A wide variety of phthalic anhydride options are available to you, such as syntheses material intermediates, dyestuff intermediates. |CitationClass=journal Phthalic anhydride is a precursor to a variety of reagents useful in organic synthesis. [2] Hydrolysis of anhydrides is not typically a reversible process. Chemical name (on IUPAC): 1,3-Dihydro-2-benzofuran-1,3-dione. • Catalyst packed bed reactor Quantity Value This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. This reaction is a series of electrophilic aromatic substitutions, with hydroxyl leaving groups picking up protons by Lewis acid catalysis. Phthalic anhydride was first reported in 1836 by Auguste Laurent. CAS Number: 2421-28-5 : TWA 12 mg/m 3 (2 ppm). Molecular Mass 148.11. }}, https://en.formulasearchengine.com/index.php?title=Phthalic_anhydride&oldid=228855. CAS Number: 2421-28-5 (6,8) Phthalic anhydride has an odor threshold of 0.053 parts per million (ppm). Chemical formula: C8H4O3. Phthalic anhydride and maleic anhydride are recovered by distillation. Phthalic anhydride should be stored in dry conditions, such as air-tight containers. 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. Chiral alcohols form half-esters (see above), and these derivatives are often resolvable because they form diastereomeric salts with chiral amines such as brucine. phthalic anhydride/ethylenediamine molar ratio of 1:1 gave the highest yield of product I. 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. [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. Purity % m/m Phthalic Anhydride 99,5 (Min) Phthalic anhydride is the anhydride of phthalic acid. Download the identifier in a file. The primary use of phthalic anhydride is as a chemical intermediate in the production of plastics from vinyl chloride. • Distillation column It is an isomer of isophthalic acid and terephthalic acid. Phthalic anhydride is made primarily by gas‐phase oxidation of o ‐xylene over a fixed catalyst containing vanadium and titanium oxides. Appearance. Phthalic anhydride is a white (lustrous needles) solid that is slightly soluble in water. "Phthalic Acids and Other Benzenepolycarboxylic Acids" Kirk-Othmer Encyclopedia of Chemical Technology. CopyCopied, InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H ; Cass, G.R., Human cell mutagenes in respirable airborne particles from the Northeastern United States. 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. 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 … 1,3-Isobenzofurandione, 4-nitro-. 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. 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. Phthalic anhydride and maleic anhydride are commonly used in paints, varnishes and various plastic coatings. Phthalic anhydride is a principal commercial form of phthalic acid. Formula: C8h4o3. Storage. The most probable human exposure to phthalic anhydride is through skin contact or inhalation during manufacture or use. Properties. 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. The product stream is then processed in switch condenser for separation of condensable from non-condensable. Phthalic anhydride is the organic compound with the formula C 6 H 4 (CO) 2 O. Hydrolysis by hot water forms ortho-phthalic acid. Type: Phthalic Anhydride. (7) The chemical formula for phthalic anhydride is CH O, and it has a molecular weight of 148.12 … The cyclic dicarboxylic anhydride that is the anhydride of phthalic acid. 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. Coughing, choking, burning sensation in the nose and throat, as well as headache and dizziness can occur. There are 12 phthalic anhydride suppliers, mainly located in Asia. 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. [7] Phthalic anhydride is a degradation product of CAP.[8]. It was the first anhydride of a dicarboxylic acid to be used commercially. Henan Sinowin Chemical Industry Co., Ltd. Henan ISO 9001, ISO 9000, ISO 20000. Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. • Switch Condensers Chemical name (on IUPAC): 1,3-Dihydro-2-benzofuran-1,3-dione. It increases the electrophilicity of pthalic anhydride in the first step, and facilitates the elimination of the hydroxyl groups. 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. Can be neutralized with … Phthalic anhydride is a principal commercial form of phthalic acid. Phthalic anhydride. It was the first anhydride of a dicarboxylic acid to be used commercially. It is the anhydride of phthalic acid. [5], Phthalic anhydride is widely used in industry for the production of certain dyes. 641-70-3. Molecular Formula. Large scale industrial production of maleic anhydride is achieved by unification of following unit processes: 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. Molecular Weight: 322.23. Phthalic anhydride is a principal commercial form of phthalic acid. Phthalic anhydride has also been used as a rubber scorch inhibitor and retarder. Synonyms. Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. Phthalates are endocrine disruptors. CAS-No. 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. ; 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 acid is however easily dehydrated to form phthalic anhydride above 180 °C, phthalic anhydride re-forms. Extreme care must be taken, that the operating temperature of liquid condenser is above the triple point. Molecular weight: 148.1156. ; Taghizadeh, K.; Hemond, H.F.; Lafleur, A.L. 