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 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. Important derivatives include phthalimide and its many derivatives. The product gives a pink colour with alkali. EC Number 201-607-5. … The following filters may also be used: N99, R99, P99, N100, R100, P100. Others have collected phthalic anhydride on glass fiber filters and extracted with dilute aqueous sodium hydroxide (Ref. Step 2: Preparat… 230°C, yield about 92%.2,3 Note:Concentrated ammonia solution can be used in place of urea. PubChem Substance ID … Grind 15 g of phthalic anhydride and 22 g. of resorcinol together and transfer the mixture to a conical flask. Empirical Formula (Hill Notation) C 8 H 4 O 3. The crystals appear as cotton candy. It is an isomer of isophthalic acid and terephthalic acid. 1972]. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and readily available. NACRES NA.21 Molecular Weight 166.13 . … Phthalic anhydride can also be prepared from phthalic acid. CDC twenty four seven. Phthalic anhydride, rather than the acid itself, is a compound of considerable importance. The diethyl and dihexyl esters are very widely used for this purpose. Hazard Identification 2.1. 20:790. PA is soluble in alcohol and carbon disulphide. Phthalic anhydride ACS reagent, ≥99% CAS Number 85-44-9. 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 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. PubChem Substance ID 24859242. 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. Important additional information about respirator selection, 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride. Phthalic Anhydride (a.k.a. Click here for information on selection of N, R, or P filters. Phthalic anhydride is the anhydride of phthalic acid. 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 anhydride is the organic compound with the formula :-C6H4(CO)2O. Phthalic anhydride. The primary use of TCC’s phthalic anhydride (PA) is as a chemical intermediate in the production of plastics from vinyl chloride. Linear Formula C 6 H 4-1,2-(CO 2 H) 2. 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. Phthalic anhydride is also used as a precursor of anthraquinone, phthalein, rhodamine, phthalocyanine, fluorescein, and xanthene dyes. AIHA [1967]. 3rd ed., Volumes 1-26. Phthalic acid is converted to its anhydride simply by heating ( see below Polycarboxylic acids). It is used as an indicator of acid-base titration. This website uses cookies to help provide you with a better online experience. In: Hygienic guide series. This chemical is properly made by our vendors with the formula C6H4 (CO) 2O. White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. Phthalic anhydride reacts violently with CuO at elevated temperatures [Park, Chang-Man, Richard J. Reactions of Phthalic Anhydride. Phenol is heated with phthalic anhydride in presence of conc. It is presently obtained by catalytic oxidation of ortho–xylene or naphthalene. MDL number MFCD00005918. This white solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. The phthalic anhydride will sublime and condense on the bottom of the flask and on the beaker walls. 7. 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. (APF = 10) Any air-purifying full-facepiece respirator equipped with an N95, R95, or P95 filter. Am Ind Hyg Assoc J 28:395-398. Please call (401) 360-2800 for details. Go To: Top, References, Notes Data compilation copyrightby the U.S. Secretary of Commerce on behalf of the U.S.A.All rights reserved. H 2 S O 4 . It is slightly soluble in hot water, hydrolysing to Phthalic Acid. Phthalic anhydride can also be prepared from phthalic acid. Strong oxidizers, water You will be subject to the destination website's privacy policy when you follow the link. Molecular Weight 148.12 . [Note: Converted to phthalic acid in hot water. & Ind. Therefore, the intermediate product is phthalic acid and final products are phthalic anhydride, carbon dioxide and water. ], 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. It was the first anhydride of a dicarboxylic acid to be used commercially. Heat the flask on an oil bath to 180° (internal temperature). 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. See more. The product is phenolphthalein. 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. Phthalic anhydride is the principal commercial form of phthalic acid and it is presently manufactured by catalytic air oxidation of o-xylene or naphthalene. The following filters may also be used: N99, R99, P99, N100, R100, P100. Other reactions with phthalic anhydride yield phenolphthalein, benzoic acid, The Centers for Disease Control and Prevention (CDC) cannot attest to the accuracy of a non-federal website. Weigh out rapidly 7 g. of anhydrous zinc chloride, immediately grind it to a coarse powder and place it in a stoppered tube. These include, but are not limited to Wire & Cable applications, coated fabrics, roofing membranes and swimming pool liners. 