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trans-Cinnamic acid, 99+%, Thermo Scientific Chemicals
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Catalog number A13538.22
also known as A13538-22
Price (USD)/ Each
28.65
Online exclusive
31.60 Save 2.95 (9%)
-
Quantity:
100 g
Price (USD)/ Each
28.65
Online exclusive
31.60 Save 2.95 (9%)
trans-Cinnamic acid, 99+%, Thermo Scientific Chemicals
Catalog numberA13538.22
Price (USD)/ Each
28.65
Online exclusive
31.60 Save 2.95 (9%)
-
Chemical Identifiers
CAS140-10-3
IUPAC Name(2E)-3-phenylprop-2-enoic acid
Molecular FormulaC9H8O2
InChI KeyWBYWAXJHAXSJNI-VOTSOKGWSA-N
SMILESOC(=O)\C=C\C1=CC=CC=C1
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Specifications
Specification Sheet
Specification SheetAssay from Supplier's CofA≥99.0%
Residue on ignition≤0.5%
Melting Point132-136°C
Appearance (Color)White to pale cream
FormPowder or crystals or crystalline powder
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Soluble in many organic solvents. Slightly soluble in water.
Notes
Incompatible with strong oxidizing agents.
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.
Solubility
Soluble in many organic solvents. Slightly soluble in water.
Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only
General References:
- Heating with excess thionyl chloride and a catalytic amount of pyridine gives a benzo[b]thiophene derivative, formed by electrophilic addition of thionyl chloride across the double bond of cinnamoyl chloride, Pummerer rearrangement of the resulting sulfinyl chloride and final cyclization. ɑ-Chlorocinnamoyl chloride is formed as a by-product by elimination of SCl2: J. Org. Chem., 40, 3037 (1975):
- Under similar conditions, 3-phenylpropionic acid gave the same products in lower yield; the reaction was thought to occur via an initial ɑ-enolization of the acid chloride: Tetrahedron Lett., 5149 (1968).
- Bradley, J. C. Determination of Abraham model solute descriptors for the monomeric and dimeric forms of trans-cinnamic acid using measured solubilities from the Open Notebook Science Challenge. Chem. Cent. J. 2015, 9 (1), 11.
- Wang, H.; Li, Q.; Deng, W.; Omari-siaw, E.; Wang, Q.; Wang, S.; Wang, S.; Cao, X.; Xu, X.; Yu, J. Self-Nanoemulsifying Drug Delivery System of trans-Cinnamic acid: Formulation Development and Pharmacodynamic Evaluation in Alloxan-induced Type 2 Diabetic Rat Model. Drug Dev. Res. 2015, 76 (2), 82-93.