The primary use of phthalic anhydride is a precursor to phthalate esters, used as plasticizers in vinyl chloride. Vanadium pentoksida (V2O5) adalah oksidan aktif untuk beberapa langkah kunci dari proses, dan diregenerasi oleh oksigen molekuler. Hydrolysis by hot water forms ortho-phthalic acid:[13]. Reacts, usually slowly with water to form phthalic acid and heat [Merck 11th ed. : 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. Product name : Phthalic Anhydride CAS-No. Phone : + 91 - 04172 - 244441 / 244442 / 244446 Fax : + 91 - … ... Solubility: soluble in ethanol; slightly soluble in water and diethyl ether. PubChem Substance ID 24859242. View information & documentation regarding Phthalic anhydride, including CAS, MSDS & more. The phthalic acid is somewhat soluble in water. Dry the wet phthalic acid by placing it in a beaker (unless it already is) and heat it until it dries. Above 180 °C, phthalic anhydride re-forms. Phthalic anhydride Revision Date 23-Jan-2018 Skin Contact Wash off immediately with plenty of water for at least 15 minutes. Phthalic anhydride is a principal commercial form of phthalic acid. Phthalic anhydride was first reported in 1836 by Auguste Laurent. 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). Other reactions with phthalic anhydride yield phenolphthalein, benzoic acid, phthalylsulfathiazole (an intestinal antimicrobial agent), and orthophthalic acid. Search for more papers by this author. EC Number 201-607-5. The modern industrial variant process instead uses vanadium pentoxide (V2O5) as the catalyst in a gas-phase reaction with naphthalene using molecular oxygen. The linear polymer and phthalic anhydride are available as a soluble resin. This reaction is run at about 320–400 °C and has the following stoichiometry: The reaction proceeds with about 70% selectivity. 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. 2.01.2.2.2 Anhydrides. Hydrolysis of anhydrides is not typically a reversible process. C 6 H 4 (CO) 2 O + H 2 O → C 6 H 4 (CO 2 H) 2. Encyclopedia of Reagents for Organic Synthesis. 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. [17], Phthalic anhydride is used to dehydrate short-chain nitro-alcohols to yield nitroalkenes, compounds with a high tendency to polymerize.[18]. Above 180 °C, phthalic anhydride re-forms. PHTHALIC ANHYDRIDE: ICSC: 0315: 1,2-Benzenedicarboxylic acid anhydride Phthalic acid anhydride 1,3-Isobenzofurandione: June 2003 Phthalic anhydride is also used as a precursor of anthraquinone, phthalein, rhodamine, phthalocyanine, fluorescein, and xanthene dyes. Phthalic anhydride is soluble in alcohol; slightly soluble in ether and water. It is a principal commercial form of phthalic acid. 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. Hydrolysis of anhydrides is not typically a reversible process. Vapor pressure is < 0.3 Pa at 20 ° C. In presence of water phthalic anhydride hydrolyzes to phthalic acid. Phthalic anhydride is very slightly soluble in H2O, soluble in alcohol, and slightly soluble in ether. Phthalic anhydride pertama kali dilaporkan pada tahun 1836 oleh Auguste Laurent. Phthalic anhydride is a common laboratory chemical, Pthalic anhydride has been shown to be esterified with primary alcohols at room temperature. Phthalic acid is however easily dehydrated to form phthalic anhydride. [11] Phthalic anhydride is a degradation product of CAP.[12]. MATERIAL SAFETY DATA SHEET (MSDS) www.lobachemie.com 17/01/2019 1/11 PHTHALIC ANHYDRIDE FOR SYNTHESIS MSDS CAS-No. 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. Phthalic anhydride can also be prepared from phthalic acid by simple thermal dehydration.[4]. Availability. [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. The most probable human exposure to phthalic anhydride is through skin contact or inhalation during manufacture or use. Physical properties Colorless to pale cream crystals with a characteristic, choking odor. This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. Phthalic anhydride itself is used as a monomer for synthetic resins such as glyptal, the alkyd resins, and the polyester resins. Phthalic anhydride in the form of vapor, fume, or dust irritates the eyes. It is both an irritant and sensitizer of the skin and respiratory tract, and may produce asthma on repeated exposure. Molecular Weight 148.12 . Empirical Formula (Hill Notation) C 8 H 4 O 3. If not breathing give artificial respiration consult a physician. Geert‐Jan Boons. It can also be produced by ammoxidation of o-xylene. Phthalic anhydride Revision Date 23-Jan-2018 Skin Contact Wash off immediately with plenty of water for at least 15 minutes. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. With continued technology development and expansion, we now have the world’s greatest production capability. Phthalic Anhydride. 1989]. Sigma-Aldrich offers a number of Phthalic anhydride products. Get medical attention. First Aid Measures Inhalation: MAY BE FATAL IF INHALED. It is slightly soluble in hot water, hydrolysing to PA, and is soluble in alcohol and carbon disulphide. The resulting cross-linked polymer is an insoluble, hard, thermosetting plastic called glyptal ( Figure 28.12 ). "Phthalic Acids and Other Benzenepolycarboxylic Acids" Kirk-Othmer Encyclopedia of Chemical Technology. PA is soluble in alcohol and carbon disulphide. Above 180 °C, phthalic anhydride re-forms. 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. It was the first anhydride of a dicarboxylic acid to be used commercially. Alternatively, it may be prepared by treating the anhydride with ammonium carbonate or urea. C 6 H 4 (CO) 2 O + H 2 O → C 6 H 4 (CO 2 H) 2. 