Cinnamic acid

Cinnamic acid
Compound Structure:
Synonyms: CINNAMIC ACID;TRANS-CINNAMIC ACID;3-Phenylacrylic acid;(E)-Cinnamic acid;trans-3-Phenylacrylic acid;Phenylacrylic acid;Zimtsaeure;(E)-3-phenylprop-2-enoic acid;E-Cinnamic Acid;3-Phenylpropenoic acid;trans-Cinnamate;(2E)-3-phenylprop-2-enoic acid
Compound ID: NMPC-756
PubChem ID:

444539
Molecular Formula: C9H8O2
Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)O
InChIKey: WBYWAXJHAXSJNI-VOTSOKGWSA-N
About the compound:

Cinnamic acid is a monocarboxylic acid, characterized by its structure where a phenyl group is attached to the 3-position of acrylic acid. This compound can be found in Cinnamomum cassia and plays a role as a plant metabolite. It falls under the categories of both styrenes and cinnamic acids and is the conjugate acid form of a cinnamate. Chemically, cinnamic acid is represented by the formula C6H5-CH=CH-COOH. It appears as a white crystalline compound that exhibits slight solubility in water but is freely soluble in various organic solvents. As an unsaturated carboxylic acid, it is naturally present in numerous plants. Cinnamic acid exists in two isomeric forms: cis and trans, with the trans isomer being more commonly found.

GHS Hazard Statements

Not Classified

Reported as not meeting GHS hazard criteria by 1607 of 1642 companies (only ~ 2.1% companies provided GHS information). For more detailed information, please visit ECHA C&L website.
Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

148.16 g/mol

XLogP3

2.1

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

2

Rotatable Bond Count

2

Exact Mass

148.052429494 g/mol

Monoisotopic Mass

148.052429494 g/mol

Topological Polar Surface Area

37.3Ų

Heavy Atom Count

11

Formal Charge

0

Complexity

155

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

White crystalline scales, honey floral odour

Boiling Point

298.00 to 300.00 °C. @ 760.00 mm Hg

Melting Point

133 °C

Solubility 

insoluble in water; soluble in oils

Source: PubChem
Source Species: Pycnanthus angolensis
Luffa cylindrica
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