3,4-DIMETHOXYCINNAMIC ACID (14737-89-4, 2316-26-9)

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Suppliers

• Sigma-Aldrich - 3,4-DIMETHOXYCINNAMIC ACID
  56.90 USD
• Fisher Scientific - Search for 3,4-DIMETHOXYCINNAMIC ACID
• TCI - 3,4-DIMETHOXYCINNAMIC ACID
  47.00 USD

Most-cited Publications

• Pseudoinversion centers in space group P1 and a redetermination of the crystal structure of 3,4-dimethoxycinnamic acid. A study of non-crystallographic symmetry (Acta Crystallographica Section B-structural Science, 1991)
• The novel 1 : 1 donoracceptor complex, 3,4-dimethoxycinnamic acid2,4-dinitrocinnamic acid. Crystal engineering, structure, and anomalous lack of solid-state topochemical reactivity (Journal of The Chemical Society-perkin Transactions 1, 1985)
• 3,4-Dimethoxycinnamic acid levels as a tool for differentiation of Coffea canephora var. robusta and Coffea arabica (Food Chemistry, 1998)
• Olefin saturation and acid reduction of 3,4-dimethoxycinnamic acid and derivatives by Phanerochaete chrysosporium (Phytochemistry, 1981)
• Oxidation of 3,4-dimethoxycinnamic acid and substitution products with alkaline potassium permanganate solution. (Journal of Organic Chemistry, 1945)
• Crystal chemistry and photomechanical behavior of 3,4-dimethoxycinnamic acid: correlation between maximum yield in the solid-state topochemical reaction and cooperative molecular motion (IUCrJ, 2015)

Safety

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Trends

Alternate Names

• 3-(3,4-dimethoxyphenyl)propenoic acid, (E)-isomer
• 3-(3,4-dimethoxyphenyl)propenoic acid
• SMILES
  COC1=C(C=C(C=C1)C=CC(=O)O)OC
• InChIKey
  HJBWJAPEBGSQPR-UHFFFAOYSA-N

External Links

• Pubchem - 3,4-DIMETHOXYCINNAMIC ACID
• Wikipedia - (E)-3,4-dimethoxycinnamic acid
  3,4-Dimethoxycinnamic acid is a cinnamic acid derivative isolated from coffee beans.

Synthesis

glyoxylic acid  +  3,4-Dimethoxybenzyl chloride (Wittig)

Acrylic Acid  +  4-Chloro-1,2-dimethoxybenzene (Heck terminal vinyl)

3,4-Dimethoxybenzaldehyde  +  ACETIC ANHYDRIDE (Perkin reaction)

(Z)-3-BROMOACRYLIC ACID  +  4-Chloro-1,2-dimethoxybenzene (Stille)

Reactant  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)

Reactant  +  Methyl hydroperoxide (Dakin oxidation)

Reactant  +  1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide (Nicolaou IBX dehydrogenation)

Synthesis of 3,4-DIMETHOXYCINNAMIC ACID ›

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