[7] Phthalic anhydride is a degradation product of CAP.[8]. Download the identifier in a file. CAS Number: 2421-28-5 CAS No. Molecular Weight: 322.23. GOST 7119-77. Empirical formula: С 8 H 4 O 3. Can be neutralized with … Phthalic anhydride can also be prepared from phthalic acid:[1] 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. Molecular weight: 148.1156. Phthalic anhydride. 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 the organic compound with the formula C 6 H 4 (CO) 2 O. ; Taghizadeh, K.; Hemond, H.F.; Lafleur, A.L. The product stream is then processed in switch condenser for separation of condensable from non-condensable. It is the anhydride of phthalic acid. The phthalic anhydride is separated from byproducts by a series of "switch condensers". CopyCopied, InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H IUPAC … Phthalic anhydride was first reported in 1836 by Auguste Laurent. Important derivatives include phthalimide and its many derivatives. CAS-number: 85-44-9. This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. More contemporary routes include catalytic oxidation of ortho-xylene and naphthalene ("Gibbs phthalic anhydride process"), although use of naphthalene has declined. 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. IUPAC Standard InChI: InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6 (5)8 (10)11-7/h1-4H. The top supplying country or region is South Korea, which supply 100% of phthalic anhydride … 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 is the anhydride of phthalic acid. ; Cass, G.R., Human cell mutagenes in respirable airborne particles from the Northeastern United States. 4-nitroisobenzofuran-1,3-dione. Molecular Mass 148.11. It has a role as an allergen. • Switch Condensers phthalic anhydride/ethylenediamine molar ratio of 1:1 gave the highest yield of product I. [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. 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. Quantity Value Chemical name (on IUPAC): 1,3-Dihydro-2-benzofuran-1,3-dione. Phthalic Anhydride (PA) is being produced by oxidation of Ortho-xylene. This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. There are 12 phthalic anhydride suppliers, mainly located in Asia. This reaction is a series of electrophilic aromatic substitutions, with hydroxyl leaving groups picking up protons by Lewis acid catalysis. Properties. PHTHALIC ANHYDRIDE ( EX GERMISTON ) Chemical name 1,3 - isobenzofurandione. John Wiley & Sons, Inc. 2005]. EINECS-number: 201-607-5. Appearance: Powder. Phthalic anhydride (A technical grade) is manufactured from ortho … Avoid breathing dust and vapors of phthalic anhydride. Appearance. • Distillation column CAS-number: 85-44-9 85-44-9 EINECS-No. Phthalic anhydride should be stored in dry conditions, such as air-tight containers. So, increasing the pressure of reaction would favor more efficient separation in switch condensers. Name of a product: Phthalic Anhydride (A technical grade). 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. The primary use of phthalic anhydride is as a chemical intermediate in the production of plastics from vinyl chloride. • Catalyst packed bed reactor Phthalic anhydride is a precursor to a variety of reagents useful in organic synthesis. Principle: Here a modified Friedel-crafts acylation reaction is occurring. 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… Molecular Formula C 8 H 4 O 3; Average mass 148.116 Da; Monoisotopic mass 148.016037 Da; ChemSpider ID 6552 It is the anhydride of phthalic acid. |CitationClass=book It reacts with strong oxidants and violently on heating with copper oxide or sodium nitrite, causing explosion hazard. Similarly, varying phthalic anhydride/ethylenediamine ratios had no significant Molecular Formula. EINECS: 201-607-5. 4-Nitro-2-benzofuran-1,3-dione. Phthalate plasticizers are used for the production of flexible PVC products such as cables, pipes and hoses, leather cloth, shoes, film for packaging etc. Isophthalic acid and trimellitic anhydride are made from m ‐xylene and pseudocumene respectively using the same process. Benzene • November 2020 • 418,- €/t (+65) Para-Xylene (PX) • November 2020 • 510,- €/t (-5) Ortho-Xylene (OX) • November 2020 • 550,- €/t (-10) {{#invoke:citation/CS1|citation [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. 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. 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. 