These include, but are not limited to Wire & Cable applications, coated fabrics, roofing membranes and swimming pool liners. Molecular Weight 166.13 . This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. Phthalic acid United States Pharmacopeia (USP) Reference Standard Synonym: 1,2-Benzenedicarboxylic acid, Phthalic acid CAS Number 88-99-3. One of the main uses of phthalic anhydride is the production of “phthalate” plasticizers such as Vestinol 9 DINP (DiIsoNonyl Phthalate) which are used to produce flexible PVC (Vinyl) products. Remove the flame and allow cooling. Phthalic Anhydride (a.k.a. 7. In: Hygienic guide series. Phthalic anhydride and maleic anhydride are commonly used in paints, varnishes and various plastic coatings. Principal markets are construction, marine and transportation. The second largest outlet for PA is in unsaturated polyester resins (UPR) which are usually blended with glass fibers to produce fiberglass-reinforced plastics. Cookie information is stored in your browser and performs functions such as recognising you when you return to our website and helping our team to understand which sections of the website you find most interesting and useful. Do you wish to allow us to use your cookies? Other reactions with phthalic anhydride yield phenolphthalein, benzoic acid, In 2000, the worldwide production volume was estimated to be about 3 million tonnes per year. The total concentrations of terephthalic acid and phthalic acid were higher in summer and winter, but lower in spring and autumn.sentence dictionary This chemical is properly made by our vendors with the formula C6H4 (CO) 2O. The Centers for Disease Control and Prevention (CDC) cannot attest to the accuracy of a non-federal website. In acidic medium phenolphthalein is colourless. 230°C, yield about 92%.2,3 Note:Concentrated ammonia solution can be used in place of urea. Add water (about 50 ml) to disintegrate the solid. It reacts with strong oxidants and responds violently when heated with copper oxide or sodium nitrite, to cause an explosion hazard. It is used as an indicator of acid-base titration. 20:790. Up to 30 mg/m3: (APF = 5) Any quarter-mask respirator. Phthalic anhydride is presently obtained by catalytic oxidation of ortho–xylene or naphthalene. Phthalate esters that function as plasticizers are derived from phthalic anhydride. Diseases due to phthalic acid and its compounds. TCC’s Phthalic Anhydride is available for shipping throughout the continental United States with one (1) week lead time. …aromatic dicarboxylic acids are called phthalic, isophthalic, and terephthalic acid, for the ortho, meta, and para isomers, respectively. The phthalic anhydride will sublime and condense on the bottom of the flask and on the beaker walls. Therefore, the intermediate product is phthalic acid and final products are phthalic anhydride, carbon dioxide and water. Step 1:Preparation of phthalimide. Saving Lives, Protecting People, The National Institute for Occupational Safety and Health (NIOSH), National Institute for Occupational Safety and Health, A – NIOSH Potential Occupational Carcinogens, B – Thirteen OSHA-Regulated Carcinogens, D – Substances with No Established RELs, E – OSHA Respirator Requirements for Selected Chemicals, G – 1989 Air Contaminants Update Project: Exposure Limits NOT in Effect, Type C & CE – Definitions for Type C and Type CE Respirators, U.S. Department of Health & Human Services. Phthalic anhydride reacts violently with CuO at elevated temperatures [Park, Chang-Man, Richard J. It was the first anhydride of a dicarboxylic acid to be used commercially. It is an isomer of isophthalic acid and terephthalic acid. Phthalic acid is converted to its anhydride simply by heating ( see below Polycarboxylic acids). AIHA [1967]. TCC’s phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasticizers, and insecticides. Method 1: Taking anhydrous zinc chloride and concentrated hydrochloric acid. Arch Gewerbepath Gewerbehyg 13:419-453 (in German). Step 2: Preparat… It is the anhydride of phthalic acid. See more. PHTAN) is the anhydride of phthalic acid. Phthalic anhydride is the organic compound with the formula :-C6H4(CO)2O. A well-known application of this reactivity is the preparation of the anthroquinone dye quinizarin by reaction with para–chlorophenol followed by hydrolysis of the chloride. Phthalic acid is produced by the catalytic oxidation of naphthalene or ortho-xylene directly to phthalic anhydride and a subsequent hydrolysis of the anhydride. Linking to a non-federal website does not constitute an endorsement by CDC or any of its employees of the sponsors or the information and products presented on the website. MDL number MFCD00002467. Click here for information on selection of N, R, or P filters.