| alpha-Methylcinnamaldehyde Basic information |
| Product Name: | alpha-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 |
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| alpha-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 |
| 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) |
| Safety Information |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25 |
| WGK Germany | 1 |
| RTECS | GD6600000 |
| TSCA | Yes |
| HS Code | 29122900 |
| Provider | Language |
|---|---|
| 3-Phenyl-2-methyl acrolein | English |
| SigmaAldrich | English |
| ACROS | English |
| ALFA | English |
| alpha-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. |
| alpha-Methylcinnamaldehyde Preparation Products And Raw materials |
| Raw materials | Sodium carbonate–>CAUSTIC SODA FLAKES 99%MIN |