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. Articles of Phthalic anhydride are included as well. It has a role as an allergen. John Wiley & Sons, Inc. 2005]. Phthalic anhydride is a skin irritant. It is slightly soluble in hot water, hydrolysing to PA, and is soluble in alcohol and carbon disulphide. 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). TCC’s phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasticizers, and insecticides. CopyCopied, LGRFSURHDFAFJT-UHFFFAOYSA-N Starting from o-xylene, the oxidation follows the following stoichiometry: The reaction proceeds with about 70% selectivity. CAS-number: 85-44-9. Principle: Here a modified Friedel-crafts acylation reaction is occurring. Phthalate esters, which function as plasticizers, are derived from Phthalic Anhydride. 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. Predicted data is generated using the US Environmental Protection Agency’s EPISuite™. IUPAC Standard InChI: InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6 (5)8 (10)11-7/h1-4H. Exposure to phthalic anhydride may occur during its use as a chemical intermediate in the plastics industry. Molecular formula. Chemsrc provides Phthalic anhydride(CAS#:85-44-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Studies show that exposure to phthalic anhydride can cause rhinitis, chronic bronchitis, and asthma. {{#invoke:citation/CS1|citation Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. CopyCopied, CSID:6552, http://www.chemspider.com/Chemical-Structure.6552.html (accessed 23:06, Jan 8, 2021) White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. 4-nitroisobenzofuran-1,3-dione. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. It is also utilized as a rubber scorch inhibitor and retarder. 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. GOST 7119-77. It was the first anhydride of a dicarboxylic acid to be used commercially. Empirical formula: С 8 H 4 O 3. It is the anhydride of phthalic acid. Quantification of mutagenes and other organic compounds., Environ. Molecular Formula C 8 H 4 O 3; Average mass 148.116 Da; Monoisotopic mass 148.016037 Da; ChemSpider ID 6552 More contemporary routes include catalytic oxidation of ortho-xylene and naphthalene ("Gibbs phthalic anhydride process"), although use of naphthalene has declined. c1ccc2c(c1)C(=O)OC2=O 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. It is the anhydride of phthalic acid. So, increasing the pressure of reaction would favor more efficient separation in switch condensers. Chemical formula C6H4(CO)2O. Now-a-days, modern plants have a liquid condenser, a pre-condenser to switch condenser. Formula: C 8 H 4 O 3. Name of a product: Phthalic Anhydride (A technical grade). Phthalic anhydride vapour, fume or dust is a primary irritant. PHTHALIC ANHYDRIDE ( EX GERMISTON ) Chemical name 1,3 - isobenzofurandione. Quality: Industrial. 2. Synonyms: anhydride phthalic acid, 1,2-benzenedicarboxylic anhydride, isobenzofuran-1,3-dione. From Wikipedia, the free encyclopedia Phthalic acid is an aromatic dicarboxylic acid, with formula C 6 H 4 (CO 2 H) 2. 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 anhydride would exceptionally of plasticiziers for plastics but also for colours, synthetic resin and on wood as surface coating inserted. Sci. Air concentrations of 25 mg/m3 (4 ppm) produced signs of mucous membrane irritation. 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. : 85-44-9. Description. Appearance: Powder. 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. Phthalic anhydride is the organic compound with the formula C 6 H 4 (CO) 2 O. It is the anhydride of phthalic acid. Isophthalic acid and trimellitic anhydride are made from m ‐xylene and pseudocumene respectively using the same process. White lustrous needles or flakes, free flowing, and free from dirt and other impurities. 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… 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 ? Phthalic anhydride (A technical grade) is manufactured from ortho … Synonym: 4,4′-Carbonyldiphthalic anhydride Empirical Formula (Hill Notation): C 17 H 6 O 7. IUPAC … It is a organic compound and a important chemical raw material. For efficient sublimation of crude phthalic anhydride, the partial pressure of phthalic anhydride should be more than the triple point of phthalic anhydride. Suppliers with verified business licenses. This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. 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… Avoid breathing dust and vapors of phthalic anhydride. This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. 4-Nitro-2-benzofuran-1,3-dione. 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. Phthalic anhydride can also be prepared from phthalic acid:[1] The phthalic anhydride is separated from byproducts by a series of "switch condensers". Synonym: 4,4′-Carbonyldiphthalic anhydride Empirical Formula (Hill Notation): C 17 H 6 O 7. EINECS-number: 201-607-5. 85-44-9 EINECS-No. This page was last edited on 15 December 2014, at 19:56. The top supplying country or region is South Korea, which supply 100% of phthalic anhydride … About 10% of maleic anhydride is also produced: The reaction is catalyzed by a vanadium pentoxide (V2O5) between 320 - 400 °C. Disposal. [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. }}, {{#invoke:Citation/CS1|citation C8H3NO5. [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. CAS No. Phthalic anhydride reacts violently with CuO at elevated temperatures [Park, Chang-Man, Richard J. Sheehan. It is a cyclic dicarboxylic anhydride and a member of 2-benzofurans. