119389-05-8 Usage
Uses
Used in Research and Development:
4-Phenylethynylphthalic Anhydride is used as a research chemical for the development of new compounds and materials. Its unique chemical properties make it a valuable tool in the synthesis of various organic molecules and the exploration of new chemical reactions.
Used in Pharmaceutical Industry:
4-Phenylethynylphthalic Anhydride is used as an intermediate in the synthesis of pharmaceutical compounds. Its chemical structure can be modified to create new drugs with potential therapeutic applications.
Used in Chemical Industry:
4-Phenylethynylphthalic Anhydride is used as a building block in the chemical industry for the production of various specialty chemicals, such as dyes, pigments, and additives.
Used in Material Science:
4-Phenylethynylphthalic Anhydride is used as a component in the development of advanced materials with specific properties, such as improved thermal stability, mechanical strength, or electrical conductivity.
Preparation
The preparation of 4-phenylethynylphthalic anhydride is as follows:4-phenyl ethynyl dimethyl phthalate (33.6 g) was suspended in a mixed medium comprising water and methanol and a 25% by mass aqueous solution of sodium hydroxide (40 g) was dropwise added thereto with stirring. The resultant reaction mixture was stirred at 60° C. for 3 hours and, then, after confirming the completion of the reaction, cooled to the inside temperature of 30° C. Thereafter, 1 g of active carbon was added thereto, and, then, stirred for 30 minutes maintaining the same temperature. The resultant mixture was filtered to remove the active carbon, and rinsed with water. The filtrate and a rinsing solution were combined and, then, toluene and ethyl acetate were added to the resultant mixture. Concentrated hydrochloric acid (28 g) was dropwise added to the resultant 2-layered reaction mixture. The mixture was stirred for 30 minutes at room temperature and was allowed to stand, so that an organic layer containing 4-phenyl ethynyl phthalic acid was separated. After partially concentrating the organic layer, acetic anhydride (17 g) was added thereto, and the reaction mixture was refluxed with heating for 4 hours. After the reaction was completed, the resultant reaction mixture was cooled, so that 4-phenyl ethynyl phthalic anhydride was precipitated as a crystal. The crystal was filtered, rinsed and dried, to thereby obtain 26.6 g of 4-phenyl ethynyl phthalic anhydride as a pale yellow crystal. The yield was 94% on the basis of 4-phenyl ethynyl dimethyl phthalate.
Check Digit Verification of cas no
The CAS Registry Mumber 119389-05-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,9,3,8 and 9 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 119389-05:
(8*1)+(7*1)+(6*9)+(5*3)+(4*8)+(3*9)+(2*0)+(1*5)=148
148 % 10 = 8
So 119389-05-8 is a valid CAS Registry Number.
InChI:InChI=1/C16H8O3/c17-15-13-9-8-12(10-14(13)16(18)19-15)7-6-11-4-2-1-3-5-11/h1-5,8-10H
119389-05-8Relevant articles and documents
Fabrication of PEI grafted Fe3O4/SiO2/P(GMA-co-EGDMA) nanoparticle anchored palladium nanocatalyst and its application in Sonogashira cross-coupling reactions
Li, Wei,Jia, Xiangkun,Zhang, Baoliang,Tian, Lei,Li, Xiangjie,Zhang, Hepeng,Zhang, Qiuyu
, p. 2925 - 2934 (2015/04/22)
Novel magnetic Fe3O4/SiO2/P(GMA-co-EGDMA) composite nanoparticles grafted with hyperbranched/linear polyethylenimine ligands were fabricated. Subsequently, nano palladium was effectively anchored on this carrier through complexation between Pd2+ ions and multifunctional organic ligands, then a novel supported Pd nanoparticle catalyst with good dispersion and high loading of Pd nanoparticles was successfully prepared after the following reduction process. Afterwards, the as-prepared supported Pd nanoparticle catalyst was characterized by SEM, TEM, XRD, FTIR, TG and ICP-AES. Ultimately, the catalytic performance of the supported Pd nanoparticle catalyst was investigated by catalysing the Sonogashira cross-coupling reaction between aryl halides and arylacetylene. Research shows that the novel supported Pd nanoparticle catalyst exhibits very superior catalytic activity in catalysing the Sonogashira cross-coupling reaction between aryl halides and arylacetylene, even in the absence of the cocatalyst (CuI), and the side reaction producing the by-product (1,3-diyne) can be inhibited effectively. In addition, this supported Pd nanoparticle catalyst exhibits stable recovery and high catalytic activity, for it can be effectively reused 8 times without obvious loss of catalytic activity. Furthermore, the yields of the target products of the Sonogashira cross-coupling reaction between iodobenzene and phenylacetylene, 3-aminophenylacetylene and 4-(ethynyl)phthalic anhydride can reach approximately 79%, 78% and 95% after this novel supported Pd nanoparticle catalyst has been used eight times, respectively.
Aryl ethynyl phthalic acid derivative and method for producing the same
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Page/Page column 12, (2010/02/14)
The invention provides an aryl ethynyl phthalic acid and derivatives thereof (including fluorine-containing compounds) represented by Formulae 1, 3, 5, 4A and 5A including the structure of Formula 2, and method of producing these compounds, in which an ar
