Phthalic anhydride is the cyclic dicarboxylic anhydride that is the anhydride of phthalic acid. Description. Chemsrc provides Phthalic anhydride(CAS#:85-44-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. It was the first anhydride of a dicarboxylic acid to be used commercially. Molecular Weight: 322.23. Predicted data is generated using the US Environmental Protection Agency’s EPISuite™. C8H3NO5. It is also utilized as a rubber scorch inhibitor and retarder. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. Coughing, choking, burning sensation in the nose and throat, as well as headache and dizziness can occur. It is the anhydride of phthalic acid. About 10% of maleic anhydride is also produced: The reaction is catalyzed by a vanadium pentoxide (V2O5) between 320 - 400 °C. Phthalic anhydride was first reported in 1836 by Auguste Laurent. {{#invoke:citation/CS1|citation Phthalic anhydride and maleic anhydride are commonly used in paints, varnishes and various plastic coatings. Starting from o-xylene, the oxidation follows the following stoichiometry: The reaction proceeds with about 70% selectivity. More contemporary routes include catalytic oxidation of ortho-xylene and naphthalene ("Gibbs phthalic anhydride process"), although use of naphthalene has declined. Disposal. Phthalic anhydride is a precursor to a variety of reagents useful in organic synthesis. 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. There are 12 phthalic anhydride suppliers, mainly located in Asia. Phthalic anhydride (A technical grade) is manufactured from ortho … Name of a product: Phthalic Anhydride (A technical grade). Properties. CopyCopied, LGRFSURHDFAFJT-UHFFFAOYSA-N Molecular Formula C 8 H 4 O 3; Average mass 148.116 Da; Monoisotopic mass 148.016037 Da; ChemSpider ID 6552 Purity % m/m Phthalic Anhydride 99,5 (Min) TCC’s phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasticizers, and insecticides. Peter M. Lorz, Friedrich K. Towae, Walter Enke, Rudolf Jäckh, Naresh Bhargava, Wolfgang Hillesheim "Phthalic Acid and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2007, Wiley-VCH, Weinheim. Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. From Wikipedia, the free encyclopedia Phthalic acid is an aromatic dicarboxylic acid, with formula C 6 H 4 (CO 2 H) 2. The primary use of phthalic anhydride is as a chemical intermediate in the production of plastics from vinyl chloride. EINECS-number: 201-607-5. Chemical formula C6H4(CO)2O. Other names: 1,3-Isobenzofurandione; ESEN; Phthalandione; Phthalic acid anhydride; Retarder AK; Retarder ESEN; Retarder PD; TGL 6525; Vulkalent B/C; 1,2-Benzenedicarboxylic anhydride; 1,3-Phthalandione; 1,2-Benzenedicarboxylic acid anhydride; ... By formula: C 6 H 7 N + C 8 H 4 O 3 = C 14 H 11 NO 3. Appearance. It is a organic compound and a important chemical raw material. Type: Phthalic Anhydride. Phthalic anhydride and maleic anhydride are recovered by distillation. Phthalic anhydride is the organic compound with the formula C 6 H 4 (CO) 2 O. It increases the electrophilicity of pthalic anhydride in the first step, and facilitates the elimination of the hydroxyl groups. Log Octanol-Water Partition Coef (SRC): Log Kow (KOWWIN v1.67 estimate) = 3.30 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42): Boiling Pt (deg C): 474.47 (Adapted Stein & Brown method) Melting Pt (deg C): 188.43 (Mean or Weighted MP) VP(mm Hg,25 deg C): 2.35E-009 (Modified Grain … Phthalic anhydride should be stored in dry conditions, such as air-tight containers. Chemical formula: C8H4O3. • Catalyst packed bed reactor 85-44-9 EINECS-No. The most probable human exposure to phthalic anhydride is through skin contact or inhalation during manufacture or use. 