Phthalic acid is very soluble in boiling water, 18 g/100 mL, and is much less soluble in chilled (14°C) water, 0.54 g/100 mL. Phthalic anhydride is an important chemical intermediate in the plastics industry from which are derived numerous phthalate esters that function as plasticizers in synthetic resins. If breathing is difficult, give oxygen. MATERIAL SAFETY DATA SHEET (MSDS) www.lobachemie.com 17/01/2019 1/11 PHTHALIC ANHYDRIDE FOR SYNTHESIS MSDS CAS-No. C 6 H 4 (CO) 2 O + H 2 O → C 6 H 4 (CO 2 H) 2. Sigma-Aldrich offers a number of Phthalic anhydride products. PubChem Substance ID 24859242. This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. Phthalic anhydride Revision Date 23-Jan-2018 Skin Contact Wash off immediately with plenty of water for at least 15 minutes. Inhalation Remove to fresh air. John Wiley & Sons, Inc. 2005]. Phthalic anhydride has also been used as a rubber scorch inhibitor and retarder. Other reactions with phthalic anhydride yield phenolphthalein, benzoic acid, phthalylsulfathiazole (an intestinal antimicrobial agent), and orthophthalic acid. [17], Phthalic anhydride is used to dehydrate short-chain nitro-alcohols to yield nitroalkenes, compounds with a high tendency to polymerize.[18]. [6] Phenolphthalein can be synthesized by the condensation of phthalic anhydride with two equivalents of phenol under acidic conditions (hence the name). If breathing is difficult, give oxygen. Phone : + 91 - 04172 - 244441 / 244442 / 244446 Fax : + 91 - … Phthalate esters are derived from phthalic anhydride by the alcoholysis reaction. The most probable human exposure to phthalic anhydride is through skin contact or inhalation during manufacture or use. Encyclopedia of Reagents for Organic Synthesis. It is slightly soluble in hot water, hydrolysing to Phthalic Acid. 1989]. 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. Skin: Wash off with soap and plenty of water. [11] Phthalic anhydride is a degradation product of CAP.[12]. phthalic anhydride residue solvent still recovery Prior art date 1960-05-23 Legal status (The legal status is an assumption and is not a legal conclusion. Phthalic anhydride is soluble in alcohol; slightly soluble in ether and water. Acid anhydrides are also used as plasticizers for PVC and other plastics, especially where temperature stability is required, as for example in coatings for wires and cables. Encyclopedia of Reagents for Organic Synthesis. PHTHALIC ANHYDRIDE: ICSC: 0315: 1,2-Benzenedicarboxylic acid anhydride Phthalic acid anhydride 1,3-Isobenzofurandione: June 2003 Phthalic anhydride MSDS Section 1: Chemical Product and Company Identification Product Name: Phthalic anhydride Catalog Codes: SLP4651, SLP1825 CAS#: 85-44-9 RTECS: TI3150000 TSCA: TSCA 8(b) inventory: Phthalic anhydride CI#: Not available. Structure, properties, spectra, suppliers and links for: Phthalic anhydride, 85-44-9. Phthalic anhydride reacts violently with CuO at elevated temperatures [Park, Chang-Man, Richard J. Sheehan. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.) Balaji Santhanam. In 2000, the worldwide production volume was estimated to be about 3 million tonnes per year.[4]. View information & documentation regarding Phthalic anhydride, including CAS, MSDS & more. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. The process begins with the reaction of phthalic anhydride with alcohols, giving the monoesters: The second esterification is more difficult and requires removal of water: The most important diester is bis(2-ethylhexyl) phthalate ("DEHP"), used in the manufacture of polyvinyl chloride compounds. Phthalic anhydride reaction on human health is generally an asthma-rhinitis-conjunctivitis syndrome or a delayed reaction and influenza-like symptoms and with increased immunoglobulin (immunoglobulin E, immunoglobulin G ) levels in the blood. EPA has determined that phthalic anhydride is a Cats repeatedly exposed to 3700 mg/m 3 of phthalic anhydride became drowsy, lost appetite and vomited. Copyright © 2017 ChemicalBook All rights reserved. 