DataBase Reference)
NIST Chemistry Reference2-Propenal, 3-(2-methoxyphenyl)-(1504-74-1)
EPA Substance Registry Systemo-Methoxycinnamaldehyde (1504-74-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 2
RTECS GD6590000
HS Code 29124990
MSDS Information
ProviderLanguage
(2E)-3-(2-Methoxyphenyl)acrylaldehyde English
SigmaAldrich English
2'-Methoxycinnamaldehyde Usage And Synthesis
Descriptiono-Methoxycinnamaldehyde has a sweet, warm, spicy-floral odor with fruity undertones. It has a sweet, spicy, warm flavor, somewhat pungent above 200 - 300 ppm. It is formed after a long contact period between salicylaldehyde and acetaldehyde in diluted alkaline solution; it can be formed by condensation of salicylaldehyde methylether with acetaldehyde under alkaline conditions; from the corresponding oxime.
Chemical Propertieso-Methoxycinnamaldehyde has a sweet, warm, spicy-floral odor with fruity undernotes. It has a sweet, spicy, warm flavor and is somewhat pungent above 200 to 300?ppm.
OccurrenceReported found in cinnamon oil (Cinnamomum cassia Nees ex Bl.) from which it is separated as stearoptene; in cinnamon bark and leaf.
PreparationIt is formed after a long contact period between salicylaldehyde and acetaldehyde in diluted alkaline solution; it may also be formed by condensation of salicylaldehyde methylether with acetaldehyde under alkaline conditions; from the corresponding oxime. It may be isolated and purified from powdered cinnamon.
DefinitionChEBI: Cassiastearoptene is a member of cinnamaldehydes.
Taste threshold valuesTaste characteristics at 50 ppm: warm, spicy, cinnamon and clove-like.
General DescriptionYellow crystals.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileAldehydes, such as 2'-Methoxycinnamaldehyde, are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation.
Fire Hazard2'-Methoxycinnamaldehyde is flammable.
targetP450 (e.g. CYP17)
2'-Methoxycinnamaldehyde Preparation Products And Raw materials
Preparation Products3-(2-METHOXY-PHENYL)-PROPIONALDEHYDE-->o-Methoxycinnamyl alcohol
4-(Dimethylamino)cinnamaldehyde Cinnamaldehyde 2-PROPENAL, 3-(4-METHYLPHENYL)-,(2E) α-Methylcinnamaldehyde Acrolein 2'-METHOXY-BETA-NAPHTHOFLAVONE Guaiacol Octyl 4-methoxycinnamate 2,4-DIMETHOXYCINNAMIC ACID Coumarin-3-carboxylic acid AFLATOXIN G1 Anisole (Trifluoromethoxy)benzene 2'-Methoxycinnamaldehyde p-Anisidine trans-2,3,4-Trimethoxycinnamic acid trans-Cinnamaldehyde 2-Methoxypropene

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