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290386

Sigma-Aldrich

trans-3,5-Difluorocinnamic acid

99%

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About This Item

Linear Formula:
F2C6H3CH=CHCO2H
CAS Number:
Molecular Weight:
184.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

99%

mp

204-205 °C (lit.)

functional group

carboxylic acid
fluoro

SMILES string

[H]\C(=C(\[H])c1cc(F)cc(F)c1)C(O)=O

InChI

1S/C9H6F2O2/c10-7-3-6(1-2-9(12)13)4-8(11)5-7/h1-5H,(H,12,13)/b2-1+

InChI key

MBAWRXICVNIUGY-OWOJBTEDSA-N

Application

3,5-Difluorocinnamic acid has been used in the synthesis of “unnatural” flavonoids and stilbenes in Escherichia coli.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Yohei Katsuyama et al.
Chemistry & biology, 14(6), 613-621 (2007-06-23)
Flavonoids and stilbenes have attracted much attention as potential targets for nutraceuticals, cosmetics, and pharmaceuticals. We have developed a system for producing "unnatural" flavonoids and stilbenes in Escherichia coli. The artificial biosynthetic pathway included three steps. These included a substrate
Noah D Bronstein et al.
ACS nano, 13(4), 3839-3846 (2019-03-12)
We present a combined experimental and theoretical study of ligand-ligand cooperativity during X-type carboxylate-to-carboxylate ligand exchange reactions on PbS quantum dot surfaces. We find that the ligand dipole moment (varied through changing the substituents on the benzene ring of cinnamic

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