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. Synonym: 1,3-Isobenzofurandione (File Format: Jpg, Gif, Png, PDF,Zip,Txt,doc or xls Max Size: 3MB), The mailbox will be used as the login user name and retrieve the password. [4] In the 1980s, approximately 6.5×109 kg of these esters were produced annually, and the scale of production was increasing each year, all from phthalic anhydride. Phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasti.... (File Format: Jpg, Gif, Png, PDF,Zip,Txt,doc or xls Max Size: 3MB), Springchem New Material Technology Co.,Limited, Lastest Price from Phthalic anhydride manufacturers, Phthalic anhydride manufacturer CAS NO.85-44-9 CAS NO.85-44-9, 2',7'-dibromo-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one, 2,3-DIHYDRO-2-PHENYL-1H-ISOINDOL-1-OXO-ISOINDOLINE, 5-(2-Carboxybenzoyl)-2-chlorobenzenesulfonyl chloride, Phthalic anhydride Preparation Products And Raw materials. [16] Potassium phthalimide is commercially available and is the potassium salt of phthalimide. The resin can be applied to a surface and then heated to continue the polymerization process. Get medical attention. Coughing, choking, burning sensation in the nose and throat, as well as headache and dizziness can occur. The linear polymer and phthalic anhydride are available as a soluble resin. Alternatively, it may be prepared by treating the anhydride with ammonium carbonate or urea. Hydrolysis of anhydrides is not typically a reversible process. It is the anhydride of phthalic acid. It reacts with strong oxidants and violently on heating with copper oxide or sodium nitrite, causing explosion hazard. Logistics services are available in the United States. Phthalic anhydride is the organic compound with the formula :-C6H4(CO)2O. Phthalic anhydride SDS Safety Data Sheet for Phthalic anhydride 800592. EC Number 201-607-5. The resulting cross-linked polymer is an insoluble, hard, thermosetting plastic called glyptal ( Figure 28.12 ). Gupta, in Comprehensive Composite Materials, 2000. Phthalic Anhydride. Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. The naphthalene route (the Gibbs phthalic anhydride process or the Gibbs–Wohg naphthalene oxidation reaction) has declined relative to the o-xylene route. With continued technology development and expansion, we now have the world’s greatest production capability. [4] The overall process involves oxidative cleavage of one of the rings and loss of two of the carbon atoms as carbon dioxide. Vapor pressure is < 0.3 Pa at 20 ° C. In presence of water phthalic anhydride hydrolyzes to phthalic acid. Geert‐Jan Boons. ... Solubility: soluble in ethanol; slightly soluble in water and diethyl ether. It is both an irritant and sensitizer of the skin and respiratory tract, and may produce asthma on repeated exposure. Above 180 °C, phthalic anhydride re-forms. Hydrolysis of anhydrides is not typically a reversible process. Phthalic anhydride is a chemical intermediate that reacts readily and produces a broad range of products that process easily and give a wide range of performance characteristics at a low cost. Geert‐Jan Boons. This reaction is run at about 320–400 °C and has the following stoichiometry: The reaction proceeds with about 70% selectivity. 100% Phthalic Anhydride 85‐44‐9 4. It is a principal commercial form of phthalic acid. : 85-44-9 1.2 Relevant identified uses of the substance or mixture and uses advised against Identified uses : Laboratorychemicals, Industrial & for professional use only. Air concentrations of 25 mg/m3 (4 ppm) produced signs of mucous membrane irritation. University of Georgia, Athens, GA 30602. If not breathing give artificial respiration consult a physician. Phthalic anhydride is the anhydride of phthalic acid. TCC’s phthalic anhydride (PA) is a white solid crystalline compound in various forms or a clear molten liquid, with an irritating odor. TETRABROMOPHTHALIC ANHYDRIDE reacts exothermically with water. Material Safety Data Sheet or SDS for Phthalic anhydride 800592 from Merck for download or viewing in the browser. Solubility: It slightly dissolves in cold water, easier in hot water, as it turns into Phthalic acid;  It dissolves in ethanol and ester. Recrystallization of Pure Phthalic Acid. ... Solubility: soluble in ethanol; slightly soluble in water and diethyl ether. Get medical attention. Phthalic anhydride was first reported in 1836 by Auguste Laurent. Phthalic anhydride is widely used in industry for the production of certain dyes. It is the anhydride of phthalic acid. Product name : Phthalic Anhydride CAS-No. 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. Liver and kidney injury occurred. Phthalic anhydride ACS reagent, ≥99% CAS Number 85-44-9. Vapor pressure is < 0.3 Pa at 20 ° C. In presence of water phthalic anhydride hydrolyzes to phthalic acid. Dry the wet phthalic acid by placing it in a beaker (unless it already is) and heat it until it dries. Physical properties Colorless to pale cream crystals with a characteristic, choking odor. Phthalic anhydride is a principal commercial form of phthalic acid. If breathed in, move person into fresh air. 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. The modern industrial variant process instead uses vanadium pentoxide (V2O5) as the catalyst in a gas-phase reaction with naphthalene using molecular oxygen. Reacts, usually slowly with water to form phthalic acid and heat [Merck 11th ed. SDS / MSDS Product Name: PHTHALIC ANHYDRIDE Revision Date : 03.06.2019 Page 1 of 6 1. Pthalic anhydride plays an important role as an intermdiate in the plastics industry as well as a monomer for synthetic resins. About 10% of maleic anhydride is also produced: Phthalic anhydride and maleic anhydride are recovered by distillation by a series of switch condensers. 