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