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| 2-Phenylacetamide Basic information |
| 2-Phenylacetamide Chemical Properties |
| Melting point | 156 °C | | Boiling point | 280-290 °C (dec.) | | density | 1.1031 (rough estimate) | | refractive index | 1.5589 (estimate) | | storage temp. | Refrigerator | | solubility | Soluble in methanol. | | form | Solid | | pka | 16.21±0.40(Predicted) | | color | Plates or leaflets | | Merck | 14,7266 | | InChIKey | LSBDFXRDZJMBSC-UHFFFAOYSA-N | | CAS DataBase Reference | 103-81-1(CAS DataBase Reference) | | NIST Chemistry Reference | Benzeneacetamide(103-81-1) | | EPA Substance Registry System | Benzeneacetamide (103-81-1) |
| Hazard Codes | Xi | | Risk Statements | 22-36 | | Safety Statements | 22-24/25-60-36-26 | | RTECS | AC7705000 | | TSCA | Yes | | HazardClass | IRRITANT | | HS Code | 29242990 | | Toxicity | LD50 ipr-mus: 430 mg/kg PCJOAU 10,579,76 |
| 2-Phenylacetamide Usage And Synthesis |
| Chemical Properties | White flaky crystals. soluble in hot water, ethanol, slightly soluble in cold water, ether and benzene. | | Uses | 2-Phenylacetamide is used as a pharmaceutical intermediate in the production of penicillin G and phenobarbital, etc. It is also used in organic synthesis. | | Definition | ChEBI: 2-phenylacetamide is a monocarboxylic acid amide that is acetamide substituted by a phenyl group at position 2. It has a role as a mouse metabolite. It derives from a phenylacetic acid. | | Preparation | Synthesis of 2-phenylacetamide: Add concentrated hydrochloric acid to phenylacetonitrile, stir to dissolve, and react at 50°C for half an hour. Then slowly add water under cooling to separate out crystals, filter after cooling, wash with ice water to obtain crude product. The crude product was washed with sodium carbonate solution, then washed with ice water, and dried to obtain purer phenylacetamide. | | Synthesis Reference(s) | Journal of the American Chemical Society, 75, p. 740, 1953 DOI: 10.1021/ja01099a504The Journal of Organic Chemistry, 43, p. 402, 1978 DOI: 10.1021/jo00397a005Organic Syntheses, Coll. Vol. 4, p. 760, 1963 | | Biological Activity | 2-Phenylacetamide, the main compound isolated from the seeds of Lepidium apetalum Willd (LA) with estrogenic activities, increases the expression of Estrogen receptorα (ERα), ERβ and GPR30 in the uterus and MCF-7 cells. | | Safety Profile | Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx. | | Purification Methods | Crystallise the acetamide repeatedly from absolute EtOH, EtOAc (m 160-161o) or H2O (m 159-160o). Dry it in vacuo over P2O5. [Beilstein 9 H 347, 9 III 2193, 9 IV 1632.] |
| 2-Phenylacetamide Preparation Products And Raw materials |
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