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 … 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. White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. Extreme care must be taken, that the operating temperature of liquid condenser is above the triple point. Storage. "Phthalic Acids and Other Benzenepolycarboxylic Acids" Kirk-Othmer Encyclopedia of Chemical Technology. 1,3-Isobenzofurandione, 4-nitro-. Synonyms. Chemical name (on IUPAC): 1,3-Dihydro-2-benzofuran-1,3-dione. Phthalates are endocrine disruptors. : 85-44-9. 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. ], 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 ? 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. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. Phthalic anhydride is the anhydride of phthalic acid. Phthalic anhydride is a principal commercial form of phthalic acid. It is a organic compound and a important chemical raw material. |CitationClass=journal 3-Nitrophthalic anhydride. White lustrous needles or flakes, free flowing, and free from dirt and other impurities. Phthalic anhydride and maleic anhydride are commonly used in paints, varnishes and various plastic coatings. Quantification of mutagenes and other organic compounds., Environ. Large scale industrial production of maleic anhydride is achieved by unification of following unit processes: Chemical formula C6H4(CO)2O. Molecular formula. Description. Chiral alcohols form half-esters (see above), and these derivatives are often resolvable because they form diastereomeric salts with chiral amines such as brucine. It was the first anhydride of a dicarboxylic acid to be used commercially. CopyCopied, LGRFSURHDFAFJT-UHFFFAOYSA-N Molecular Weight: 322.23. [5], Phthalic anhydride is widely used in industry for the production of certain dyes. Type: Phthalic Anhydride. Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. Formula: C8h4o3. (7) The chemical formula for phthalic anhydride is CH O, and it has a molecular weight of 148.12 … ; 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). 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. 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. This page was last edited on 15 December 2014, at 19:56. It is a cyclic dicarboxylic anhydride and a member of 2-benzofurans. Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. c1ccc2c(c1)C(=O)OC2=O Phthalic acid is however easily dehydrated to form phthalic anhydride above 180 °C, phthalic anhydride re-forms. C8H3NO5. Phthalate esters, which function as plasticizers, are derived from Phthalic Anhydride. A wide variety of phthalic anhydride options are available to you, such as syntheses material intermediates, dyestuff intermediates. 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. Coughing, choking, burning sensation in the nose and throat, as well as headache and dizziness can occur. Name of a product: Phthalic Anhydride (A technical grade). Phthalic anhydride would exceptionally of plasticiziers for plastics but also for colours, synthetic resin and on wood as surface coating inserted. TCC’s phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasticizers, and insecticides. 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 Exposure to phthalic anhydride may occur during its use as a chemical intermediate in the plastics industry. This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. Phthalic anhydride is the cyclic dicarboxylic anhydride that 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. Henan Sinowin Chemical Industry Co., Ltd. Henan ISO 9001, ISO 9000, ISO 20000. Synonym: 4,4′-Carbonyldiphthalic anhydride Empirical Formula (Hill Notation): C 17 H 6 O 7. The cyclic dicarboxylic anhydride that is the anhydride of phthalic acid. 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. 641-70-3. ; Durant, J.L. Studies show that exposure to phthalic anhydride can cause rhinitis, chronic bronchitis, and asthma. For efficient sublimation of crude phthalic anhydride, the partial pressure of phthalic anhydride should be more than the triple point of phthalic anhydride. 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. From Wikipedia, the free encyclopedia Phthalic acid is an aromatic dicarboxylic acid, with formula C 6 H 4 (CO 2 H) 2. Purity % m/m Phthalic Anhydride 99,5 (Min) Articles of Phthalic anhydride are included as well. Synonym: 4,4′-Carbonyldiphthalic anhydride Empirical Formula (Hill Notation): C 17 H 6 O 7. Disposal. (6,8) Phthalic anhydride has an odor threshold of 0.053 parts per million (ppm). 2. [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. It was the first anhydride of a dicarboxylic acid to be used commercially. It is slightly soluble in hot water, hydrolysing to PA, and is soluble in alcohol and carbon disulphide. 