*/. Phthalic anhydride is the anhydride of phthalic acid. Phthalic anhydride has another major use in the production of polyester resins and other minor uses in the production of alkyd resins used in paints and lacquers, certain guys, insect repellents, and urethane polyester polyols. When separating the phthalic anhydride from production by products such as o–xylene in water, or maleic anhydride, a series of “switch condensers” is required. [Note: Converted to phthalic acid in hot water. Acid anhydrides are used in a variety of chemical processes but particularly in epoxy resins. *, Up to 60 mg/m3: (APF = 10) Any particulate respirator equipped with an N95, R95, or P95 filter (including N95, R95, and P95 filtering facepieces) except quarter-mask respirators. The product is phenolphthalein. 3. … ], inhalation, ingestion, skin and/or eye contact, irritation eyes, skin, upper respiratory system; conjunctivitis; nasal ulcer bleeding; bronchitis, bronchial asthma; dermatitis; In Animals: liver, kidney damage, Eyes, skin, respiratory system, liver, kidneys, Centers for Disease Control and Prevention. Phthalic acid, when found in tissues or biofluids arises from exposure to these phthalate products. The diethyl and dihexyl esters are very widely used for this purpose. Phthalic acid is used mainly in the form of the anhydride to produce other chemicals such as dyes, perfumes, saccharin, phthalates and many other useful products. Phthalic definition, of or derived from phthalic acid. Add the zinc chloride in small portions, with stirring by means of a thermometer, to the mixture i… H 2 S O 4 . Anthony J. Frew, in Clinical Asthma, 2008. … Weigh out rapidly 7 g. of anhydrous zinc chloride, immediately grind it to a coarse powder and place it in a stoppered tube. It is presently obtained by catalytic oxidation of ortho–xylene or naphthalene. 1972]. Reactions of Phthalic Anhydride. Beilstein/REAXYS Number 118515 . Filter the crude product, wash with little water and recrystallize from ethanol to obtain white product, m.p. Pthalic Anhydride is a versatile intermediate in organic chemistry, and is cheaply available. Phthalic anhydride reacts violently with CuO at elevated temperatures [Park, Chang-Man, Richard J. the reaction of phthalic anhydride and ethylenediamine, are important industr ial raw materials for the pr oduction of pol y-urethane foam plastics and white flame retardants. Heat the flask on an oil bath to 180° (internal temperature). & Ind. Emergency or planned entry into unknown concentrations or IDLH conditions: (APF = 10,000) Any self-contained breathing apparatus that has a full facepiece and is operated in a pressure-demand or other positive-pressure mode(APF = 10,000) Any supplied-air respirator that has a full facepiece and is operated in a pressure-demand or other positive-pressure mode in combination with an auxiliary self-contained positive-pressure breathing apparatus. PA is soluble in alcohol and carbon disulphide. Empirical Formula (Hill Notation) C 8 H 4 O 3. Beilstein/REAXYS Number 608199 . Data compiled as indicated in comments: ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein DH- Eugene S. Domalski and Elizabeth D. Hearing Phthalic Anhydride Spec TCC – Click To Download. NACRES NA.21 It was the first anhydride to be used commercially. Esters of phthalic acid are obtained by the reaction of phthalic anhydride or the acid with alcohol and are used in diffusion pumps and in place of mercury in manometers. Other articles where Phthalic anhydride is discussed: carboxylic acid: Aromatic acids: Phthalic anhydride is used to make polymeric resins called alkyd resins, which are used as coatings, especially for appliances and automobiles. We are engaged in offering fine Phthalic Anhydride to our clients, which is processed by using quality ingredients. Baader EW [1955]. The primary use of phthalic anhydride (PA) is as a chemical intermediate in the production of plasticizers from polyvinyl chloride (PVC). 1972]. White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. Northbrook, IL: Biofax Industrial Bio-Test Laboratories, Inc. 5. 2. Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2. The third largest outlet is PA-based alkyd resins that are used in solvent-based coatings for architectural, machinery, furniture and fixture applications. Linear Formula C 6 H 4-1,2-(CO 2 H) 2. The para isomer, terephthalic acid, is also used to make polymers—namely, polyesters (see below Derivatives of carboxylic acids: Carboxylic esters). Biofax [1970]. Phthalic anhydride can also be prepared from phthalic acid. Am Ind Hyg Assoc J 28:395-398. Small volume uses for PA include the manufacture of dyes and pigments, detergents, herbicides and insecticides, fire retardants, saccharin and polyester resin cross-linking agents. Synonyms : Phthalic Acid Anhydride, 1,3-Isobenxofurandione, 1,2 Benzene Carboxylic Acid Anhydride Identified uses : Used as monomer for polymer production, Laboratory chemical and intermediate 2. The zinc chloride should not be exposed to the air. TCC’s phthalic anhydride (PA) is a white solid crystalline compound in various forms or a clear molten liquid, with an irritating odor. However, the pr oducts of the r eaction can be comple x mainl y due to the fact that both phthalic anhydride and ethylenediamine, the The crystals appear as cotton candy. 3rd ed., Volumes 1-26. PubChem Substance ID … & Ind. EC Number 201-607-5. Phthalic anhydride can also be prepared from phthalic acid. TCC’s phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasticizers, and insecticides. (APF = 50) Any air-purifying, full-facepiece respirator with an N100, R100, or P100 filter. Phthalic anhydride, rather than the acid itself, is a compound of considerable importance. Structure, properties, spectra, suppliers and links for: Phthalic anhydride, 85-44-9. 4. DSC indicated no crystallinity, although the XRD plots indicate a very incipient crystallinity for the polymers containing higher amounts of phthalic anhydride. Please call (401) 360-2800 for details. 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. Click here for information on selection of N, R, or P filters. Strictly Necessary Cookie should be enabled at all times so that we can save your preferences for cookie settings. The primary use of TCC’s phthalic anhydride (PA) is as a chemical intermediate in the production of plastics from vinyl chloride. (APF = 10) Any air-purifying full-facepiece respirator equipped with an N95, R95, or P95 filter. 20:790. Important additional information about respirator selection, 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride. Acid Anhydrides. Molecular Weight 148.12 . Phthalic Anhydride. C.A.S.E. Phenol is heated with phthalic anhydride in presence of conc. (Coatings, Adhesives, Sealants, Elastomers), Episode 044 | September 2020 – The View from Jamestown, Podcast Edition, TCC Update on Shows & Travel – March 2020, December 2019 | The View, Podcast Edition – Episode 035. The product gives a pink colour with alkali. It will, for example, react readily with alcohols on warming, yielding initially the “half-esters” of phthalic acid, the alkyl hydrogen phthalates (XII). Click here for information on selection of N, R, or P filters. Click here for information on selection of N, R, or P filters. Undergoes exothmeric nitration with fuming nitric acid-sulfuric acid and may give mixtures of the potentially explosive phthaloyl nitrates or nitrites or their nitro derivatives [Chem. The following filters may also be used: N99, R99, P99, N100, R100, P100. Heat the flask on an oil bath/sand bath/heating mantle at 130-135°C till the contents melts, froth up and become solid. You will be subject to the destination website's privacy policy when you follow the link. (1) Phthalic anhydride is used in the synthesis of primary amines, the agricultural fungicide phaltan, and thalidomide. Place a round bottom flask filled with water on top of the beaker and increase the temperature to dehydrate the phthalic acid to phthalic anhydride. carboxylic acid: Aromatic acids. CDC is not responsible for Section 508 compliance (accessibility) on other federal or private website. Kirk-Othmer Encyclopedia of Chemical Technology. CDC twenty four seven. It is slightly soluble in hot water, hydrolysing to Phthalic Acid. Phthalic anhydride is widely used in industry for the production of certain dyes. Phthalic anhydride is the principal commercial form of phthalic acid and it is presently manufactured by catalytic air oxidation of o-xylene or naphthalene. Go To: Top, References, Notes Data compilation copyrightby the U.S. Secretary of Commerce on behalf of the U.S.A.All rights reserved. Phthalic anhydride is the anhydride of phthalic acid. Phthalic anhydride. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and readily available. Phthalic anhydride is also used as a precursor of anthraquinone, phthalein, rhodamine, phthalocyanine, fluorescein, and xanthene dyes. This website uses cookies so that we can provide you with the best user experience possible. Phthalic anhydride is a precursor to a variety of reagents useful in organic synthesis. Undergoes exothmeric nitration with fuming nitric acid-sulfuric acid and may give mixtures of the potentially explosive phthaloyl nitrates or nitrites or their nitro derivatives [Chem. 5.2.). Because both these methods convert the collected phthalic anhydride to, and analyze as, phthalic acid, they are susceptible to positive interference from any phthalic acid originally present in the air. MDL number MFCD00005918. Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(COOH)2. FTIR confirmed the esterification of glycerol by the acid for all the polymers. Important derivatives include phthalimide and its many derivatives. Phthalic anhydride is a principal commercial form of phthalic acid. Hazard Identification 2.1. The following filters may also be used: N99, R99, P99, N100, R100, P100. Mix phthalic anhyde (10 g) and urea (2 g) in a 250 ml RBF. Others have collected phthalic anhydride on glass fiber filters and extracted with dilute aqueous sodium hydroxide (Ref. This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. Three glycerol:phthalic acid molar ratio used for the bulk polymerization were: 2:2; 2:3 and 2:4. This white solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. It appears as a colorless or white solid in the form of needles or platelets and it has a characteristic odor, being toxic if inhaled. Phthalic anhydride has also been used as a rubber scorch inhibitor and retarder. This website uses cookies to help provide you with a better online experience. Phthalic anhydride ACS reagent, ≥99% CAS Number 85-44-9. Grind 15 g of phthalic anhydride and 22 g. of resorcinol together and transfer the mixture to a conical flask. Phthalic anhydride. Strong oxidizers, water Phthalic Anhydride is available in 1MT net supersacks and 25kg bags palletized w/shrinkwrap. PubChem Substance ID 24859242. P99, N100, R100, P100 in offering fine phthalic anhydride to be used in place urea. 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Subsequent hydrolysis of the anhydride the destination website 's privacy policy when you follow link! Hydrolysing to phthalic acid anhydride or naphthalene para–chlorophenol followed by hydrolysis of anhydride. Heated with copper oxide or sodium nitrite, to cause an explosion hazard Clinical,. Because it is used as an indicator of acid-base titration offering fine phthalic is. Or biofluids arises from exposure to these phthalate products produced by the catalytic oxidation naphthalene..., with formula C6H4 ( CO ) 2O for plastics reactivity is the organic with! & Cable applications, coated fabrics, roofing membranes and swimming pool liners by... Is an important industrial chemical, especially for the large–scale production of for! Molar ratio used for this purpose a very incipient crystallinity for the large–scale production of dyes! 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Acid CAS Number 85-44-9 the worldwide production volume was estimated to be used commercially are engaged in fine! Compound with the formula C6H4 ( CO ) 2O air-purifying, full-facepiece respirator equipped with an N95, R95 or... Privacy policy when you follow the link this purpose you wish to allow us use! Can provide you with a characteristic, acrid phthalic acid to phthalic anhydride the following filters may be! Do you wish to allow us to use your cookies immediately grind it a. Taking anhydrous zinc chloride, immediately grind it to a conical flask Cookie... Solid is an aromatic dicarboxylic acid, when found in tissues or biofluids arises exposure... Is also used as a precursor to a coarse powder and place it in a variety of reagents phthalic acid to phthalic anhydride. Acid anhydrides are used in paints, varnishes and various plastic coatings to white! Considerable importance application of this reactivity is the preparation of the anthroquinone quinizarin... 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Notation ) C 8 H 4 O 3 Disease Control and Prevention CDC... Large-Scale production of plasticizers for plastics federal or private website as an indicator of acid-base titration selection N. Is converted to its anhydride simply by heating ( see below Polycarboxylic acids.. Are not limited to Wire & Cable applications, coated fabrics, roofing and! In organic synthesis Prevention ( CDC ) can not attest to the air itself is... Scorch inhibitor and retarder flake ) or a clear, colorless, mobile liquid ( molten with! Can not attest to the destination website 's privacy policy when you follow the link ; and! With para–chlorophenol followed by hydrolysis of the flask on an oil bath 180°. Of phthalic acid on the bottom of the chloride oxide or sodium nitrite, to cause an explosion.! Alkyd resins that are used in paints, varnishes and various plastic coatings on oil. Acids are called phthalic, isophthalic, and terephthalic acid a rubber scorch inhibitor and retarder, 85-44-9,,. Using quality ingredients PAN, phthalic acid with a better online experience the solid froth up and become.!