α-Methylcinnamaldehyde

α-Methylcinnamaldehyde Basic information
Product Name:α-Methylcinnamaldehyde
Synonyms:2-methyl-3-phenyl-2-propena;METHYL CINNAMIC ALDEHYDE, ALPHA;LABOTEST-BB LT00928083;3-PHENYLMETHACROLEIN;3-Phenyl-2-methyl acrolein;ALPHA-METHYLCINNAMALDEHYDE;ALPHA-METHYL CINNAMIC ALDEHYDE;2-METHYL CINNAMIC ALDEHYDE
CAS:101-39-3
MF:C10H10O
MW:146.19
EINECS:202-938-8
Product Categories:Aldehydes;C10 to C21;Carbonyl Compounds;Building Blocks;C10-C12;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;101-39-3
Mol File:101-39-3.mol
α-Methylcinnamaldehyde Structure
α-Methylcinnamaldehyde Chemical Properties
Boiling point 148-149 °C27 mm Hg(lit.)
density 1.047 g/mL at 25 °C(lit.)
refractive index n20/D 1.605(lit.)
FEMA 2697 | ALPHA-METHYLCINNAMALDEHYDE
Fp 175 °F
storage temp. Inert atmosphere,2-8°C
solubility Chloroform, Methanol (Slightly)
form Oil
color Colourless
Odorat 100.00 %. sweet cinnamon spicy cassia
Odor Typespicy
Water Solubility <0.1 g/100 mL at 21 ºC
Sensitive Air Sensitive
JECFA Number683
BRN 507514
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
InChIKeyVLUMOWNVWOXZAU-VQHVLOKHSA-N
LogP2.68
CAS DataBase Reference101-39-3(CAS DataBase Reference)
NIST Chemistry Reference2-Propenal, 2-methyl-3-phenyl-(101-39-3)
EPA Substance Registry System.alpha.-Methylcinnamaldehyde (101-39-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25
WGK Germany 1
RTECS GD6600000
TSCA Yes
HS Code 29122900
MSDS Information
ProviderLanguage
3-Phenyl-2-methyl acrolein English
SigmaAldrich English
ACROS English
ALFA English
α-Methylcinnamaldehyde Usage And Synthesis
Descriptionα-Methylcinnamaldehyde has a characteristic cinnamon-type odor with a soft, spicy flavor. May be synthesized by condensing benzaldehyde with propionic aldehyde in the presence of a 1% caustic soda solution; also by the controlled hydrogenation of α-methylcinnamic aldehyde.
Chemical Propertiesα-Methylcinnamaldehyde has a characteristic cinnamon-type odor and a soft, spicy flavor.
Chemical Propertiesyellow liquid
OccurrenceReported found in peppermint oil, sherry and mint
Usesalpha-Methyl-trans-cinnamaldehyde is a compound with antifungal activity for proteomics research use.
PreparationBy condensing benzaldehyde with propionic aldehyde in the presence of a 1% caustic soda solution; also by the controlled hydrogenation of α-methylcinnamic aldehyde
Taste threshold valuesTaste characteristics at 30 ppm: spice, cinnamon, sweet, woody with a slight pungent and hot bite
Synthesis Reference(s)The Journal of Organic Chemistry, 55, p. 2878, 1990 DOI: 10.1021/jo00296a059
Tetrahedron Letters, 28, p. 1263, 1987 DOI: 10.1016/S0040-4039(00)95341-3
General DescriptionClear yellow liquid.
Air & Water ReactionsInsoluble in water.
Reactivity Profilealpha-Methylcinnamaldehyde is incompatible with strong oxidizing agents and strong bases.
Fire Hazardalpha-Methylcinnamaldehyde is combustible.
Biochem/physiol Actionsα-Methyl trans cinnamaldehyde has antifungal activity. It is self coupled and complexed with Co(II) and Ni(II) to synthesize ligand and complexes.
Safety ProfileModerately toxic by ingestion. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
α-Methylcinnamaldehyde Preparation Products And Raw materials
Raw materialsSodium carbonate-->CAUSTIC SODA FLAKES 99%MIN
Epalrestat iMpurity ethyl 2-((E)-5-((E)-2-methyl-3-phenylallylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetate 3-Thiazolidineacetic acid, 4-oxo-2-thioxo-, methyl ester 2-[(5Z)-5-[(E)-2-methyl-3-phenylprop-2-enylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid (Z)-2-methyl-3-phenylacrylaldehyde Methyl alpha-Methylcinnamic acid 2-PROPENAL, 3-(4-METHYLPHENYL)-,(2E) alpha-Hexylcinnamaldehyde 3,4-dihydro-5,6,7-trimethoxy-2-naphthoic acid 2,5-Dimethyl-3,4-diphenylcyclopentadienone alpha-Methylcinnamylaldehyde 3-(trifluoromethyl) Cinnamaldehyde AFLATOXIN G1 4-isopropyl-alpha-methylcinnamaldehyde PHENYL VALERATE alpha-Phenylcinnamic acid PARA-METHOXY-ALPHA-METHYLCINNAMALDEHYDE

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