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Sigma-Aldrich

3,4-(Methylenedioxy)cinnamic acid, predominantly trans

99%

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Empirical Formula (Hill Notation):
C10H8O4
CAS Number:
Molecular Weight:
192.17
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

powder

mp

242-244 °C (dec.) (lit.)

SMILES string

OC(=O)\C=C\c1ccc2OCOc2c1

InChI

1S/C10H8O4/c11-10(12)4-2-7-1-3-8-9(5-7)14-6-13-8/h1-5H,6H2,(H,11,12)/b4-2+

InChI key

QFQYZMGOKIROEC-DUXPYHPUSA-N

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This Item
433101D134007D133809
form

powder

form

-

form

solid

form

powder

mp

242-244 °C (dec.) (lit.)

mp

174-176 °C (lit.)

mp

174-175 °C (lit.)

mp

181-183 °C (lit.)

General description

3,4-(Methylenedioxy)cinnamic acid is an inhibitor of the phenylpropanoid enzyme 4-hydroxycinnamoyl-CoA ligase. It undergoes electron transfer reaction with trichloromethylperoxyl radical and reaction has been studied by pulse radiolysis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Rogério Barbosa Lima et al.
PloS one, 8(12), e80542-e80542 (2013-12-07)
Cinnamic acid and its hydroxylated derivatives (p-coumaric, caffeic, ferulic and sinapic acids) are known allelochemicals that affect the seed germination and root growth of many plant species. Recent studies have indicated that the reduction of root growth by these allelochemicals
J X Pan et al.
Free radical research, 30(3), 241-245 (2000-03-11)
The electron transfer reactions between the trichloromethylperoxyl radical (Cl3COO*) and hydroxycinnamic acid derivatives, including chlorogenic acid, sinapic acid, caffeic acid, ferulic acid and 3,4-(methylenedioxy)cinnamic acid, have been studied by pulse radiolysis. The hydroxycinnamic acid derivatives, especially sinapic acid, are identified

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