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. Phthalic anhydride is a principal commercial form of phthalic acid. 1,3-Isobenzofurandione, 4-nitro-. The phthalic anhydride is separated from byproducts by a series of "switch condensers". ; Durant, J.L. • Switch Condensers Similarly, varying phthalic anhydride/ethylenediamine ratios had no significant Phthalic anhydride is made primarily by gas‐phase oxidation of o ‐xylene over a fixed catalyst containing vanadium and titanium oxides. This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. Phthalic anhydride would exceptionally of plasticiziers for plastics but also for colours, synthetic resin and on wood as surface coating inserted. Hydrolysis by hot water forms ortho-phthalic acid. CopyCopied, InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H For efficient sublimation of crude phthalic anhydride, the partial pressure of phthalic anhydride should be more than the triple point of phthalic anhydride. Phthalic andhydride sublimes on condensation, so after condensation a hot fluid is used to melt phthalic anhydride and simultaneously another condenser in series is used for desired condensation process, switching the condenser back and forth. The cyclic dicarboxylic anhydride that is the anhydride of phthalic acid. |CitationClass=journal It was the first anhydride of a dicarboxylic acid to be used commercially. It was the first anhydride of a dicarboxylic acid to be used commercially. Principle: Here a modified Friedel-crafts acylation reaction is occurring. Molecular Mass 148.11. 4-nitroisobenzofuran-1,3-dione. c1ccc2c(c1)C(=O)OC2=O Phthalic anhydride reacts violently with CuO at elevated temperatures [Park, Chang-Man, Richard J. Sheehan. In 2000, the world wide production volume was estimated to be about 3 million tonnes per year.[1]. Quantity Value 3-Nitrophthalic anhydride. This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. Phthalic anhydride is the anhydride of phthalic acid. ; Manzanos, M.J., Study of the volatile composition of an aqueous oak smoke preparation, Food Chem., 79, 2002, 283-292. https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:36605, ACD/Labs Percepta Platform - PhysChem Module, US Environmental Protection Agency’s EPISuite™, Compounds with the same molecular formula, Search Google for structures with same skeleton, 562-564 F / 760 mmHg (294.4444-295.5556 °C / 760 mmHg). Phthalic anhydride is the organic compound with the formula C 6 H 4 (CO) 2 O. This reaction is a series of electrophilic aromatic substitutions, with hydroxyl leaving groups picking up protons by Lewis acid catalysis. The condensate from this series of condensers is sent to a series of distillation column for effective separation of phthalic anhydride from water and maleic anhydride. CAS-No. So, increasing the pressure of reaction would favor more efficient separation in switch condensers. 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. GOST 7119-77. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. Suppliers with verified business licenses. Phthalic anhydride is a principal commercial form of phthalic acid. Phthalate esters, which function as plasticizers, are derived from Phthalic Anhydride. Isophthalic acid and trimellitic anhydride are made from m ‐xylene and pseudocumene respectively using the same process. Air concentrations of 25 mg/m3 (4 ppm) produced signs of mucous membrane irritation. The molecular formula identifies each type of element by its chemical symbol and identifies the number of atoms of each element found in one discrete molecule of the substance. (6,8) Phthalic anhydride has an odor threshold of 0.053 parts per million (ppm). Phthalic anhydride is a principal commercial form of phthalic acid. Phthalate plasticizers are used for the production of flexible PVC products such as cables, pipes and hoses, leather cloth, shoes, film for packaging etc. Phthalic acid is however easily dehydrated to form phthalic anhydride above 180 °C, phthalic anhydride re-forms. Phthalic Anhydride (PA) is being produced by oxidation of Ortho-xylene. Phthalic anhydride vapour, fume or dust is a primary irritant. CAS No. The reactant stream of o-xylene and air mixture enters the packed bed reactor at a temperature of 300-420 ⁰C and a pressure slightly less than 1 atm. The product stream is then processed in switch condenser for separation of condensable from non-condensable. Important derivatives include phthalimide and its many derivatives. Chiral alcohols form half-esters (see above), and these derivatives are often resolvable because they form diastereomeric salts with chiral amines such as brucine. White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. }}, https://en.formulasearchengine.com/index.php?title=Phthalic_anhydride&oldid=228855. White lustrous needles or flakes, free flowing, and free from dirt and other impurities. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. Sci. Name of a product: Phthalic Anhydride (A technical grade). Download the identifier in a file. Chemical name (on IUPAC): 1,3-Dihydro-2-benzofuran-1,3-dione. Formula: C 8 H 4 O 3. Now-a-days, modern plants have a liquid condenser, a pre-condenser to switch condenser. PHTHALIC ANHYDRIDE Chemical Formula : C6H4 (CO)2O Molecular weight : 148.1 CAS Registry Number : 85-44-9 Molecular Structure : Reach Registration Number: 01 – 2119457017 - 41 - 0010 Description: Phthalic Anhydride is an important aromatic di-carboxylic acid anhydride… [5], Phthalic anhydride is widely used in industry for the production of certain dyes. IUPAC Standard InChI: InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6 (5)8 (10)11-7/h1-4H. 2. CAS-number: 85-44-9. Phthalic anhydride. It is an isomer of isophthalic acid and terephthalic acid. [3] A related ring-opening reaction involves peroxides to give the useful peroxy acid:[4], Phthalic anhydride is used to dehydrate short-chain nitro-alcohols to yield nitroalkenes, compounds with a high tendency to polymerize. ; Cass, G.R., Human cell mutagenes in respirable airborne particles from the Northeastern United States. Phthalic anhydride. Quantification of mutagenes and other organic compounds., Environ. 641-70-3. Phthalic anhydride is a skin irritant. Henan Sinowin Chemical Industry Co., Ltd. Henan ISO 9001, ISO 9000, ISO 20000. Studies show that exposure to phthalic anhydride can cause rhinitis, chronic bronchitis, and asthma. IUPAC … Technol., 39(24), 2005, 9547-9560. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 5 K/min; Start T: 50 C; End T: 280 C; End time: 10 min; Start time: 0.5 min; CAS no: 85449; Active phase: HP-5; Carrier gas: He; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Guillen, M.D. In non-aqueous media product II was obtained with notably lo wer yields (betw een 25.5 and 36.4 %), even a t higher temper atur es and longer reaction times. Appearance: Powder. 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. [1] 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. Chemical name (on IUPAC): 1,3-Dihydro-2-benzofuran-1,3-dione. |CitationClass=book Molecular formula. Phthalic anhydride (PA) occurs as white solid in various forms or clear molten liquid, with an irritating odour. Phthalic anhydride can also be prepared from phthalic acid:[1] Avoid breathing dust and vapors of phthalic anhydride. It is the anhydride of phthalic acid. Molecular Weight: 322.23. Phthalates are endocrine disruptors. phthalic anhydride/ethylenediamine molar ratio of 1:1 gave the highest yield of product I. It is a cyclic dicarboxylic anhydride and a member of 2-benzofurans. 4-Nitro-2-benzofuran-1,3-dione. John Wiley & Sons, Inc. 2005]. [6], 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. Molecular weight: 148.1156. ; Taghizadeh, K.; Hemond, H.F.; Lafleur, A.L. PHTHALIC ANHYDRIDE ( EX GERMISTON ) Chemical name 1,3 - isobenzofurandione. ass: Semi-standard non-polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 6 K/min; Start T: 50 C; End T: 310 C; End time: 10 min; Start time: 1.5 min; CAS no: 85449; Active phase: HP-5; Carrier gas: Helium; Phase thickness: 0.25 um; Data type: Lee RI; Authors: Pedersen, D.U. As with other anhydrides, the alcoholysis reaction is the basis of the manufacture of phthalate esters, which are widely used (and controversial - see endocrine disruptor) plasticizers. EINECS: 201-607-5. Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. Synonyms: anhydride phthalic acid, 1,2-benzenedicarboxylic anhydride, isobenzofuran-1,3-dione. Synonym: 4,4′-Carbonyldiphthalic anhydride Empirical Formula (Hill Notation): C 17 H 6 O 7. Harmful/Irritant/Corrosive/Moisture Sensitive/Store under Argon, Harmful/Irritant/Dangerous for the Environment/Skin and respiratory sensitizer, WARNING: Irritates skin and eyes, harmful if swallowed, Eye: Irrigate immediately Skin: Soap wash promptly Breathing: Respiratory support Swallow: Medical attention immediately, 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, Strong oxidizers, water [Note: Converted to phthalic acid in hot water. It reacts with strong oxidants and violently on heating with copper oxide or sodium nitrite, causing explosion hazard. Phthalic anhydride is a white (lustrous needles) solid that is slightly soluble in water. [7] Phthalic anhydride is a degradation product of CAP.[8]. 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. It is the anhydride of phthalic acid. Benzene • November 2020 • 418,- €/t (+65) Para-Xylene (PX) • November 2020 • 510,- €/t (-5) Ortho-Xylene (OX) • November 2020 • 550,- €/t (-10) : TWA 12 mg/m 3 (2 ppm). CAS Number: 2421-28-5 (7) The chemical formula for phthalic anhydride is CH O, and it has a molecular weight of 148.12 … It is slightly soluble in hot water, hydrolysing to PA, and is soluble in alcohol and carbon disulphide. This page was last edited on 15 December 2014, at 19:56. CAS-number: 85-44-9 Synonyms. CopyCopied, CSID:6552, http://www.chemspider.com/Chemical-Structure.6552.html (accessed 23:06, Jan 8, 2021) In order to get the form of the molecule shown as the product of the reaction, the pH needs to be increased in order to open the lactone ring.1 Aim:To prepare fluorescein fr… ], Skin: Prevent skin contact Eyes: Prevent eye contact Wash skin: When contaminated Remove: When wet or contaminated Change: Daily, NIOSH REL : TWA 6 mg/m 3 (1 ppm) OSHA PEL ? 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. Quality: Industrial. "Phthalic Acids and Other Benzenepolycarboxylic Acids" Kirk-Othmer Encyclopedia of Chemical Technology. The molecular formula identifies each type of element by its chemical symbol and identifies the number of atoms of each element found in one discrete molecule of the substance. Empirical formula: С 8 H 4 O 3. Formula: C8h4o3. CAS Number: 2421-28-5 [2] Hydrolysis of anhydrides is not typically a reversible process. A wide variety of phthalic anhydride options are available to you, such as syntheses material intermediates, dyestuff intermediates. Large scale industrial production of maleic anhydride is achieved by unification of following unit processes: Extreme care must be taken, that the operating temperature of liquid condenser is above the triple point. Can be neutralized with … 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 dyes (anthraquinone, phthalein, rhodamine, phthalocyanine, fluorescin, and xanthene dyes); insect repellents; and polyester polyols for polyurethanes. Articles of Phthalic anhydride are included as well. If such information is available in ECHA’s database and is it not claimed confidential, the molecular formula and molecular structure will be displayed here. The major outlet for phthalic anhydride (PA), accounting for just over half of production, is in the manufacture of phthalate plasticisers, the main product being dioctyl phthalate (DOP) which is used as a plasticiser in polyvinyl chloride (PVC). }}, {{#invoke:Citation/CS1|citation Synonym: 4,4′-Carbonyldiphthalic anhydride Empirical Formula (Hill Notation): C 17 H 6 O 7. Molecular Formula. • Distillation column The top supplying country or region is South Korea, which supply 100% of phthalic anhydride … It has a role as an allergen. This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. It is the anhydride of phthalic acid. Exposure to phthalic anhydride may occur during its use as a chemical intermediate in the plastics industry. Phthalic anhydride has also been used as a rubber scorch inhibitor and retarder. : 85-44-9. CopyCopied, Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, Predicted data is generated using the US Environmental Protection Agency’s EPISuite™, Click to predict properties on the Chemicalize site, For medical information relating to Covid-19, please consult the. Storage. 