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| | Phenoxyacetic acid Basic information |
| | Phenoxyacetic acid Chemical Properties |
| Melting point | 98-100 °C (lit.) | | Boiling point | 285 °C | | density | 1.2143 (rough estimate) | | refractive index | 1.4447 (estimate) | | FEMA | 2872 | PHENOXYACETIC ACID | | Fp | 165 °C | | storage temp. | Store below +30°C. | | solubility | ethanol: soluble10%, clear, colorless | | form | Granular Powder, Granules, or Prills | | pka | 3.17(at 25℃) | | color | White | | Odor | at 1.00 % in propylene glycol. sour sweet | | Odor Type | honey | | Water Solubility | 0.1-0.5 g/100 mL at 17 ºC | | Merck | 14,7254 | | JECFA Number | 1026 | | BRN | 907949 | | Stability: | Stable. Substances to be avoided include strong bases, strong oxidizing agents. Combustible. | | InChIKey | LCPDWSOZIOUXRV-UHFFFAOYSA-N | | LogP | 1.34 | | CAS DataBase Reference | 122-59-8(CAS DataBase Reference) | | NIST Chemistry Reference | Acetic acid, phenoxy-(122-59-8) | | EPA Substance Registry System | Phenoxyacetic acid (122-59-8) |
| Hazard Codes | Xn | | Risk Statements | 22-36/37/38 | | Safety Statements | 26-36-37/39 | | RIDADR | UN 3345 6.1/ PGIII | | WGK Germany | 3 | | RTECS | AJ2230000 | | TSCA | Yes | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29189090 | | Toxicity | LD50 orally in Rabbit: 1500 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| | Phenoxyacetic acid Usage And Synthesis |
| Chemical Properties | Phenoxyacetic acid has a sour, sweet odor and a honey-like taste. | | Occurrence | Reported found in cocoa beans | | Uses | Phenoxyacetic acid is a flavoring ingredient.?Its photodegradation using titanium dioxide as photocatalyst has been studied. Selective separation of penicillin V from phenoxyacetic acid using liquid membranes consisting of 1,2-dichloroethane and Amberlite LA-2 as carrier has been studied. | | Uses | Fungicide; keratin exfoliative (to relieve and to soften calluses, corns, and other hard skin surfaces; applied as plasters, pads or in liquids). | | Definition |
ChEBI: Phenoxyacetic acid is a monocarboxylic acid that is the O-phenyl derivative of glycolic acid. A metabolite of 2-phenoxyethanol, it is used in the manufacture of pharmaceuticals, pesticides, fungicides and dyes. It has a role as a human xenobiotic metabolite, an Aspergillus metabolite, a plant growth retardant and an allergen. It is a monocarboxylic acid and an aromatic ether. It is functionally related to a glycolic acid. It is a conjugate acid of a phenoxyacetate.
| | Synthesis Reference(s) | Synthetic Communications, 16, p. 479, 1986 DOI: 10.1080/00397918608057726 | | General Description | Light tan powder or white solid. | | Air & Water Reactions | Slightly soluble in water. | | Reactivity Profile | Phenoxyacetic acid reacts exothermically with all bases, both organic (for example, the amines) and inorganic. | | Health Hazard | ACUTE/CHRONIC HAZARDS: Phenoxyacetic acid is a mild skin irritant. | | Fire Hazard | Flash point data for Phenoxyacetic acid are not available; however Phenoxyacetic acid is probably combustible. | | Synthesis | A Schlenk tube was charged with aryl iodides (1) (1.0 mmol), glycolic acid (228 mg, 3.0 mmol), CuI (19.0 mg, 0.1 mmol), Cs2CO3 (1.95 g, 6.0 mmol), and DMSO/H2O (2 mL/1 mL). The mixture was stirred for 24 h at 120 ℃ under Ar. The reaction mixture was allowed to cool to room temperature, poured into 5 mL of water, and then acidified to pH = 1 with 2 N HCl solution. The aqueous phase was extracted twice with EtOAc, and the combined organic layer was washed with H2O and brine, dried over anhydrous MgSO4, and concentrated under vacuum. Purification of the crude product by column chromatography (dichloromethane/methanol) afforded the desired product Phenoxyacetic acid, white solid, yield 133 mg, 88%.
 | | Purification Methods | Crystallise the acid from water or aqueous EtOH. [Beilstein 6 IV 634.] |
| | Phenoxyacetic acid Preparation Products And Raw materials |
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