477197-48-1

Upstream product

• 99-24-1 methyl galloate 
• 143-15-7 1-dodecylbromide 

Downstream Products

• 477197-72-1 3,4-Bis-dodecyloxy-5-[12-(2-methyl-acryloyloxy)-dodecyloxy]-benzoic acid 4-{[1-p-tolyl-meth-(E)-ylidene]-amino}-phenyl ester 
• 477197-74-3 4-{[3,4-di(dodecadecyloxy)-5-(12'-methylacrylatedodecadecyloxy)]benzoyloxy}aniline 
• 477197-70-9 C₅₁H₈₆O₈ 
• 477197-68-5 3,4-bis-dodecyloxy-5-(12-hydroxy-dodecyloxy)-benzoic acid 

Relevant academic research and scientific papers

Synthesis and solid-state polymerization of a macrocyclic compound with two butadiyne units

A macrocyclic compound 1 with two butadiyne and four dodecyloxy-substituted benzamide moieties was successfully synthesized, and its ring structure was confirmed by the MALDI-TOF mass spectra and the 1HNMR spectra. Compound 1 showed two modifications depending on solvent for the solidification. Characteristic excitonic absorption bands of polydiacetylene were observed at around 500 nm for one of the modifications after UV irradiation. Quantitative conversion of butadiyne moieties to the corresponding polydiacetylene structure was confirmed by the Raman spectra.

A facile route to multi-functionalization of methyl gallate: Pivotal synthons for mesomorphic materials

The preparation of mono-, di- and trisubstituted gallic derivatives is described using either 1-bromododecane or 12-bromo-1-dodecanol. After saponification of the methyl ester bearing the dodecanol groups, subsequent functionalization with methacryloyl chloride provides the hybrid methacrylate esters/anhydride species. Selective cleavage of the anhydride function gives rise to the corresponding acids, which have been further functionalized to the imine derivative 15 by condensation with 4-[imino-4-(toluyl)]phenol. This reaction is made possible using the acidic form of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC·HCl) and dimethylaminopyridine (DMAP). Selective hydrolysis of the imine function with a HCl-treated silica provides the targeted aniline in excellent yield.