16323-43-6 Usage
Chemical Properties
YELLOW POWDER
General Description
Yellow powder or solid.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
1,4-PHENYLENEDIACRYLIC ACID is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in 1,4-PHENYLENEDIACRYLIC ACID to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.
Fire Hazard
Flash point data for 1,4-PHENYLENEDIACRYLIC ACID are not available; however, 1,4-PHENYLENEDIACRYLIC ACID is probably combustible.
Check Digit Verification of cas no
The CAS Registry Mumber 16323-43-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,3,2 and 3 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 16323-43:
(7*1)+(6*6)+(5*3)+(4*2)+(3*3)+(2*4)+(1*3)=86
86 % 10 = 6
So 16323-43-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H10O4/c1-7(11(13)14)9-3-5-10(6-4-9)8(2)12(15)16/h3-6H,1-2H2,(H,13,14)(H,15,16)
16323-43-6Relevant articles and documents
Toward a Scalable Synthesis and Process for EMA401, Part II: Development and Scale-Up of a Pyridine- A nd Piperidine-Free Knoevenagel-Doebner Condensation
Hardegger, Leo A.,Humair, Roger,Sidler, Eric
, p. 1756 - 1762 (2020/10/26)
During route scouting for EMA401 (1), an angiotensin II type 2 antagonist, we identified the synthesis of key amino acid intermediate 2 via its cinnamic acid derivative 3 as a streamlined option. In general, cinnamic acids can be synthesized from the corresponding aldehydes by a Knoevenagel-Doebner condensation in pyridine with piperidine as an organocatalyst. We aimed to replace both of these reagents and found novel conditions involving toluene as the solvent and morpholine as the organocatalyst. Scale-up of the process allowed the production of 25 kg of cinnamic acid 3 that was of the quality required for process development of the subsequent phenylalanine ammonia lyase-catalyzed step. The modified conditions were found to be widely applicable to alternative aldehydes and thus are of relevance to practitioners of chemical scale-up.
NOVEL MONOMERS FROM BIOMASS
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Paragraph 0249-0251, (2017/09/02)
Compounds derived from biomass, e.g., cellulose and lignins, methods of forming such compounds and polymers and products formed using such compounds.
Fabrication of nanocrystals from diolefin derivatives and their solid-state photoreaction behavior
Miura, Hirohiko,Takahashi, Shu,Kasai, Hitoshi,Okada, Shuji,Yase, Kiyoshi,Oikawa, Hidetoshi,Nakanishi, Hachiro
experimental part, p. 510 - 517 (2011/10/09)
Nanocrystals of seven p-phenylenediacrylates, i.e., dimethyl (la), didecyl (lb), diundecyl (1c), ditetradecyl (1d), dipentadecyl (1e), dioctadecyl (1f), and dicholesteroyl (1g) derivatives, and 2,5-distyrylpyrazine (2) were fabricated by the reprecipitation method and their photochemical reaction behaviors were investigated in comparison to those of bulk crystals. The bulk crystals of 1a- 1c and 2 were found to be photoreactive, whereas those of 1d-1g were less photoreactive. In contrast, all of the nanocrystals of 1a-1g and 2 showed high photoreactivity. Nanocrystals of la and 2 were demonstrated to have the same packing as the corresponding polymerizable bulk crystals, and they gave the corresponding polymers by photoirradiation. The polymer crystal structures in their nanocrystals were confirmed to be the same as those in bulk crystals by X-ray and electron diffraction analyses. Their single-crystal-to-single-crystal transformation was established by their nanocrystallization. On the other hand, other nanocrystals (1b-1g) were found to have different packings compared with the corresponding bulk crystals. After photoirradiation, their crystallinity was degraded to form amorphous products.
