88-95-9 Usage
Description
Phthaloyl dichloride, also known as 1,2-dichlorobenzene-1,2-dicarboxylic acid dichloride, is an organic compound that serves as a versatile reagent and intermediate in various chemical reactions. It is characterized by its ability to react with a wide range of substrates, making it a valuable component in the synthesis of various compounds and materials.
Uses
Used in Chemical Synthesis:
Phthaloyl dichloride is used as a reagent for the preparation of volatile acid chlorides from the corresponding acids. It facilitates the conversion of carboxylic acids into their corresponding acid chlorides, which are important intermediates in organic synthesis.
Used in Fluorodenitration:
Phthaloyl dichloride acts as a trapping agent for the nitrite ion in the fluorodenitration of aromatic substrates with potassium fluoride. This application is crucial in the synthesis of various organic compounds and pharmaceuticals.
Used in Polymers and Fibers:
Phthaloyl dichloride serves as an additive in polymers and fibers to improve their color stability. Its incorporation enhances the resistance of these materials to discoloration and degradation, thereby extending their lifespan and maintaining their aesthetic appeal.
Used in Ceramic Mold Binders:
Phthaloyl dichloride is used as an ingredient in ceramic mold binders. Its presence in these binders contributes to the improved performance and durability of the molds, which are essential in the manufacturing of various ceramic products.
Used in Phthaloylation of Hemicelluloses:
o-Phthaloyl dichloride is used in the phthaloylation of hemicelluloses as an efficient way to improve their lipophilicity and hydrophilicity. This process enhances the properties of hemicelluloses, making them more suitable for various applications, such as in the development of new materials and coatings.
Used in Preparation of Polysaccharide Derivatives:
Phthaloylation of hemicelluloses is also a key precursor to preparing polysaccharide derivatives. These derivatives have potential applications in various fields, including pharmaceuticals, cosmetics, and biotechnology, due to their unique properties and functionalities.
Used in Reverse Osmosis Membranes:
Phthaloyl dichloride is used as a stabilizer for polymers in reverse osmosis membranes. Its presence in these membranes helps to maintain their structural integrity and performance, ensuring efficient separation of water from dissolved solutes and contaminants.
Preparation
Synthesis of phthaloyl dichloride: Mix 148g of phthalic anhydride with 220g of phosphorus pentachloride, heat, gradually increase the temperature to 250°C, escape the phosphorus oxychloride, distill the reaction product under reduced pressure, collect the 131-133°C (1.2-1.33kPa) fraction to obtain 187g of phthaloyl dichloride.
Check Digit Verification of cas no
The CAS Registry Mumber 88-95-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 8 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 88-95:
(4*8)+(3*8)+(2*9)+(1*5)=79
79 % 10 = 9
So 88-95-9 is a valid CAS Registry Number.
InChI:InChI=1/C8H4Cl2O2/c9-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H
88-95-9Relevant articles and documents
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Greene
, p. 1503,1506 (1959)
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Design, synthesis and molecular docking studies of novel cyclic pentapeptides based on phthaloyl chloride with expected anticancer activity
Mohamed, Fatma H.,Shalaby, Ahmad M.,Soliman, Hanan A.,Abdelazem, Ahmed Z.,Mounier, Marwa M.,Nossier, Eman S.,Moustafa, Gaber O.
, p. 1723 - 1736 (2020/09/01)
Aseries of Nα-phthaloyl bridged cyclic pentapeptide derivatives were synthesized and characterized on the basis of spectral and elemental analyses. A preliminary cytotoxicity evaluation of all novel compounds was carried out against four human cancer cell lines, human lung (A-549), colon (CaCo-2), prostate (PC-3) and breast (MCF-7) cancer cells at 100 μM concentration using MTT growth inhibition assay. Compound 3 gave the highest cytotoxic activity towards the human colon (CaCo-2) cancer cell line (Growth Inhibition = 72.4 %). Further molecular docking of the promising derivative 3 was developed to study its binding mode within the active site of EGFR enzyme. The docking results suggest good fitting through different hydrogen bond interactions with the protein residues to elicit anticancer activity.
Aromatic Esters, Carbinols, and Derivatives Thereof with Perfluorohexyl Residues as Alternatives to Perfluoroalkanecarboxylic and -sulfonic Acids
Alpers, Torben,Muesmann, Thomas W. T.,Temme, Oliver,Christoffers, Jens
, p. 609 - 617 (2017/02/05)
Four perfluorohexyl carbinols have been prepared from the corresponding Grignard reagent and benzaldehyde, terephthalaldehyde, isophthalaldehyde, and trimesaldehyde. The corresponding secondary alcohols were then transformed by alkylation and acylation reactions to form a total of 14 ethers (methyl, ethyl, propyl, and n-hexyl ethers) and esters (acetyl and 2-ethylhexanoyl), respectively. Furthermore, 11 perfluoroalkyl carboxylates were prepared from aromatic, heteroaromatic, and aliphatic mono-, di-, tri-, and tetracarboxylic acids and tridecafluorooctanol. The wettability of all 29 materials was investigated by the water contact angle measurements of thin films on glass surfaces. In up to six cases, contact angles greater than 130° were observed, which indicates that the products might be suitable candidates for the impregnation of surfaces. With their relatively short perfluoroalkyl side-chains and therefore low bioaccumulativity, the target compounds might be beneficial alternatives to established products.