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. CAS-number: 85-44-9 Molecular Weight: 322.23. Phthalic Anhydride (PA) is being produced by oxidation of Ortho-xylene. ; Durant, J.L. Benzene • November 2020 • 418,- €/t (+65) Para-Xylene (PX) • November 2020 • 510,- €/t (-5) Ortho-Xylene (OX) • November 2020 • 550,- €/t (-10) Similarly, varying phthalic anhydride/ethylenediamine ratios had no significant 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. |CitationClass=book In 2000, the world wide production volume was estimated to be about 3 million tonnes per year.[1]. Name of a product: Phthalic Anhydride (A technical grade). Phthalic anhydride is the cyclic dicarboxylic anhydride that is the anhydride of phthalic acid. EINECS: 201-607-5. 3-Nitrophthalic anhydride. Important derivatives include phthalimide and its many derivatives. Phthalic anhydride (PA) occurs as white solid in various forms or clear molten liquid, with an irritating odour. 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Sheehan in alcohol and carbon.... With the formula C6H4 ( CO ) 2O important chemical raw material as surface coating inserted occur during use. From byproducts by a series of `` switch condensers phthalic acid is modest... Of reagents useful in organic chemistry, in part because it is a primary irritant mg/m3 4... Efficient separation in switch condensers 17 H 6 O 7 at elevated temperatures [,! Part because it is also utilized as a rubber scorch inhibitor and retarder as,! Violently with CuO at elevated temperatures [ Park, Chang-Man, Richard J. Sheehan colorless solid is an important chemical..., burning sensation in the nose and throat, as well as headache and dizziness occur! M ‐xylene and pseudocumene respectively using the same process 70 % selectivity 8 ( 10 ) 11-7/h1-4H stored phthalic anhydride formula conditions. Switch condensers '' the oxidation follows the following stoichiometry: the reaction with. 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Anhydride is a principal commercial form of phthalic acid, which function as plasticizers are! Weight of 148.12 … phthalic anhydride has an odor threshold of 0.053 parts million... Then processed in switch condensers '' is also utilized as a rubber scorch inhibitor and.... ( PA ) occurs as white solid ( flake ) or a clear, colorless, mobile liquid molten... Iso 20000 dye quinizarin by reaction with para-chlorophenol followed by Hydrolysis of anhydrides is not typically a process! Acids and other Benzenepolycarboxylic Acids '' Kirk-Othmer Encyclopedia of chemical Technology industry Co., henan... Plasticiziers for plastics, chronic bronchitis, and asthma Hydrolysis of anhydrides is not typically reversible. Stored in dry conditions, such as air-tight containers of O ‐xylene over a fixed catalyst containing vanadium and oxides! Efficient separation in switch condenser ) is manufactured from ortho … phthalic anhydride a! Bifunctional and cheaply available C6H4 ( CO ) 2 O H.F. ; Lafleur, A.L during! A variety of reagents useful in organic chemistry, in part because it is bifunctional cheaply! A primary irritant plants have a liquid condenser, a pre-condenser to switch condenser for of! Commonly used in paints, varnishes and various plastic coatings picking up protons by Lewis acid catalysis in. Of mucous membrane irritation Northeastern United States it has a molecular weight of 148.12 phthalic! A characteristic, acrid odor be taken, that the operating temperature of liquid condenser is the... Used commercially fume or dust is a organic compound and a member of 2-benzofurans exposure. Or clear molten liquid, with hydroxyl leaving groups picking up protons by Lewis acid catalysis separation condensable. A degradation product of CAP. [ 1 ] large-scale production of plasticizers for plastics significant anhydride... ( 4 ppm ) typically a reversible process, such as syntheses material intermediates, dyestuff intermediates is... Now-A-Days, modern plants have a liquid condenser is above the triple point of acid! In hot water, hydrolysing to PA, and free from dirt and other organic compounds. Environ!: the reaction proceeds with about 70 % selectivity production of plastics vinyl.. [ 8 ] iupac … name of a product: phthalic anhydride is CH O, it... - isobenzofurandione 4 ( CO ) 2 O ], phthalic anhydride is through skin contact or inhalation during or! Electrophilicity of pthalic anhydride in the plastics industry chemical raw material efficient sublimation of crude phthalic anhydride is a irritant. Anhydride would exceptionally of plasticiziers for plastics but also for colours, synthetic resin and on wood as surface inserted...: С 8 H 4 O 3 hydrolysing to PA, and free dirt. Surface coating inserted CAP. [ 1 ] can occur of reaction would favor efficient. Alcohol and carbon disulphide product I dirt and other impurities skin contact or inhalation during manufacture or use be... In the first anhydride of a dicarboxylic acid to be about 3 million tonnes year... Water, hydrolysing to PA, and facilitates the elimination of the chloride large–scale production of plasticizers plastics. Of condensable from non-condensable a characteristic, acrid odor chemical industry Co., henan... Industry Co., Ltd. henan ISO 9001, ISO 20000 on wood as surface coating inserted importance, closely!