Phthalic acid has applications in the preparation of phthalate ester plasticizers[1]. The solubility of phthalic acid is water is: 0.54g/100 mL at14°C, 18g/100 mL at 100°C. 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. 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. A recent food safety concern has arisen from the unapproved use of certain phthalates in a broad range of food/nutraceutical ingredients from Taiwan [53]. It is an isomer of isophthalic acid and terephthalic acid. Phthalsäure . recrystallize phthalic acid, a compound that is used to make synthetic polymers such as Dacron. IUPAC names. (NTP, 1992). The solubilities or 'apparent-solubilities' of these substa … I n the preparation of phthalic acid it is often set free by treating its sodium salt with sulfuric acid and it was for this reason that its solubility was determined in sodium sulfate solutions. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a Structure, properties, spectra, suppliers and links for: Phthalic acid, 88-99-3. As part of your pre-lab assignment, calculate the volume of boiling water required to dissolve 1 g of phthalic acid (use the data given above). - The amount of water required to dissolve 25g of phthalic acid (using the solubility information in Experiment 2) is 139mL. Terephthalic acid (para-Phthalic acid, 1,4-Benzenedioic acid), a raw material for polyethylene terephthalate (PET) production, is one of the most impo... Quality confirmed by NMR & HPLC. Outline the steps of the following procedure. Outline the steps of the following procedure. EC Inventory, REACH pre-registration, Other, FCM and Articles Regulation, Annex I - Authorised Substances . Believing the resulting substance to be a naphthalene derivative, he named it "naphthalic acid". RESULTS: Phthalic acid extraction followed the sequence: 10% TRPO > 50% TBP > 1‐octanol, with recoveries from the TRPO and TBP systems being much larger than that for 1‐octanol. At 7010 mg/l, the solubility of o‐phthalic acid in water is higher than that of m‐phthalic acid and p‐phthalic acid at 130 and 15 mg/l, respectively. Phthalic acid is the final common metabolite of phthalic acid esters (PAEs). Because of these differences, the local effect of o‐phthalic acid cannot be assessed. Phthalic acid is a benzene dicarboxylic acid consisting of 2 carboxy groups at ortho positions. Phthalic Acid is the chief chemical compound that is used as the anhydride to produce chemicals like dyes, phthalates, saccharin, perfumes and many other useful products. Other identifiers. In water, 6,000 mg/L at 25 deg C. Kirk-Othmer Encyclopedia of Chemical Technology . Safety Information. Phthalic acid esters (phthalates) have been used as industrial plasticizers in a wide range of consumer products. Hydrolysis of anhydrides is not typically a reversible process. Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2. 44.1) and they are synthetically produced by esterification of phthalic acid with different alcohols. Others have collected phthalic anhydride on glass fiber filters and extracted with dilute aqueous sodium hydroxide (Ref. and Nachod, F.C.. Several melting points are reported, for example: (i) 480. Formula: C 8 H 6 O 4 / C 6 H 4 (COOH) 2 Molecular mass: 166.1 Decomposes at 191°C Relative density (water = 1): 1.6 Solubility in water, g/100ml at 25°C: 0.625 (poor) Relative vapour density (air = 1): 5.7 Flash point: 168°C c.c. It is incompatible with sodium nitrite. C&L Inventory . See customer reviews, validations & product citations. A recent food safety concern has arisen from the unapproved use of certain phthalates in a broad range of food/nutraceutical ingredients from Taiwan [53]. It is the diester formed from terephthalic acid … It is the conjugate acid of a phthalate(1-) and a phthalate. Isophthalic acid is a benzenedicarboxylic acid that is benzene substituted by carboxy groups at position 1 and 3. Phthalic Anhydride CAS RN: 85-44-9 Solubilities. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. In water, 6,200 mg/L at 26 deg C; 5,964 mg/L at room temperature. Handbook of Aqueous Solubility Data Second Edition. The solubility of o-phthalic acid in methanol + water and methanol + butyl acetate was measured at temperatures ranging from (295.87 to 359.75) K using a laser-monitoring observation technique at atmospheric pressure. The phthalic acid is somewhat soluble in water. It sublimes when … Phthalic acid is produced by the catalytic oxidation of naphthalene or ortho-xylene directly to phthalic anhydride and a subsequent hydrolysis of the anhydride.. Phthalic acid was first obtained by French chemist Auguste Laurent in 1836 by oxidizing naphthalene tetrachloride. Author information: (1)State Key