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| | 4-Bromophenethyl alcohol Basic information |
| | 4-Bromophenethyl alcohol Chemical Properties |
| Melting point | 36-38 °C(lit.) | | Boiling point | 138 °C/9 mmHg (lit.) | | density | 1.436 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.573(lit.) | | Fp | 146 °F | | storage temp. | Sealed in dry,Room Temperature | | pka | 14.79±0.10(Predicted) | | form | Liquid | | color | Clear colorless to light yellow | | BRN | 2079929 | | InChI | InChI=1S/C8H9BrO/c9-8-3-1-7(2-4-8)5-6-10/h1-4,10H,5-6H2 | | InChIKey | PMOSJSPFNDUAFY-UHFFFAOYSA-N | | SMILES | C1(CCO)=CC=C(Br)C=C1 | | CAS DataBase Reference | 4654-39-1(CAS DataBase Reference) | | NIST Chemistry Reference | Benzeneethanol, 4-bromo-(4654-39-1) |
| Hazard Codes | Xn | | Risk Statements | 22 | | Safety Statements | 26-24/25 | | WGK Germany | 3 | | HS Code | 29052900 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 4-Bromophenethyl alcohol Usage And Synthesis |
| Chemical Properties | CLEAR COLOURLESS TO LIGHT YELLOW LIQUID | | Uses | 4-Bromophenethyl alcohol was used in the synthesis of 4-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenethoxy)quinazoline. | | Synthesis | General procedure for the synthesis of 4-bromophenylethanol from methyl 4-bromophenylacetate: Methyl 4-bromophenylacetate (6 g, 26.2 mmol, 1.0 eq.) was dissolved in tetrahydrofuran (THF, 100 mL) and the solution was cooled to 0 °C. Lithium borohydride (LiBH4, 2M solution in THF, 1.41 g, 52.4 mmol, 2.0 eq.) was slowly added dropwise at 0 °C. After the dropwise addition, the reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the reaction was quenched with water and extracted with ethyl acetate (EtOAc). The organic layers were combined, washed with saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the target product 4-bromophenethyl alcohol (4.5 g, 85.5% yield). The product was detected by LCMS, m/z: 204.8 [M + H]+. 1H NMR (400 MHz, DMSO-d6) δ 7.56-7.35 (m, 2H), 7.27-7.07 (m, 2H), 4.67 (t, J = 5.2 Hz, 1H), 3.58 (td, J = 6.8,5.4 Hz, 2H), 2.69 (t. J = 6.9Hz, 2H). | | References | [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 11, p. 5627 - 5631
[2] Patent: WO2015/66413, 2015, A1. Location in patent: Page/Page column 164; 165
[3] Chemistry - A European Journal, 2015, vol. 21, # 42, p. 14737 - 14741
[4] Advanced Synthesis and Catalysis, 2012, vol. 354, # 10, p. 1879 - 1884
[5] Synthesis, 2011, # 18, p. 2935 - 2940 |
| | 4-Bromophenethyl alcohol Preparation Products And Raw materials |
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