5335-33-1

Usage

Uses

Used in Organic Synthesis:
(2E)-3-anthracen-9-ylprop-2-enoic acid is used as a chemical intermediate for the synthesis of various organic compounds. Its unique structure, which includes both a propenoic acid group and an anthracene group, allows it to participate in a range of chemical reactions, facilitating the creation of new molecules with potential applications in various fields.
Used as a Precursor for Anthracene-Based Materials:
In the field of material science, (2E)-3-anthracen-9-ylprop-2-enoic acid serves as a precursor for the preparation of anthracene-based materials. Its presence in these materials can contribute to their properties, such as fluorescence, which can be harnessed in applications like sensors or imaging agents. The development of new anthracene-based materials using (2E)-3-anthracen-9-ylprop-2-enoic acid may lead to advancements in areas such as pharmaceuticals, dyes, and optoelectronics.

Upstream product

• 22844-33-3 (E)-methyl 3-(anthracen-9-yl)acrylate 
• 75802-37-8 3-(9-anthracenyl)acrylic acid ethyl ester 
• 642-31-9 9-anthracene aldehyde 
• 141-82-2 malonic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 1384254-50-5 (E)-3-anthracen-9-yl-N-(hydroxycarbamoylphenylmethyl)acrylamide 
• 1384254-30-1 C₂₆H₂₁NO₃ 
• 204199-08-6 3-Anthracen-9-yl-N-(4-methoxy-phenyl)-N-methyl-propionamide 
• 55789-88-3 1-(N-Methyl-N-p-methoxyphenyl)-amino-3-(9-anthryl)-propan 
• 22844-33-3 (E)-methyl 3-(anthracen-9-yl)acrylate 

Relevant academic research and scientific papers

Chemical reaction method for growing photomechanical organic microcrystals

(E)-3-(Anthracen-9-yl)acrylic acid (9-AYAA) exhibits a strong photomechanical response in bulk crystals but is challenging to grow in microcrystalline form. High quality microcrystals of this molecule could not be grown using techniques like sublimation, reprecipitation, and the floating drop method. If the tertbutyl ester of 9-AYAA is used as a starting material, however, high quality, size-uniform microwires could be grown via acid catalyzed hydrolysis. 9-AYAA microwires with uniform length and thickness were produced after a suspension of (E)-tert-butyl 3-(anthracen-9-yl)acrylate ester microparticles was tumble-mixed in a mixture of phosphoric acid and sodium dodecyl sulfate at 35°C. The dependence of the results on temperature, surfactant and precursor concentration, and mixing mode was investigated. This chemical reaction-growth method was extended to grow microplates of 9-anthraldehyde using the corresponding acylal as the starting material. Under 475 nm irradiation, the 9-AYAA microwires undergo a photoinduced coiling-uncoiling transition, while the 9-anthraldehyde microplates undergo a folding-unfolding transition.

Synthesis and antiproliferative action of a novel series of maprotiline analogues

The synthesis of a diverse library of compounds structurally related to maprotiline, a norepinephrine reuptake transporter (NET) selective antidepressant which has recently been identified as a novel in vitro antiproliferative agent against Burkitt's lymp

Synthesis and optical behaviors of 2-(9-phenanthrenyl)-, 2-(9-anthryl)-, and 2-(1-pyrenyl)-1-alkylimidazole homologues

Eight 2-(9-phenanthrenyl)-, 2-(9-anthryl)- and 2-(1-pyrenyl)-1-alkyl-benzimidazole compounds, three 2-(9-anthryl)-1-alkylphenanthroimidazole compounds and five 4,5-diphenyl-1-alkyl-2-(9-anthryl)imidazole compounds were synthesized by alkylation reactions

Photochemical E(trans)-Z(cis) isomerization in 9-anthraceneacrylic esters

Several (1-6) 9-anthraceneacrylic esters were synthesized in order to study photochemical E(trans)-Z(cis) isomerization. All of the compounds 1-6 underwent selective E-to-Z isomerization upon direct excitation (> 400 nm) in organic solvents, leading to the formation of a thermodynamically less stable Z isomer over 96%. Triplet sensitized isomerization selectively produces the Z-to-E isomer in over 98%. The higher quantum yield of isomerization observed in the triplet-sensitized Z-to-E isomerization process informs us that a "quantum chain" process is in operation. Fluorescence data generated on all compounds indicate that the E-to-Z isomerization process involves a charge-transfer or polar singlet excited state.

A practical synthesis of N-p-Anisyl-N-Methyl-Amino-3-(9-anthryl)- propane: An exciplex fluorescence 'thermometer'

A practical synthesis of N-p-Anisyl-N-Methyl-Amino-3-(9-Anthryl)propane from 9-anthraldehyde is described. All the intermediates in this simple five step sequence are crystalline and simple re-crystallisation after each step allows the preparation of this

Preparation and Photochemistry of an Anthrylvinyl Thiophene Fulgide

The base-catalyzed reaction of isopropylidenesuccinate 2 with phenylthienylpropenone 1a does not give a Stobbe condensation to 3a but results in an 1,4-addition to 7 which under the basic conditions reacts further to 8 by an intramolecular condensation.The (anthrylvinyl)thiophene fulgide 4c is obtained, however, from 3-glyoxyloyl-2,5-dimethylthiophene hydrate (11) via the 2H-pyran 14: Wittig olefination of 14 with the phosphonium salt 16 leads to the diester 3c which easily is converted to Z,E-4c. - Irradiation of Z,E-4c gives a mixture of all four possible E,Z isomersof 4c and the ring-closed valence tautomers Z- and E-17.All isomers could be separated and characterized.Compound 18, formed irreversibly in a thermally-induced reaction, is enriched during irradiation. Key Words: Thiophene fulgide anthrylvinyl, synthesis and E/Z isomerizations of / Photochroism