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α-Methylcinnamaldehyde

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α-Methylcinnamaldehyde Basic information

Product Name:
α-Methylcinnamaldehyde
Synonyms:
  • 2-methyl-3-phenyl-2-propena
  • METHYL CINNAMIC ALDEHYDE, ALPHA
  • LABOTEST-BB LT00928083
  • FEMA 2697
  • 3-PHENYLMETHACROLEIN
  • 3-Phenyl-2-methyl acrolein
  • ALPHA-METHYLCINNAMALDEHYDE
  • ALPHA-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
  • 11
Mol File:
101-39-3.mol
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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
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
Odor Type
spicy
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.
InChIKey
VLUMOWNVWOXZAU-VQHVLOKHSA-N
LogP
2.68
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)
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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

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α-Methylcinnamaldehyde Usage And Synthesis

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

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

Chemical Properties

yellow liquid

Occurrence

Reported found in peppermint oil, sherry and mint

Uses

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

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.

α-Methylcinnamaldehyde Preparation Products And Raw materials

Raw materials

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