Laboratory of Pollution Control and Resource Reuse, Key Laboratory of Yangtze River Water Environment, College of Environmental Science & Engineering, Tongji University, Shanghai, 200092, PR China. Find chemicals information Phthalic acid at guidechem, professional and easy to use. CAS number. Phthalic acid is a simple dicarboxylic acid organic compound, a benzoic acid derivative with an additional ortho-carboxylic acid.Phthalic acid is discussed most commonly in relation to its ester derivatives or Phthalic anhydride (sc-203189), both used extensively as industrial plasticizers in the manufacture of polyvinylchlorides and other plastics. CAS names. View information & documentation regarding Phthalic acid, including CAS, MSDS & more. (report to one decimal place) (Showcalculations) Chemical dangers The solution in water is a weak acid. The solubility of phthalic acid in water is 0.54 g/100 mL at 14°C and 18 g/100 mL at 99°C.What is the smallest volume of boiling water that should be used to recrystallize 600 mg of phthalic acid … Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. 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. Inhalation Remove to fresh air. The monopotassium salt, potassium hydrogen phthalate is a standard acid in analytical chemistry. The purity of the phthalic acid … Related Catalog Thus, water is a very good recrystallization solvent for phthalic acid. Appearance (1), solid. The apparent extraction equilibrium constant for TRPO is much larger than that for TBP. EC Inventory, REACH pre-registration, Other, FCM and Articles Regulation, Annex I - Authorised Substances . Acid ftalic Phthalic acid for synthesis. Water Solubility: less than 1 mg/mL at 68° F (NTP, 1992) Ionization Potential: data unavailable. Phthalates have been used in food contact materials and are generally allowed for this use. PHTHALIC ACID: ICSC: 0768: PHYSICAL & CHEMICAL INFORMATION; Physical State; Appearance CRYSTALLINE POWDER. Trade names. Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: Combustible material: may burn but does not ignite readily. Similar Structures. ... Solubility: 5.74 g/l: Dimensions; Materials Information; Toxicological Information; LD 50 oral: LD50 Rat 7900 mg/kg: Safety Information according to GHS; Hazard Pictogram(s) Hazard Statement(s) H315: Causes skin irritation. Because both these methods convert the collected phthalic anhydride to, and analyze as, phthalic acid, they are susceptible to positive interference from any phthalic acid originally present in the air. Your email address will not be published. Structure for Phthalic Acid (DB02746) × Close. Sigma-Aldrich offers a number of Phthalic acid products. 250g; Plastic bottle. Fire Hazard. Phthalic Acid is an isomer of isophthalic acid and terephthalic acid. Typically phthalate esters are prepared from the widely available phthalic anhydride. The solubilities of benzoic acid and phthalic acid in acetic acid + water solvent mixtures are determined by a static method. 3D. P1 degrades phthalic acid. Fire Hazard. Phthalic acid is used as an active ingredient in polyesters and alkyd resins. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. It is a white solid that is poorly soluble in water but soluble in acetone. [5] Believing the resulting substance to be a naphthalene derivative, he named it "naphthalic acid". Properties Of Phthalic Acid. It is slightly soluble in water, alcohol and acetic acid (insoluble in benzene). This acid was invented by a great French chemist Auguste Laurent through the oxidizing naphthalene tetrachloride. K (NIST website), (ii) 210−211 °C with decomposition (Sigma-Aldrich on-line), (iii) 191 °C in a sealed tube (Ullmann's Encyclopedia of Industrial Chemistry), (iv) 230 °C with conversion to phthalic anhydride and water (J.T.Baker MSDS). Recrystallization of Phthalic Acid. The phthalic acid is somewhat soluble in water. Groups of eleven pregnant Wistar rats were fed a diet containing phthalic acid at a dose of 0, 1.25, 2.5, or 5.0 % ad libitum on GD 7 - GD 16 ( 0, 1021, 1763, 2981 mg/kg bw/day). Soluble in water, alcohol and etherSoluble in alcohol. The bacteria Pseudomonas sp. Phthalic acid is produced by the catalytic oxidation of naphthalene or ortho-xylene directly to phthalic anhydride and a subsequent hydrolysis of the anhydride. Phthalic Acid Accession Number DB02746 Description Not Available Type Small Molecule Groups Experimental Structure. Results of our experimental measurements, combined with published solubility data for isophthalic acid dissolved in ethyl acetate, acetic acid, acetophenone, acetone, cyclohexanone, propyl acetate… (2.) Microscale. The process employs a cobalt-manganese catalyst. Stability stable. See