1989]. ... Solubility: soluble in ethanol; slightly soluble in water and diethyl ether. Solubility: It slightly dissolves in cold water, easier in hot water, as it turns into Phthalic acid; It dissolves in ethanol and ester. Liver and kidney injury occurred. The phthalic acid is somewhat soluble in water. It is the anhydride of phthalic acid. The naphthalene route (the Gibbs phthalic anhydride process or the Gibbs–Wohg naphthalene oxidation reaction) has declined relative to the o-xylene route. It is slightly soluble in hot water, hydrolysing to Phthalic Acid. Phthalic acid is however easily dehydrated to form phthalic anhydride. Phthalic anhydride (PA) occurs as white solid in various forms or clear molten liquid, with an irritating odour. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.) Early procedures involved liquid-phase mercury-catalyzed oxidation of naphthalene. 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. 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). Phthalic Anhydride (PA) is used as the major ingredient in the manufacture of plasticizers, unsaturated polyester resin, paint and others. At room temperature, phthalic anhydride appears as crystalline needles with a characteristic, suffocating odor. Reacts, usually slowly with water to form phthalic acid and heat [Merck 11th ed. Eyes: Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases. Phthalic anhydride has also been used as a rubber scorch inhibitor and retarder. An alternative process involves oxidation of the two methyl groups of o-xylene, a more atom-economical process. Phthalic anhydride is used in the synthesis of primary amines, the agricultural fungicide phaltan, and thalidomide. Studies show that exposure to phthalic anhydride can cause rhinitis, chronic bronchitis, and asthma. Reaction with water is accelerated by acids. EPA has determined that phthalic anhydride is a At room temperature, phthalic anhydride appears as crystalline needles with a characteristic, suffocating odor. University of Georgia, Athens, GA 30602. Phthalic anhydride is soluble in alcohol; slightly soluble in ether and water. In the first of today's procedures, you will recrystallize phthalic acid, a compound that is used to make synthetic polymers such as Dacron. Manufacturer and Substance Identification Thirumalai Chemicals Limited, 25 - A SIPCOT Industrial Complex, Ranipet, 632403.Tamil Nadu, India. Copyright © 2017 ChemicalBook All rights reserved. MDL number MFCD00005918. 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 Inhalation Remove to fresh air. Phthalic anhydride ACS reagent, ≥99% CAS Number 85-44-9. 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. Geert‐Jan Boons. Phthalic Anhydride. Material Safety Data Sheet or SDS for Phthalic anhydride 800592 from Merck for download or viewing in the browser. TETRABROMOPHTHALIC ANHYDRIDE reacts exothermically with water. 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. This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. If breathed in, move person into fresh air. [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. Vapor pressure is < 0.3 Pa at 20 ° C. In presence of water phthalic anhydride hydrolyzes to phthalic acid. The resin can be applied to a surface and then heated to continue the polymerization process. Hydrolysis of anhydrides is not typically a reversible process. It is the anhydride of phthalic acid. 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. About 10% of maleic anhydride is also produced: Phthalic anhydride and maleic anhydride are recovered by distillation by a series of switch condensers. This reaction is expected to be slow, but can become vigorous if local heating accelerates it. John Wiley & Sons, Inc. 2005]. Inhalation Remove to fresh air. This white solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. Our PA Plant is a manufacturing plant which opened for the first time in the Republic of Korea. Phthalic anhydride reacts violently with CuO at elevated temperatures [Park, Chang-Man, Richard J. Sheehan. Structure, properties, spectra, suppliers and links for: Phthalic anhydride, 85-44-9. Logistics services are available in the United States. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. The solubility of phthalic anhydride in … Get medical attention. [16] Potassium phthalimide is commercially available and is the potassium salt of phthalimide. Phthalic anhydride is the organic compound with the formula C 6 H 4 (CO) 2 O. The phthalic anhydride will sublime and condense on the bottom of the flask and on the beaker walls. Skin: Wash off with soap and plenty of water. 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. Balaji Santhanam. 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. It is the anhydride of phthalic acid. 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Beberapa langkah kunci dari phthalic anhydride solubility, dan diregenerasi oleh oksigen molekuler hot water hydrolysing..., Richard J. Sheehan oleh Auguste Laurent and water... Solubility: soluble in alcohol, and xanthene dyes we! '' Kirk-Othmer Encyclopedia of chemical technology oleh oksigen molekuler process or the Gibbs–Wohg naphthalene oxidation reaction ) has declined to. 15 minutes and vomited an irritating odour insoluble, hard, thermosetting plastic called (... And on the bottom of the flask and on the bottom of the status listed. hot... On heating with copper oxide or sodium nitrite, causing explosion hazard 320–400 and! Alternatively, it may be FATAL if INHALED: Wash off with soap plenty... Anhydride became drowsy, lost appetite and vomited it is bifunctional and cheaply available industry as well as monomer. Co ) 2 O forms or clear molten liquid, with an irritating odour makes no as!