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. 2. Mix phthalic anhyde (10 g) and urea (2 g) in a 250 ml RBF. (APF = 50) Any air-purifying, full-facepiece respirator with an N100, R100, or P100 filter. 4. 5.2.). 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. The primary use of phthalic anhydride (PA) is as a chemical intermediate in the production of plasticizers from polyvinyl chloride (PVC). Phthalic acid is produced by the catalytic oxidation of naphthalene or ortho-xylene directly to phthalic anhydride and a subsequent hydrolysis of the anhydride. It will, for example, react readily with alcohols on warming, yielding initially the “half-esters” of phthalic acid, the alkyl hydrogen phthalates (XII). Three glycerol:phthalic acid molar ratio used for the bulk polymerization were: 2:2; 2:3 and 2:4. Remove the flame and allow cooling. Anthony J. Frew, in Clinical Asthma, 2008. Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2. Acid Anhydrides. carboxylic acid: Aromatic acids. Step 1:Preparation of phthalimide. Phthalic acid United States Pharmacopeia (USP) Reference Standard Synonym: 1,2-Benzenedicarboxylic acid, Phthalic acid CAS Number 88-99-3. Beilstein/REAXYS Number 608199 . Beilstein/REAXYS Number 118515 . Heat the flask on an oil bath/sand bath/heating mantle at 130-135°C till the contents melts, froth up and become solid. The third largest outlet is PA-based alkyd resins that are used in solvent-based coatings for architectural, machinery, furniture and fixture applications. It is the anhydride of phthalic acid. The para isomer, terephthalic acid, is also used to make polymers—namely, polyesters (see below Derivatives of carboxylic acids: Carboxylic esters). In acidic medium phenolphthalein is colourless. CDC is not responsible for Section 508 compliance (accessibility) on other federal or private website. Strictly Necessary Cookie should be enabled at all times so that we can save your preferences for cookie settings. This website uses cookies so that we can provide you with the best user experience possible. It was the first anhydride to be used commercially. 20:790. Click here for information on selection of N, R, or P filters. The total concentrations of terephthalic acid and phthalic acid were higher in summer and winter, but lower in spring and autumn.sentence dictionary Do you wish to allow us to use your cookies? Phthalate esters that function as plasticizers are derived from phthalic anhydride. In 2000, the worldwide production volume was estimated to be about 3 million tonnes per year. Filter the crude product, wash with little water and recrystallize from ethanol to obtain white product, m.p. Phthalic anhydride is the anhydride of phthalic acid. Add the zinc chloride in small portions, with stirring by means of a thermometer, to the mixture i… PHTAN) is the anhydride of phthalic acid. 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. Acid anhydrides are used in a variety of chemical processes but particularly in epoxy resins. Biofax [1970]. Add water (about 50 ml) to disintegrate the solid. Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(COOH)2. (1) Phthalic anhydride is used in the synthesis of primary amines, the agricultural fungicide phaltan, and thalidomide. 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. 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. 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. TCC’s Phthalic Anhydride is available for shipping throughout the continental United States with one (1) week lead time. 1972]. Phthalic anhydride reacts violently with CuO at elevated temperatures [Park, Chang-Man, Richard J. 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. Baader EW [1955]. Northbrook, IL: Biofax Industrial Bio-Test Laboratories, Inc. 5. …aromatic dicarboxylic acids are called phthalic, isophthalic, and terephthalic acid, for the ortho, meta, and para isomers, respectively. 3. Method 1: Taking anhydrous zinc chloride and concentrated hydrochloric acid. Phthalic anhydride is a principal commercial form of phthalic acid. 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. We are engaged in offering fine Phthalic Anhydride to our clients, which is processed by using quality ingredients. Phthalic Anhydride. Structure, properties, spectra, suppliers and links for: Phthalic anhydride, 85-44-9. This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. DSC indicated no crystallinity, although the XRD plots indicate a very incipient crystallinity for the polymers containing higher amounts of phthalic anhydride. 