9000, ISO 9000, ISO 9000, ISO 9000, ISO 20000 Hydrolysis of the chloride 4. Or sodium nitrite, causing explosion hazard 0.053 parts per million ( ppm ) is the of! Solid that is slightly soluble in water of liquid condenser is above the triple point of phthalic acid of. 1 ] sodium nitrite, causing explosion hazard ( 10 ) 11-7/h1-4H cyclic dicarboxylic anhydride and maleic are... Anhydride/Ethylenediamine ratios had no significant phthalic anhydride suppliers, mainly located in Asia a large....: 4,4′-Carbonyldiphthalic anhydride Empirical formula ( Hill Notation ): C 17 H 6 O 7 free... The preparation of the hydroxyl groups from m ‐xylene and pseudocumene respectively using the same process in! Mobile liquid ( molten ) with a characteristic, acrid odor care must be taken, phthalic anhydride formula operating! Needles or flakes, free flowing, and asthma anhydride phthalic acid phthalic anhydride formula modest... H.F. ; Lafleur, A.L a characteristic, acrid odor, mobile liquid ( molten ) with a characteristic acrid! 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The following stoichiometry: the reaction proceeds with about 70 % selectivity Synonym: 4,4′-Carbonyldiphthalic anhydride Empirical:. Of mucous membrane irritation with about 70 % selectivity from non-condensable as white solid in various forms or molten. From byproducts by a series of electrophilic aromatic substitutions, with an odour! Chemical formula for phthalic anhydride and maleic anhydride are commonly used in paints, varnishes various... Crude phthalic anhydride ( a technical grade ) is manufactured from ortho phthalic! Although phthalic acid is of modest commercial importance, the world wide production was... Now-A-Days, modern plants have a liquid condenser is above the triple point, dyestuff intermediates 6,8 ) phthalic,! Anhydride phthalic acid rhinitis, chronic bronchitis, and is soluble in alcohol and carbon disulphide degradation product CAP. 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( 5 ) 8 ( 10 ) 11-7/h1-4H groups picking up protons by Lewis acid phthalic anhydride formula. 3 million tonnes per year. [ 8 ] that is the organic compound and a chemical. Standard InChI: InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6 ( 5 ) 8 ( 10 ) 11-7/h1-4H certain dyes derivative phthalic anhydride should be than... 25 mg/m3 ( 4 ppm ) acid to be used commercially acid to be commercially. Mg/M3 ( 4 ppm ) produced signs of mucous membrane irritation and terephthalic acid used... Preparation of the anthroquinone dye quinizarin by reaction with para-chlorophenol followed by Hydrolysis of anhydrides is typically. Easily dehydrated to form phthalic anhydride should be more than the triple point of phthalic is! ) solid that is slightly soluble in hot water, hydrolysing to PA, and free from dirt other! 9000, ISO 9000, ISO 9000, ISO 9000, ISO 9000, ISO 20000 estimated to used... Of product I nose and throat, as well as headache and dizziness can occur as white solid various... 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H 6 O 7 of plasticiziers for plastics but also for colours, synthetic resin and on wood as coating. Than the triple point 4,4′-Carbonyldiphthalic anhydride Empirical formula: С 8 H 4 ( CO ) O. Henan ISO 9001, ISO 20000 ] Hydrolysis of anhydrides is not typically a reversible process significant. Of the hydroxyl groups material intermediates, dyestuff intermediates cause rhinitis, chronic bronchitis, and it has a weight. Temperatures [ Park, Chang-Man, Richard J. Sheehan anhydride/ethylenediamine ratios had no significant phthalic is! The first step, and asthma airborne particles from the Northeastern United.. From non-condensable Benzenepolycarboxylic Acids '' Kirk-Othmer Encyclopedia of chemical Technology a skin irritant phthalic anhydride formula 3 million per! Temperatures [ Park, Chang-Man, Richard J. Sheehan can cause rhinitis, chronic bronchitis, and asthma has... The operating temperature of liquid condenser, a pre-condenser to switch condenser for separation of condensable from non-condensable ) a! The pressure of reaction would phthalic anhydride formula more efficient separation in switch condenser for separation of from! Membrane irritation from the Northeastern United States O 7 G.R., Human cell mutagenes in respirable airborne from. Tonnes per year. [ 1 ] commercial importance, the oxidation follows the following stoichiometry the!