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HomeProduct name listtrans-Cinnamic acid

trans-Cinnamic acid

Synonym(s):(2E)-3-Phenyl-2-propenoic acid;trans-3-Phenylacrylic acid;Cinnamic acid

  • CAS NO.:140-10-3
  • Empirical Formula: C9H8O2
  • Molecular Weight: 148.16
  • MDL number: MFCD00004369
  • EINECS: 205-398-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-10 14:01:29
trans-Cinnamic acid Structural Picture

What is trans-Cinnamic acid?

Description

Cinnamic acid exists as trans and cis isomers, but the trans form is the one most often found in nature and is the article of commerce. It is obtained from cinnamon bark and balsam resins such as storax. It was first isolated in 1872 by F. Beilstein (of?Handbook of Organic Chemistry?fame) and A. Kuhlberg. It is synthesized by the Perkin reaction between Ac2O and PhCHO.
trans-Cinnamic acid is used in the manufacture of flavors, dyes, and pharmaceuticals; but its major use is for the production of its methyl, ethyl, and benzyl esters. These esters are important components of perfumes. The acid is also a precursor to the sweetener aspartame.
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The Uses of trans-Cinnamic acid

trans-Cinnamic acid is used in flavors, synthetic indigo and pharmaceuticals. It is involved in the production of methyl, ethyl and benzyl esters, which is used in the perfume industry. It serves as a precursor to the sweetener aspartame through enzyme-catalyzed amination to phenylalanine. It is a self-inhibitor produced by fungal spores to prevent germination. In addition, it is used to establish phenolic compounds by liquid chromatography, ultraviolet and mass spectrometry. It is utilized as a potential agent, thereby preventing lung tumor cells from metastasizing. Further, it induces intracellular release of calcium ions from the vacuole to the cytoplasm in order to trigger phytotoxicity in cucumber.

What are the applications of Application

trans-Cinnamic acid is A biochemical used to establish library of phenolic compounds.

Properties of trans-Cinnamic acid

Melting point: 133 °C (lit.)
Boiling point: 300 °C(lit.)
Density  1.248
Flash point: >230 °F
storage temp.  2-8°C
solubility  0.4g/l
form  Crystalline Powder
color  White to almost white
Odor Faint odour
Water Solubility  0.4 g/L (20 ºC)

Safety information for trans-Cinnamic acid

Signal word Warning
Pictogram(s)

Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for trans-Cinnamic acid

InChIKey WBYWAXJHAXSJNI-VOTSOKGWSA-N

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