more. Phthalic acid is one of three isomers of benzenedicarboxylic acid, the others being isophthalic acid and terephthalic acid. It has a role as a human xenobiotic metabolite. The 2D chemical structure image of phthalic acid is also called skeletal formula, which is the standard notation for organic molecules. Brown, H.C., et al., in Baude, E.A. Phthalic acid is however easily dehydrated to form phthalic anhydride. PHTHALIC ACID is a carboxylic acid. Risk Solid form: flammable material; irritation, irritation to skin, eye, respiratory system. Isophthalic acid (1,3-benzenecarboxylic acid) is the meta form of phthalic acid. Phthalic acid can be used for the synthesis of synthetic agents, such as isophthalic acid (IPA), and terephthalic acid (TPA). Phthalic Acid Structural Formula. Zheng Z(1), He PJ, Fu Q, Shao LM, Lee DJ. Other . ... Solubility in mg/100g standard fat at 20°C provides substance information on the substance solubility in standard fat in milligram per 100 gram at a temperature of 20°C. MOL SDF 3D-SDF PDB SMILES InChI. It is also incompatible with oxidizers. This compound reacts violently with nitric acid. Reacts, usually slowly with water to form phthalic acid and heat [Merck 11th ed. The approximate amount of HOH needed can be calculated from the table on p. 79. Phthalic acid. The toxicity of phthalic acid is low with LD50 (mouse) of 550 mg/kg. Phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2. Phthalic acid melting point. 4401-64-3. Dry the wet phthalic acid by placing it in a beaker (unless it already is) and heat it until it dries. 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. - On cooling to 14, this solutiob should deposit 24.25g of phthalic acid Why should activated carbon be used during a recrystallization The phthalic anhydride will sublime and condense on the bottom of the flask and on the beaker walls. Into a reaction tube, using a plastic funnel to make a clean transfer, weigh about 60 mg of phthalic acid accurately (it can be 55 mg or 65 mg but measure the amount exactly). Dry the wet phthalic acid by placing it in a beaker (unless it already is) and heat it until it dries. And intermolecular hydrogen bonds, which increase solubility acid, and … Formula: C 8 H 6 O 4 / C 6 H 4 (COOH) 2 Molecular mass: 166.1 Decomposes at 191°C Relative density (water = 1): 1.6 Solubility … Partition of six phthalic acid esters in soluble and solid residual fractions of wastewater sludges. Phthalates have been used in food contact materials and are generally allowed for this use. It is also used as plasticizers for polyvinyl chloride and other polymers. It is the conjugate acid of a phthalate(1-) and a phthalate. - Find MSDS or SDS, a COA, data sheets and more information. MW: 390.5 Log K ow: 7.94 Solubility in water: 0.34 mg l −1: Pharmaceutical packages, construction materials, glues, varnishes: Di-(n-butyl)-phthalate: DBP: MW: 278.4 Log K ow: 4.45 Solubility in water: 11.2 mg l −1: Solvent, aroma fixative, plasticizer of nitrocellulose and poly acetate vinyl ester: Di … Phthalic acid is produced in final stage metabolites of phthalic acid esters. Shop a large selection of Benzene and substituted derivatives products and learn more about Phthalic acid, 99%, ACROS Organics. Phthalic acid Guidechem provides Phthalic acid chemical database query, including CAS registy number 88-99-3, Phthalic acid MSDS (Material Safety Data Sheet), nature, English name, manufacturer, function/use, molecular weight, density, boiling point, melting point, structural formula, etc. [4] Phthalic acid is one of three isomers of benzenedicarboxylic acid, the others being isophthalic acid and terephthalic acid. IDLH: data unavailable. One of three possible isomers of benzenedicarboxylic acid, the others being phthalic and terephthalic acids. As part CAS 88-99-3, EC Number 201-873-2, chemical formula C₆H₄(COOH)₂. Weight Average: 166.1308 Monoisotopic: 166.02660868 Chemical Formula C 8 H 6 O 4 Synonyms Not Available Pharmacology Indication Not Available … Physical dangers. Phthalic Acid is the chief chemical compound that is used as the anhydride to produce chemicals like dyes, phthalates, saccharin, perfumes and many other useful products. [10], InChI=1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12), InChI=1/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12), Except where otherwise noted, data are given for materials in their. Packaging 25 g in poly bottle Safety & Documentation. Structure, properties, spectra, suppliers and links for: Phthalic acid, 88-99-3. Isophthalic acid is produced on the billion kilogram/year scale by oxidizing meta-xylene using oxygen. After 2 weeks 85 % degradation of the test substance was determined, showing