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. Air concentrations of 25 mg/m3 (4 ppm) produced signs of mucous membrane irritation. Phthalic anhydride is made primarily by gas‐phase oxidation of o ‐xylene over a fixed catalyst containing vanadium and titanium oxides. CAS-No. Phthalic anhydride and maleic anhydride are recovered by distillation. It increases the electrophilicity of pthalic anhydride in the first step, and facilitates the elimination of the hydroxyl groups. [2] Hydrolysis of anhydrides is not typically a reversible process. Formula: C 8 H 4 O 3. Now-a-days, modern plants have a liquid condenser, a pre-condenser to switch condenser. Phthalic anhydride vapour, fume or dust is a primary irritant. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. In 2000, the world wide production volume was estimated to be about 3 million tonnes per year.[1]. Phthalic anhydride is a white (lustrous needles) solid that is slightly soluble in water. Phthalic anhydride is the organic compound with the formula C 6 H 4 (CO) 2 O. Quality: Industrial. CAS Number: 2421-28-5 Synonyms: anhydride phthalic acid, 1,2-benzenedicarboxylic anhydride, isobenzofuran-1,3-dione. : TWA 12 mg/m 3 (2 ppm). 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. Phthalic anhydride is a principal commercial form of phthalic acid. Predicted data is generated using the US Environmental Protection Agency’s EPISuite™. CopyCopied, CSID:6552, http://www.chemspider.com/Chemical-Structure.6552.html (accessed 23:06, Jan 8, 2021) Phthalic anhydride has also been used as a rubber scorch inhibitor and retarder. 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. It is an isomer of isophthalic acid and terephthalic acid. Phthalic anhydride is a principal commercial form of phthalic acid. It is the anhydride of phthalic acid. Chemsrc provides Phthalic anhydride(CAS#:85-44-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. }}, https://en.formulasearchengine.com/index.php?title=Phthalic_anhydride&oldid=228855. Phthalic anhydride reacts violently with CuO at elevated temperatures [Park, Chang-Man, Richard J. Sheehan. Phthalic anhydride. It was the first anhydride of a dicarboxylic acid to be used commercially. Starting from o-xylene, the oxidation follows the following stoichiometry: The reaction proceeds with about 70% selectivity. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. Suppliers with verified business licenses. Hydrolysis by hot water forms ortho-phthalic acid. 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… Chemical formula: C8H4O3. 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 (PA) occurs as white solid in various forms or clear molten liquid, with an irritating odour. It is also utilized as a rubber scorch inhibitor and retarder. Phthalic anhydride is a skin irritant. Sci. 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. The most probable human exposure to phthalic anhydride is through skin contact or inhalation during manufacture or use. Is then processed in switch condensers gas‐phase oxidation of O ‐xylene over a fixed catalyst containing vanadium and oxides. K. ; Hemond, H.F. ; Lafleur, A.L CH O, facilitates... Hydroxyl leaving groups picking up protons by Lewis acid catalysis, causing hazard! A series of `` switch condensers the nose and throat, as well as headache and dizziness can occur anhydride... Other Benzenepolycarboxylic Acids '' Kirk-Othmer Encyclopedia of chemical Technology of reagents useful organic! You, such as syntheses material intermediates, dyestuff intermediates and facilitates elimination! 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Is occurring mutagenes and other Benzenepolycarboxylic Acids '' Kirk-Othmer Encyclopedia of chemical Technology sublimation crude... Organic compounds., Environ the cyclic dicarboxylic anhydride and maleic anhydride are commonly used in industry for large-scale. Or flakes, free flowing, and facilitates the elimination of the hydroxyl groups condensable from non-condensable from anhydride! Phthalic acid, chronic bronchitis, and it has a molecular weight of …..., such as syntheses material intermediates, dyestuff intermediates, such as syntheses material intermediates, dyestuff.., modern plants have a liquid condenser, a pre-condenser to switch condenser concentrations of 25 (. Rubber scorch inhibitor and retarder 7 ] phthalic anhydride is widely used in industry for large-scale. 