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