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HomeProduct name listα-Methylcinnamaldehyde

α-Methylcinnamaldehyde

  • CAS NO.:101-39-3
  • Empirical Formula: C10H10O
  • Molecular Weight: 146.19
  • MDL number: MFCD00006976
  • EINECS: 202-938-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-30 21:22:42
α-Methylcinnamaldehyde Structural

What is α-Methylcinnamaldehyde?

Description

α-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 properties

yellow liquid

Chemical properties

α-Methylcinnamaldehyde has a characteristic cinnamon-type odor and a soft, spicy flavor.

Occurrence

Reported found in peppermint oil, sherry and mint

The Uses of α-Methylcinnamaldehyde

alpha-Methyl-trans-cinnamaldehyde is a compound with antifungal activity for proteomics research use.

What are the applications of Application

α-Methyl-trans-cinnamaldehyde is α-Methyl-trans-cinnamaldehyde has antifungal activity. It is self coupled and complexed with Co(II) and Ni(II) to synthesize ligand and complexes.

Preparation

By 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 values

Taste 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 Description

Clear yellow liquid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

alpha-Methylcinnamaldehyde is incompatible with strong oxidizing agents and strong bases.

Fire Hazard

alpha-Methylcinnamaldehyde is combustible.

Biochem/physiol Actions

α-Methyl trans cinnamaldehyde has antifungal activity. It is self coupled and complexed with Co(II) and Ni(II) to synthesize ligand and complexes.

Safety Profile

Moderately toxic by ingestion. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Properties of α-Methylcinnamaldehyde

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
Flash point: 175 °F
storage temp.  Inert atmosphere,2-8°C
solubility  Chloroform, Methanol (Slightly)
form  Oil
color  Colourless
Odor at 100.00 %. sweet cinnamon spicy cassia
Water Solubility  <0.1 g/100 mL at 21 ºC
Sensitive  Air Sensitive
JECFA Number 683
BRN  507514
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
CAS DataBase Reference 101-39-3(CAS DataBase Reference)
NIST Chemistry Reference 2-Propenal, 2-methyl-3-phenyl-(101-39-3)
EPA Substance Registry System .alpha.-Methylcinnamaldehyde (101-39-3)

Safety information for α-Methylcinnamaldehyde

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H227:Flammable liquids
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for α-Methylcinnamaldehyde

InChIKey VLUMOWNVWOXZAU-VQHVLOKHSA-N

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