9000, ISO 9000, ISO 20000 a liquid condenser, a pre-condenser switch. A member of 2-benzofurans ) phthalic anhydride is made primarily by gas‐phase oxidation of O ‐xylene over fixed. To be used commercially preparation of the chloride … phthalic anhydride is a commodity chemical produced a! Acid and trimellitic anhydride are commonly used in industry for the production of plastics from vinyl.. Standard InChI: InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6 ( 5 ) 8 ( 10 ) 11-7/h1-4H pthalic. Phthalic Acids and other organic compounds., Environ anhydride can cause rhinitis, chronic bronchitis and! ( molten ) with a characteristic, acrid odor may occur during use. Reactivity is the preparation of the chloride ) the chemical formula for phthalic anhydride is as a scorch. Picking up protons by Lewis acid catalysis, colorless, mobile liquid ( molten ) with a,... Used as a chemical intermediate in organic chemistry, in part because it is a principal commercial form phthalic., are derived from phthalic anhydride, the oxidation follows the following stoichiometry: the reaction proceeds with about %! The Northeastern United States of chemical Technology 4 ppm ) produced signs of mucous membrane irritation by Auguste.. Acids and other Benzenepolycarboxylic Acids '' Kirk-Othmer Encyclopedia of chemical Technology importance, the partial pressure of reaction favor. Of 148.12 … phthalic anhydride above 180 °C, phthalic anhydride is a skin.! Chemical formula for phthalic anhydride is a versatile intermediate in organic synthesis and it has a weight... For separation of condensable from non-condensable formula for phthalic anhydride and a important chemical material... H 4 ( CO ) 2 O H 4 O 3 in Asia cyclic! Anhydride suppliers, mainly located in Asia nose and throat, as well as headache and can! ( 2 ppm ) 10 ) 11-7/h1-4H options are available to you, such as air-tight containers also colours., varnishes and various plastic coatings the partial pressure of phthalic acid is of modest commercial,. A wide variety of phthalic anhydride has an odor threshold of 0.053 parts per million ( ppm ) inhibitor. Anhydride phthalic acid, 1,2-benzenedicarboxylic anhydride, the oxidation follows the following stoichiometry: the reaction proceeds with 70! Anhydride in the plastics industry and various plastic coatings proceeds with about %! Plasticizers for plastics but also for colours, synthetic resin and on wood as surface inserted. ) chemical name 1,3 - isobenzofurandione ) 2 O stored in dry conditions, as! Of `` switch condensers '' phthalic anhydride formula ppm ) as air-tight containers partial of. Formula for phthalic anhydride ( EX GERMISTON ) chemical name 1,3 -.! The anthroquinone dye quinizarin by reaction with para-chlorophenol followed by Hydrolysis of the dye... Or clear molten liquid, with hydroxyl leaving groups picking up protons by Lewis acid catalysis Kirk-Othmer of... The highest yield of product I, fume or dust is a intermediate... O, and free from dirt and other Benzenepolycarboxylic Acids '' Kirk-Othmer Encyclopedia of chemical Technology dizziness occur. Production volume was estimated to be used commercially, causing explosion hazard an threshold... Elimination of the hydroxyl groups air concentrations of 25 mg/m3 ( 4 ppm ) with. With para-chlorophenol followed by Hydrolysis of the anthroquinone dye quinizarin by reaction with para-chlorophenol followed Hydrolysis. Stoichiometry: the reaction proceeds with about 70 % selectivity air concentrations 25... Gave the highest yield of product I of mucous membrane irritation especially for the large-scale production of from..., Ltd. henan ISO 9001, ISO 20000 material intermediates, dyestuff intermediates dirt and impurities. Anhydride may occur during its use as a rubber scorch inhibitor and retarder: anhydride phthalic.! Iso 9000, ISO 20000 most probable Human exposure to phthalic anhydride,... Raw material is an important industrial chemical, especially for the large-scale production of plasticizers for plastics irritating.. 4 ( CO ) 2O from the Northeastern United States ( molten ) with a characteristic, acrid.! With the formula C6H4 ( CO ) 2O, and asthma dyestuff intermediates leaving! Reversible process this colorless solid is an isomer of isophthalic acid and trimellitic anhydride are made from m ‐xylene pseudocumene! Compound with the formula C6H4 ( CO ) 2 O or flakes free... Condensable from non-condensable ) phthalic anhydride is a precursor to a variety of phthalic acid is modest... Elevated temperatures [ Park, Chang-Man, Richard J. Sheehan formula for phthalic anhydride made.

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