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 very slightly soluble in H2O, soluble in alcohol, and slightly soluble in ether. Studies show that exposure to phthalic anhydride can cause rhinitis, chronic bronchitis, and asthma. Above 180 °C, phthalic anhydride re-forms. MDL number MFCD00005918. Expired - Lifetime Application number US31013A Inventor Metro D Kulik Eyes: Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. PA is soluble in alcohol and carbon disulphide. Rute yang lebih kontemporer termasuk oksidasi naftalena atau orto-xilena. The solubility of phthalic anhydride was measured at 283–313 K under atmospheric pressure in ethyl acetate, n -propyl acetate, methyl acetate, acetone, 1,4-dioxane, n -hexane, n -butyl acetate, cyclohexane, and dichloromethane. Our PA Plant is a manufacturing plant which opened for the first time in the Republic of Korea. Phthalic acid is however easily dehydrated to form phthalic anhydride. Phthalic acid is however easily dehydrated to form phthalic anhydride. Phthalic anhydride is a common laboratory chemical, Pthalic anhydride has been shown to be esterified with primary alcohols at room temperature. Phthalic Anhydride (PA) is used as the major ingredient in the manufacture of plasticizers, unsaturated polyester resin, paint and others. Reaction with water is accelerated by acids. [7][8][9], Phthalic anhydride treated with cellulose acetate gives cellulose acetate phthalate (CAP), a common enteric coating excipient that has also been shown to have antiviral activity. Phthalic acid is however easily dehydrated to form phthalic anhydride. University of Georgia, Athens, GA 30602. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a Phthalic anhydride is widely used in organic syntheses for the manu- Varma, V.B. 2.01.2.2.2 Anhydrides. It was the first anhydride of a dicarboxylic acid to be used commercially. Phthalic anhydride pertama kali dilaporkan pada tahun 1836 oleh Auguste Laurent. Inhalation Remove to fresh air. Phthalic Anhydride (PA) White scaly or Crystalline powder, Molecular formula C8H403, Molecular weight 148.12, Melting point 131.1l , Boiling point 284.5 , Flash point 151 (close), 165 (open), Spontaneous combustion point 584 , Density (Solid) 1.527g / cm3, insoluble in water, soluble in water, alcohol, ether, benzene and most organic solvents. The phthalic acid is somewhat soluble in water. This reaction is expected to be slow, but can become vigorous if local heating accelerates it. Phthalic anhydride and maleic anhydride are commonly used in paints, varnishes and various plastic coatings. Phthalic anhydride is used in the synthesis of primary amines, the agricultural fungicide phaltan, and thalidomide. C 6 H 4 (CO) 2 O + H 2 O → C 6 H 4 (CO 2 H) 2. NACRES NA.21 I.K. Volatilization of phthalic acid from moist soil surfaces is not expected to be an important fate process (SRC) given an estimated Henry's Law constant of 2X10-11 atm-cu derived from its vapor pressure, 6.36X10-7 mm Hg (3), and water solubility, 6965 mg/L (4). 1.3 Details of the supplier of the safety data sheet Company : Central Drug House (P) Ltd 7/28 Vardaan House New Delhi-10002 INDIA Balaji Santhanam. : 85-44-9 MSDS SECTION 1: Identification of the substance/mixture and of the company/undertaking It may be prepared by adding a hot solution of phthalimide to a solution of potassium hydroxide; the desired product precipitates. At room temperature, phthalic anhydride appears as crystalline needles with a characteristic, suffocating odor. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a Phthalic anhydride is the organic compound with the formula C 6 H 4 (CO) 2 O. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases. "Phthalic Acids and Other Benzenepolycarboxylic Acids" Kirk-Othmer Encyclopedia of Chemical Technology. It was the first anhydride of a dicarboxylic acid to be used commercially. It is the anhydride of phthalic acid. Hydrolysis by hot water forms ortho-phthalic acid:[13]. Phthalic anhydride is soluble in alcohol; slightly soluble in ether and water. Chiral alcohols form half-esters (see above), and these derivatives are often resolvable because they form diastereomeric salts with chiral amines such as brucine. Search for more papers by this author. The primary use of phthalic anhydride is a precursor to phthalate esters, used as plasticizers in vinyl chloride. This white solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. Reacts, usually slowly with water to form phthalic acid and heat [Merck 11th ed. Beilstein/REAXYS Number 118515 . Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. In the first of today's procedures, you will recrystallize phthalic acid, a compound that is used to make synthetic polymers such as Dacron. [14] A related ring-opening reaction involves peroxides to give the useful peroxy acid:[15], Phthalimide can be prepared by heating phthalic anhydride with aqueous ammonia giving 95–97% yield. Molecular Weight 148.12 . Phthalic Anhydride. Phthalic anhydride is one of the 40 chemical substances initiated for prioritization as referenced in the March 21, 2019 notice (84 FR 10491) 2 . Empirical Formula (Hill Notation) C 8 H 4 O 3. Phthalic anhydride vapour, fume or dust is a primary irritant. Manufacturer and Substance Identification Thirumalai Chemicals Limited, 25 - A SIPCOT Industrial Complex, Ranipet, 632403.Tamil Nadu, India. It is slightly soluble in hot water, hydrolysing to PA, and is soluble in alcohol and carbon disulphide. Phthalic anhydride can also be prepared from phthalic acid by simple thermal dehydration.[4]. Availability. The phthalic acid is somewhat soluble in water. The solubility of phthalic anhydride in … At room temperature, phthalic anhydride appears as crystalline needles with a characteristic, suffocating odor. An alternative process involves oxidation of the two methyl groups of o-xylene, a more atom-economical process. Early procedures involved liquid-phase mercury-catalyzed oxidation of naphthalene. InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H, Except where otherwise noted, data are given for materials in their, National Institute for Occupational Safety and Health, Ullmann's Encyclopedia of Industrial Chemistry, "Development of a gel permeation chromatographic assay to achieve mass balance in cellulose acetate phthalate stability studies", https://en.wikipedia.org/w/index.php?title=Phthalic_anhydride&oldid=998651643, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License, This page was last edited on 6 January 2021, at 11:24. Search for more papers by this author. Hydrolysis of anhydrides is not typically a reversible process. Phthalic anhydride in the form of vapor, fume, or dust irritates the eyes. The phthalic anhydride will sublime and condense on the bottom of the flask and on the beaker walls. It can also be produced by ammoxidation of o-xylene. Phthalic anhydride itself is used as a monomer for synthetic resins such as glyptal, the alkyd resins, and the polyester resins. Volatilization of phthalic anhydride from moist soil surfaces is not expected to be an important fate process (SRC) given an estimated Henry's Law constant of 1.7X10-8 atm-cu m/mole (SRC) based upon its vapor pressure, 5.17X10-4 mm Hg (5), and water solubility, 6000 mg/L (6). This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. +Add Attachment Phthalic acid is an aromatic dicarboxylic acid, with formula C 6 H 4 (CO 2 H) 2.It is an isomer of isophthalic acid and terephthalic acid.Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. Vanadium pentoksida (V2O5) adalah oksidan aktif untuk beberapa langkah kunci dari proses, dan diregenerasi oleh oksigen molekuler. Phthalic anhydride Revision Date 23-Jan-2018 Skin Contact Wash off immediately with plenty of water for at least 15 minutes. Phthalic anhydride is also used as a precursor of anthraquinone, phthalein, rhodamine, phthalocyanine, fluorescein, and xanthene dyes. Structure, properties, spectra, suppliers and links for: Phthalic anhydride, 85-44-9. It was discovered in 1871 by Adolf von Baeyer. Above 180 °C, phthalic anhydride re-forms. Phthalic anhydride (PA) occurs as white solid in various forms or clear molten liquid, with an irritating odour. First Aid Measures Inhalation: MAY BE FATAL IF INHALED. 1989]. Crystalline needles with a characteristic, suffocating odor eyes: Rinse thoroughly with plenty of water phthalic anhydride soluble. Anhydride Revision Date 23-Jan-2018 skin Contact or Inhalation during manufacture or use carbonate or urea on. Reaction with naphthalene using molecular oxygen the two methyl groups of o-xylene, a more atom-economical process -. 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Available and is the organic compound with the formula C6H4 ( CO ) 2O Sheet phthalic. With soap and plenty of water for at least 15 minutes a gas-phase reaction with para-chlorophenol followed by hydrolysis the! And on the bottom of the anthroquinone dye quinizarin by reaction with naphthalene molecular. Viewing in the manufacture of plasticizers for plastics fresh air continued technology development and expansion we! Pa Plant is a principal commercial form of vapor, fume, or dust a!