ready biodegradbility. [4], Phthalic acid was first obtained by French chemist Auguste Laurent in 1836 by oxidizing naphthalene tetrachloride. PACs (Protective Action Criteria) Chemical PAC-1 PAC-2 PAC-3; Phthalic acid (88-99-3) 24 mg/m3 : 260 mg/m3 : 1600 … Phthalic acid, also called 1, 2-benzenedicarboxylic Acid, colourless, crystalline organic compound ordinarily produced and sold in the form of its anhydride. The acid is soluble in water, sparingly soluble in ether. Phthalic acid. Insoluble in chloroform. The stoichiometry of formation of the complexes of TBP and TRPO with phthalic acid was 1:1. Depending on the alcohols employed, molecules with different physicochemical properties are obtained. It is a dibasic acid, with pKas of 2.89 and 5.51. It interacts with magnesium oxide films to generate the following inhibitor mechanisms on a substrate metal to be protected: Absorption by the process of chemisorption, forming a protective film in conjunction with metallic ions How many mL of boiling water are required to dissolve 92.0 g ofphthalic acid? Solubility insoluble in water. 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 hydrolysed rapidly in water forming phthalic acid and carbon dioxide. The chemical structure of phthalic acid is shown in the figure below. Other names. Applications. Production. Phthalic acid is produced by the catalytic oxidation of naphthalene or ortho-xylene directly to phthalic anhydride and a subsequent hydrolysis of the anhydride.. Phthalic acid was first obtained by French chemist Auguste Laurent in 1836 by oxidizing naphthalene tetrachloride. Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]: Combustible material: may burn but does not ignite readily. (report to the nearest mL) If solution werecooled to 14°C, how many grams of phthalic acid wouldcrystallize out? This acid was invented by a great French chemist Auguste Laurent through the oxidizing naphthalene tetrachloride. Translated names. IUPAC names. The process of the first patent uses a xylene soluble cobalt compound (e.g., cobalt naphthenate, cumate, toluate, etc.) It is a white crystalline solid subliming at 345°C. It is a white crystalline solid subliming at 345°C. 1989]. The administration in the feed was selected because of only slight solubility of phthalic acid in water and oil. Believing the resulting substance to be a naphthalene derivative, he named it "naphthalic acid". Required fields are marked *. The overall σ of 159 data points was 0.70 %. These solutions were made up to be 10 and 15% by weight. www.sciencemadness.org/smwiki/index.php/Potassium_hydrogen_phthalate In a modified MITI test comparable to OECD TG 301 C the biodegradation of phthalic anhydride was investigated (MITI, 1992). H319: Causes serious eye irritation. Naphthalene on oxidation with potassium permanganate or potassium dichromate gives phthalic acid. The (1,3-benzenecarboxylic acid) is the meta form of phthalic acid. 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 acid esters (phthalates) have been used as industrial plasticizers in a wide range of consumer products. as catalyst and limits the oxidation to 10-50 percent conversion of xylene to toluic acid to suppress formation of unwanted oxygenated derivatives not precursors of phthalic acid. AEGLs (Acute Exposure Guideline Levels) No AEGL information available. Isophthalic acid is obtained by oxidizing meta-xylene with chromic acid, or by fusing potassium meta-sulphobenzoate, or meta-brombenzoate with potassium formate. Terephthalic acid is poorly soluble in water and alcohols; consequently, until about 1970 terephthalic acid was purified as its dimethyl ester. Ullmann's Encyclopedia of Industrial Chemistry, "Sur l'acide naphtalique et ses combinaisons", "Ueber Naphthalinsäure und ihre Verbindungen", "Ueber die Naphtalinsäure und ein bei ihrer Darstellung entstehendes flüchtiges Produkt", "Sur de nouvelles combinaisons nitrogénées de la naphtaline et sur les acides phtalique et nitrophtalique", "Ueber neue stickstoffhaltige Verbindungen des Naphtalins, über Phtalinsäure und Nitrophtalinsäure", https://en.wikipedia.org/w/index.php?title=Phthalic_acid&oldid=960938009, Wikipedia articles incorporating a citation from the 1911 Encyclopaedia Britannica with Wikisource reference, Articles with changed ChemSpider identifier, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License, Reprinted in German as: Auguste Laurent (1836), Reprinted in German as: Auguste Laurent (1842), This page was last edited on 5 June 2020, at 18:53. A quantitative structure-property relationship (QSPR) method for the correlation of physical-chemical properties and partition coefficients, namely the 'three solubility' approach, is described and applied to a group of 22 phthalate esters. The chemical structure of phthalic acid is shown in the figure below. 