133760
trans-Cinnamic acid
97%
Synonym(s):
trans-3-Phenylacrylic acid, Cinnamic acid
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About This Item
Linear Formula:
C6H5CH=CHCOOH
CAS Number:
Molecular Weight:
148.16
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39023931
UNSPSC Code:
12352100
EC Number:
205-398-1
MDL number:
Beilstein/REAXYS Number:
1905952
Product Name
trans-Cinnamic acid, 97%
InChI key
WBYWAXJHAXSJNI-VOTSOKGWSA-N
InChI
1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
SMILES string
OC(=O)\C=C\c1ccccc1
assay
97%
form
solid
bp
300 °C (lit.)
mp
132-135 °C (lit.)
functional group
carboxylic acid
phenyl
Quality Level
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Application
trans-Cinnamic acid was used to establish library of phenolic compounds by liquid chromatography/ultraviolet and mass spectrometry/mass spectrometry.
Biochem/physiol Actions
trans-cinnamic acid has inhibitory effect on phorbol-12-myristate-13-acetate-induced invasion of human lung adenocarcinoma A549 cells. It is a potential agent which can prevent lung tumor cells from metastasizing. It induces intracellular release of Ca2+ from the vacuole to the cytoplasm which triggers phytotoxicity in cucumber.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
13 - Non Combustible Solids
wgk
WGK 1
flash_point_f
320.0 °F - closed cup
flash_point_c
160 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Jianping Sun et al.
Molecules (Basel, Switzerland), 12(3), 679-693 (2007-09-14)
Liquid chromatography/ultraviolet (LC/UV) and mass spectrometry/mass spectrometry (MS/MS) libraries containing 39 phenolic compounds were established by coupling a LC and an ion trap MS with an electrospray ionization (ESI) source, operated in negative ion mode. As a result, the deprotonated
Jingquan Yu et al.
Journal of chemical ecology, 35(12), 1471-1477 (2010-01-12)
To obtain insight into interspecies interactions mediated by allelochemicals, the response of cucumber (Cucumis sativus L. cv Jinyan No.4) and figleaf gourd (Cucurbita ficifolia Bouché) seedlings to trans-cinnamic acid (CA) (1) was investigated. While trans-CA is an autotoxin in cucumber
Chiung-Man Tsai et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 48(3), 494-501 (2012-12-12)
Dietary polyphenols have been reported as an effective phytochemical for health protection and cinnamic acid (CA) is one of the polyphenols that has been demonstrated having chemopreventive potential. It was known that the early and distal metastasis might lead to
Barbara Speranza et al.
Microorganisms, 8(6) (2020-06-25)
Twelve fungal strains were assayed to investigate their resistance to cinnamic and vanillic acids and their ability to remove these compounds from a liquid medium. In a first step, the effect of the two aromatic acids (1 g/L) on the
Andrew M Lauer et al.
Organic letters, 14(19), 5138-5141 (2012-09-25)
A highly regioselective, Pd-catalyzed allylic fluorination of phosphorothioate esters is reported. This chemistry addresses several limitations of previously reported methods in which elimination and lack of reactivity were problematic. Preliminary mechanistic investigations reveal that these reactions are stereospecific and provide
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