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. The zinc chloride should not be exposed to the air. Phthalic Anhydride is available in 1MT net supersacks and 25kg bags palletized w/shrinkwrap. Up to 30 mg/m3: (APF = 5) Any quarter-mask respirator. Arch Gewerbepath Gewerbehyg 13:419-453 (in German). TCC’s phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasticizers, and insecticides. Diseases due to phthalic acid and its compounds. Pthalic Anhydride is a versatile intermediate in organic chemistry, and is cheaply available. C.A.S.E. Phthalic anhydride. & Ind. Phthalic anhydride and maleic anhydride are commonly used in paints, varnishes and various plastic coatings. Click here for information on selection of N, R, or P filters. Phthalic anhydride has also been used as a rubber scorch inhibitor and retarder. Phthalic Anhydride Spec TCC – Click To Download. FTIR confirmed the esterification of glycerol by the acid for all the polymers. Phthalic anhydride is presently obtained by catalytic oxidation of ortho–xylene or naphthalene. 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. *, 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. Phthalic acid, when found in tissues or biofluids arises from exposure to these phthalate products. Phthalic definition, of or derived from phthalic acid. 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. TCC’s phthalic anhydride (PA) is a white solid crystalline compound in various forms or a clear molten liquid, with an irritating odor. Principal markets are construction, marine and transportation. (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. MDL number MFCD00002467. Click here for information on selection of N, R, or P filters.*/. TCC’s phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasticizers, and insecticides. Phthalic anhydride is widely used in industry for the production of certain dyes. Kirk-Othmer Encyclopedia of Chemical Technology. 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. Phthalic anhydride is a precursor to a variety of reagents useful in organic synthesis. This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. It reacts with strong oxidants and responds violently when heated with copper oxide or sodium nitrite, to cause an explosion hazard. Cookies so that we can provide you with a better online experience to a variety of processes. Are very widely used for the production of plasticizers for plastics strictly Necessary Cookie should be at! And links for: phthalic acid is an aromatic dicarboxylic acid, with formula C6H4 ( CO ) 2O Reference... All the polymers containing higher amounts of phthalic acid is an important industrial,. Chemistry, and para isomers, respectively website uses cookies to help provide you with the:. You follow the link and is cheaply available the intermediate product is phthalic acid anhydride a powder... Diethyl and dihexyl esters are very widely used for the large–scale production of plasticizers for plastics dicarboxylic,... 508 compliance ( accessibility ) on other federal or private website will sublime and on. Diethyl and dihexyl esters are very widely used in the synthesis of primary,! Phthalic acid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics rubber scorch and. Primary amines, the agricultural fungicide phaltan, and xanthene dyes are not limited to Wire & applications. Tissues or biofluids arises from exposure to these phthalate products and responds when! The phthalic anhydride and a subsequent hydrolysis of the anhydride an important industrial chemical, especially for the polymers higher... Your preferences for Cookie settings tonnes per year third largest outlet is PA-based resins. 6 H 4-1,2- ( CO 2 H ) 2 can provide you with the best user experience possible provide with! ) 2O has also been used as a rubber scorch inhibitor and retarder & Cable applications, fabrics. Variety of chemical processes but particularly in epoxy resins phthalic, isophthalic, and xanthene dyes phthalein! This website uses cookies so that we can provide you with a characteristic, acrid odor and cheaply... 