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| | ACETYLSALICYLSALICYLIC ACID Basic information |
| | ACETYLSALICYLSALICYLIC ACID Chemical Properties |
| Melting point | 153-160 °C | | Boiling point | 361.5°C (rough estimate) | | density | 1.346 | | refractive index | 1.4600 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform (Sparingly), DMSO (Sparingly), Methanol (Slightly) | | pka | 2.94±0.36(Predicted) | | form | Solid | | color | White to Off-White | | Water Solubility | 20mg/L(21 ºC) | | Major Application | pharmaceutical (small molecule) | | InChI | InChI=1S/C16H12O6/c1-10(17)21-14-9-5-3-7-12(14)16(20)22-13-8-4-2-6-11(13)15(18)19/h2-9H,1H3,(H,18,19) | | InChIKey | DDSFKIFGAPZBSR-UHFFFAOYSA-N | | SMILES | C(OC1=CC=CC=C1C(O)=O)(=O)C1=CC=CC=C1OC(C)=O | | EPA Substance Registry System | 2-Carboxyphenyl 2-(acetyloxy)benzoate (530-75-6) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 24/25 | | WGK Germany | WGK 3 | | HS Code | 29182900 | | Storage Class | 11 - Combustible Solids |
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ACROS
| English |
| | ACETYLSALICYLSALICYLIC ACID Usage And Synthesis |
| Chemical Properties | white to almost white fine crystalline powder | | Uses | Antiinflammatory;Cyclooxygenase inhibitor | | Uses | analgesic, antipyretic | | Uses | Acetylsalicylic Acid Impurity C | | Definition | ChEBI: 2-[(2-acetyloxyphenyl)-oxomethoxy]benzoic acid is a carbonyl compound. | | Synthesis | To a solution of 2-((2-hydroxybenzoyl)oxy)benzoic acid (5.0 g, 19.37 mmol) in ethanoic anhydride (15.0 mL, 147.0 mmol) was added 3 drops of concentrated hydrochloric acid. The reaction mixture was stirred at room temperature for 16-20 hours. After completion of the reaction, the mixture was diluted with ice-cold water (50 mL) and the precipitated solid was collected by filtration. The solid was washed sequentially with water (2 x 10 mL) and hexane (20 mL) and dried to give 2-((2-acetoxybenzoyl)oxy)benzoic acid (5.5 g) as a white solid. Thin layer chromatography (TLC) Rf value was 0.3 (unfolding agent: 50% ethyl acetate/hexane). | | Purification Methods | Crystallise the analgesic from dilute AcOH or EtOH (m 161-162o), MeOH (m 165-168o), and *C6H6/EtOH (m 163-165o). Its solubilities in boiling Et2O, *C6H6 and EtOH are 1.4%, 2.2% and 33%, respectively. [Baker et al. J Chem Soc 201 1951, Garrett et al. J Am Pharm Soc 48 684 1959, Beilstein 10 I 41, 10 II 54, 10 IV 165.] | | References | [1] Chemical and Pharmaceutical Bulletin, 1985, vol. 33, # 5, p. 2158 - 2161
[2] Patent: US2014/357680, 2014, A1. Location in patent: Paragraph 0135-0136
[3] Patent: WO2014/195961, 2014, A1. Location in patent: Paragraph 00125; 00126 |
| | ACETYLSALICYLSALICYLIC ACID Preparation Products And Raw materials |
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