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| | 3'-METHOXYPHENACYL BROMIDE Basic information |
| | 3'-METHOXYPHENACYL BROMIDE Chemical Properties |
| Melting point | 60-62 °C(lit.) | | Boiling point | 215.8°C (rough estimate) | | density | 1.4921 (rough estimate) | | refractive index | 1.5500 (estimate) | | storage temp. | 2-8°C | | solubility | soluble in Methanol | | form | Crystalline Powder | | color | White to slightly yellow-green | | BRN | 510128 | | InChI | InChI=1S/C9H9BrO2/c1-12-8-4-2-3-7(5-8)9(11)6-10/h2-5H,6H2,1H3 | | InChIKey | IOOHBIFQNQQUFI-UHFFFAOYSA-N | | SMILES | C(=O)(C1=CC=CC(OC)=C1)CBr | | CAS DataBase Reference | 5000-65-7(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Bromo-3'-methoxyacetophenone(5000-65-7) |
| Hazard Codes | C | | Risk Statements | 34-36/37-22 | | Safety Statements | 26-27-28-36/37/39-45-34 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29147000 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Eye Dam. 1
Skin Corr. 1B
STOT SE 3 |
| | 3'-METHOXYPHENACYL BROMIDE Usage And Synthesis |
| Chemical Properties | WHITE TO SLIGHTLY YELLOW-GREEN CRYST. POWDER | | Uses | Derivatizing reagent. | | Uses | 2-bromo-3′-methoxyacetophenone, an alkylating agent, has been used to stabilize clopidogrel active metabolite (AM) in human plasma. It has also been used in the derivatisation of active metabolites in blood to ensure its stability during sample processing and storage. | | Preparation | Obtained by reaction of bromine with 3-methoxyacetophenone in chloroform at 0° for 3 h (88%). | | Synthesis | General procedure for the synthesis of 2-bromo-3'-methoxyacetophenone from 3-methoxyacetophenone: To a stirred yellow solution of clarified 1-(3-methoxyphenyl)acetophenone (20 mL, 139 mmol) in tetrahydrofuran (250 mL) was added in batches of tribromobenzyltrimethylammonium (54.7 g, 145 mmol) and stirring was continued for 1 h at room temperature. After completion of the reaction, the ammonium salt was removed by filtration and the filter cake was washed with ether. Subsequently, the filtrate was concentrated under reduced pressure to give the oily product 2-bromo-1-(3-methoxyphenyl)ethanone (32.6 g, 142 mmol) which could be used without further purification in quantitative yield. | | References | [1] Patent: WO2015/16729, 2015, A1. Location in patent: Page/Page column 30
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 22, p. 9239 - 9250
[3] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 15, p. 5715 - 5723
[4] Journal of the Chemical Society of Pakistan, 2016, vol. 38, # 5, p. 859 - 863
[5] Journal of the American Chemical Society, 1984, vol. 106, # 11, p. 3354 - 3356 |
| | 3'-METHOXYPHENACYL BROMIDE Preparation Products And Raw materials |
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