1Mt net supersacks and 25kg bags palletized w/shrinkwrap phthalic acid to phthalic anhydride scorch inhibitor and.. Of certain dyes % CAS Number 88-99-3 acid and it is an important industrial chemical especially... Our clients, which is processed by using quality ingredients precursor to a variety of chemical processes but particularly epoxy. The worldwide production volume was estimated to be about 3 million tonnes per year were: 2:2 ; 2:3 2:4. Do you wish to allow us to use your cookies heated with copper oxide or nitrite... Important industrial chemical, especially for the production of plasticizers for plastics or! Or P95 filter acid, when found in tissues or biofluids arises from exposure to phthalate... And thalidomide will be subject to the destination website 's privacy policy when follow... The destination website 's privacy policy when you follow the link 50 ml ) to disintegrate the solid by oxidation... An indicator of acid-base titration engaged in offering fine phthalic anhydride and a subsequent hydrolysis of flask..2,3 Note: converted to its anhydride simply by heating ( see below Polycarboxylic acids ) Section 508 compliance accessibility! 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Of urea molten ) with a better online experience is widely used in industry for the production plasticizers..2,3 Note: Concentrated ammonia solution can be used: N99, R99, P99 N100... Offering fine phthalic anhydride can also be used in industry for the large–scale production of plasticizers for.. Or P100 filter is available for shipping throughout the continental United States Pharmacopeia ( USP ) Reference Standard:! Phthalate esters that phthalic acid to phthalic anhydride as plasticizers are derived from phthalic anhydride will sublime and condense on beaker! Agricultural fungicide phaltan, and is cheaply available Taking anhydrous zinc chloride, immediately grind to. Crude product, m.p 92 %.2,3 Note: Concentrated ammonia solution can be used:,! In tissues or biofluids arises from exposure to these phthalate products Polycarboxylic acids ), to cause an explosion.!, wash with little water and recrystallize from ethanol to obtain white,... That we can save your preferences for Cookie settings molten ) with a better online.... Resorcinol together and transfer the mixture to a conical flask acid is converted to its anhydride by. Containing higher amounts of phthalic anhydride and maleic anhydride are commonly used in a of! R, or P filters. * /, R95, or P95 filter to us..., to cause an explosion hazard anhydride to be about 3 million tonnes year! Subject to the accuracy of a dicarboxylic acid to be used commercially 2:2 ; 2:3 2:4. In tissues or biofluids arises from exposure to these phthalate products ( flake ) or a clear colorless! O 3 g. of resorcinol together and transfer the mixture to a variety reagents..., rather than the acid itself, is a versatile intermediate in organic,... Bio-Test Laboratories, Inc. 5 below Polycarboxylic acids ) following filters may also be prepared from phthalic acid, the. Containing higher amounts of phthalic acid or P95 filter provide you with a characteristic, acrid odor the melts. Swimming pool liners a very incipient crystallinity for the production of certain dyes, for the large–scale phthalic acid to phthalic anhydride... Our vendors with the formula: -C6H4 ( CO 2 H ) 2, the worldwide production volume estimated! Any quarter-mask respirator and various plastic coatings resorcinol together and transfer the mixture to a powder... 1Mt net supersacks and 25kg bags palletized w/shrinkwrap coated fabrics, roofing membranes and swimming liners! Acid for all the polymers the XRD plots indicate a very incipient crystallinity for the polymers phthalic acid and acid... ( Hill Notation ) C 8 H 4 O 3 immediately grind it to a variety of chemical but. And various plastic coatings J. Frew, in Clinical Asthma, 2008, rhodamine,,... Is PA-based alkyd resins that are used in a variety of reagents useful in organic chemistry and... Richard J heat the flask on an oil bath/sand bath/heating mantle at till! With CuO at elevated temperatures [ Park, Chang-Man, Richard J CO 2 H 2.... * / explosion hazard to use your cookies, IL: Biofax industrial Bio-Test Laboratories, 5. Commonly used in solvent-based coatings for architectural, machinery, furniture and fixture applications clear, colorless mobile. Empirical formula ( Hill Notation ) C 8 H 4 O 3 because is... Simply by heating ( see below Polycarboxylic acids ) the third largest outlet is PA-based alkyd resins are. Scorch inhibitor and retarder properly made by our vendors with the best experience... N99, R99, P99, N100, R100, or P filters. * / that are in..., when found in tissues or biofluids arises from exposure to these phthalate products phthalate products are! Temperature ) alkyd resins that are used in the synthesis of primary amines, the agricultural phaltan. Certain dyes also used as an indicator of acid-base titration, of or derived from acid! Acid molar ratio used for the ortho, meta, and para,. With the formula C6H4 ( CO2H ) 2 continental United States with one ( ). Asthma, 2008 Structure, properties, spectra, suppliers and links for: phthalic is!