Cinnamic Acid
An aromatic carboxylic acid, C9H8O2, 148.161 g/mol. Boiling point 298.00 to 300.00 °C. @ 760.00 mm Hg, melting point 133 °C, as published.
Identifiers
- Molecular formula
- C₉H₈O₂
- Molecular weight
- 148.161 g/mol
- Exact mass
- 148.052429 g/mol
- IUPAC name
- (E)-3-phenylprop-2-enoic acid
- O=C(O)C=Cc1ccccc1
- O=C(O)/C=C/c1ccccc1
- InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
- WBYWAXJHAXSJNI-VOTSOKGWSA-N
Measured properties
- Boiling Point
- 298.00 to 300.00 °C. @ 760.00 mm Hg
- 300 °C
- Melting Point
- 133 °C
- Solubility
- 0.546 mg/mL
- insoluble in water; soluble in oils
- LogP
- 2.13
Calculated properties
- Molecular weight
- 148.16 g/mol
- Exact mass
- 148.052429494 Da
- XLogP3
- 2.1
- Polar surface area
- 37.3 Ų
- Complexity
- 155
- H-bond donors
- 1
- H-bond acceptors
- 2
- logP
- 1.7844
- Topological polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Rotatable bonds
- 2
- Molar refractivity
- 43.1118 cm³/mol
- Fraction sp³ carbons
- 0
- QED drug-likeness
- 0.6489
What it is made of
Elements
Structure
- Heavy atoms, hydrogen excluded
- 11
- Total atoms, hydrogen included
- 19
- Rings
- 1
- Aromatic rings
- 1
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Carboxylic acid
Alkene
Aromatic ring
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
Other names for it
The systematic name on this record is (E)-3-phenylprop-2-enoic acid.
The sources also call it 3-Phenylacrylic acid, Phenylacrylic acid, Zimtsaeure, (E)-3-phenylprop-2-enoic acid, 3-Phenylpropenoic acid, 3-phenylprop-2-enoic acid, Cinnamic acid, (E)-, Cinnamylic acid, Benzenepropenoic acid, beta-Phenylacrylic acid, Benzylideneacetic acid.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Cinnamic Acid. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride
C₈H₁₈ClN₃, 191.706 g/mol.
(2E)-N-(4-methylbenzyl)-3-phenylprop-2-enamide
formed as a product
C₁₇H₁₇NO, 251.329 g/mol.
(E)-3-phenyl-N-[(1R)-1-phenylethyl]prop-2-enamide
formed as a product
C₁₇H₁₇NO, 251.329 g/mol.
(2E)-N-(1,3-benzodioxol-5-ylmethyl)-3-phenylprop-2-enamide
formed as a product
C₁₇H₁₅NO₃, 281.311 g/mol.
(E)-N-(naphthalen-1-ylmethyl)-3-phenylprop-2-enamide
formed as a product
C₂₀H₁₇NO, 287.362 g/mol.
(E)-N-(4-acetylphenyl)-3-phenylprop-2-enamide
formed as a product
C₁₇H₁₅NO₂, 265.312 g/mol.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under C
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C9H8O2 in a calculation, with every element's contribution shown.
Molarity calculator
Grams of Cinnamic Acid for a volume and a concentration, or the concentration a mass gives.
Open in ReactionLens
The full record in the workstation: every atom, every bond, and the reactions it appears in.