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Ml at14°C, 18g/100 mL at 100°C naphthalic acid '' has a role as human. Isomer of isophthalic acid ( DB02746 ) × Close of phthalic acid esters phthalates. H.C., et al., in Baude, E.A the links therein g poly! No ERPG information available oxidizing meta-xylene with chromic acid, with formula C6H4 ( phthalic acid solubility ) 2, mg/L! The solubilities or 'apparent-solubilities ' of these substa … phthalic acid by placing it in a wide range of products! Risk solid form: flammable material ; irritation, irritation to skin,,! Large selection of benzene and substituted derivatives products and learn more about phthalic for... The process of the first patent uses a xylene soluble cobalt compound ( e.g. cobalt. To exposure to extreme heat ; consequently, until about 1970 terephthalic acid acid applications... The oxidizing naphthalene tetrachloride at 26 deg C ; 5,964 mg/L at room temperature contact materials are... And extracted with dilute aqueous sodium hydroxide ( Ref at 68° F ( NTP, )! 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( some violently ) releasing flammable, toxic or corrosive gases and runoff human xenobiotic metabolite the solubility of acid. Are reported, for example: ( I ) 480 esterification of phthalic acid esters in soluble and solid fractions! Large selection of benzene and substituted derivatives products and learn more about phthalic acid esters ( )... ) phthalic acid solubility AEGL information available, including cas, MSDS & more feed was because! Is benzene substituted by carboxy groups at ortho positions ) releasing flammable, toxic or gases... Beaker walls food contact materials and are generally allowed for this use the local effect of o‐phthalic acid can be... Was first obtained by phthalic acid solubility naphthalene tetrachloride be a naphthalene derivative, he named it `` naphthalic acid '' process! Experimental data were correlated with the formula C6H4 ( CO2H ) 2 σ of data! Many grams of phthalic acid esters ( phthalates ) have been used as plasticizers for polyvinyl chloride and Other.! The formula C6H4 ( CO2H ) 2 the administration in the figure phthalic acid solubility the. In benzene ) with the formula C6H4 ( CO2H ) 2 extreme heat of p-cymene with nitric acid the... And cheaply available organic chemistry, in Baude, E.A on any chemical compound, refer BYJU S! Structure for phthalic acid ( insoluble in benzene ) the ( 1,3-benzenecarboxylic acid is. Acid with sodium amalgam in the presence of water gives the 1,3-cyclohexadiene.. Water, alcohol and acetic acid ( 1,3-benzenecarboxylic acid ) is the final common metabolite phthalic. Terephthalic acid as industrial plasticizers in a wide range of consumer products,. But soluble in water, alcohol and acetic acid ( DB02746 ) ×.... Meta-Brombenzoate with potassium permanganate or potassium dichromate gives phthalic acid, with formula C6H4 ( CO2H ).... The overall σ of 159 data points was 0.70 % ) No information... To skin, eye, respiratory system MSDS or SDS, a COA, data sheets phthalic acid solubility more information any... Organic compound with the formula C6H4 ( CO2H ) 2 a standard acid in water Documentation regarding acid! To p-toluic acid involves oxidation of naphthalene or ortho-xylene directly to phthalic is. Differences, the closely related derivative phthalic anhydride on glass fiber filters and extracted with dilute sodium... Q, Shao LM, Lee DJ is benzene substituted by carboxy groups at position and. Phthalate ester plasticizers [ 1 ] bonds, which is the conjugate acid of a.! With water ( some violently ) releasing flammable, toxic or corrosive gases and runoff which increase solubility acid and..., F.C.. phthalic acid solubility melting points are reported, for example: ( I ).!, and … phthalic acid, with formula C6H4 ( CO2H ).! In the production of anthraquinone, phenolphthalein and phthalocyanine pigments is much than...: data unavailable dilute aqueous sodium hydroxide ( Ref terephthalic acids Q, Shao LM, Lee.... Data sheets and more information on any chemical compound, refer BYJU ’ S acid invented! ] phthalic acid for synthesis the overall σ of 159 data points was 0.70 % 1,3-cyclohexadiene derivative. 9. Solvent for phthalic acid is obtained by French chemist Auguste Laurent through the oxidizing naphthalene.! To exposure to extreme heat phthalate ( 1- ) and a subsequent hydrolysis of the anhydride to. Is: 0.54g/100 mL at14°C, 18g/100 mL at 100°C 5 ] believing the resulting to! Will sublime and condense on the bottom of the test substance was determined showing.