Common Name(e)-cinnamaldehyde
DescriptionCinnamaldehyde is the aldehyde that gives cinnamon its flavor and odor. Cinnamaldehyde occurs naturally in the bark of cinnamon trees and other species of the genus Cinnamomum like camphor and cassia. These trees are the natural source of cinnamon, and the essential oil of cinnamon bark is about 90% cinnamaldehyde. Cinnamaldehyde is also used as a fungicide. Proven effective on over 40 different crops, cinnamaldehyde is typically applied to the root systems of plants. Its low toxicity and well-known properties make it ideal for agriculture. To a lesser extent, cinnamaldehyde is an effective insecticide, and its scent is also known to repel animals like cats and dogs. Cinnamaldehyde is also known as a corrosion inhibitor for steel and other ferrous alloys in corrosive fluids. It can be used in combination with additional components such as dispersing agents, solvents and other surfactants. Concentrated cinnamaldehyde is a skin irritant, and the chemical is toxic in large doses, but no agencies suspect the compound is a carcinogen or poses a long-term health hazard. Most cinnamaldehyde is excreted in urine as cinnamic acid, an oxidized form of cinnamaldehyde.
Structure
Molecular FormulaC9H8O
Average Mass132.15920
Monoisotopic Mass132.05751
IUPAC Name(2E)-3-phenylprop-2-enal
Traditional NameCinnamaldehyde
CAS Registry Number104-55-2
SMILESO=C/C=C/c1ccccc1
InChI IdentifierInChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H/b7-4+
InChI KeyKJPRLNWUNMBNBZ-QPJJXVBHSA-N
CHEBI IDCHEBI:16731
HMDB IDHMDB0003441
StateNot Available
Water Solubility4.09e-01 g/l
logP2.00
logS-2.51
pKa (Strongest Acidic)Not Available
pKa (Strongest Basic)-4.44
Hydrogen Acceptor Count1
Hydrogen Donor Count0
Polar Surface Area17.07 Ų
Rotatable Bond Count2
Physiological Charge0
Formal Charge0
Refractivity42.13 m³·mol⁻¹
Polarizability14.48

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