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