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| | 1-Bromo-4-(trifluoromethoxy)benzene Basic information |
| | 1-Bromo-4-(trifluoromethoxy)benzene Chemical Properties |
| Boiling point | 80 °C50 mm Hg(lit.) | | density | 1.622 g/mL at 25 °C(lit.) | | vapor pressure | 20 hPa (55 °C) | | refractive index | n20/D 1.461(lit.) | | Fp | 154 °F | | storage temp. | Sealed in dry,Room Temperature | | solubility | 11.7mg/l | | form | Liquid | | Specific Gravity | 1.64 | | color | Clear colorless to yellow | | Water Solubility | 11.7mg/L | | BRN | 2046332 | | InChI | InChI=1S/C7H4BrF3O/c8-5-1-3-6(4-2-5)12-7(9,10)11/h1-4H | | InChIKey | SEAOBYFQWJFORM-UHFFFAOYSA-N | | SMILES | C1(Br)=CC=C(OC(F)(F)F)C=C1 | | CAS DataBase Reference | 407-14-7(CAS DataBase Reference) | | NIST Chemistry Reference | P-bromophenyl trifluoromethyl ether(407-14-7) |
| Hazard Codes | Xn,N,Xi | | Risk Statements | 22-36/37/38-43-51/53 | | Safety Statements | 26-36/37-61-37/39-36 | | RIDADR | UN 3082 9/PG 3 | | WGK Germany | 1 | | HazardClass | IRRITANT | | HS Code | 29093090 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Skin Irrit. 2 | | Toxicity | LD50 orally in Rabbit: > 2500 mg/kg |
| | 1-Bromo-4-(trifluoromethoxy)benzene Usage And Synthesis |
| Chemical Properties | CLEAR COLOURLESS TO YELLOW LIQUID | | Uses | 1-Bromo-4-(trifluoromethoxy)benzene was used in the synthesis of 4-{[4-[(2-ethylhexyloxy)-6-(4-morpholinylmethyl)-4-trifluoromethyl][1,1-biphenyl]-3-yl]methyl}morpholine. | | Synthesis Reference(s) | Journal of the American Chemical Society, 109, p. 3708, 1987 DOI: 10.1021/ja00246a030 | | General Description | 1-Bromo-4-(trifluoromethoxy)benzene on treatment with lithium diisopropylamide (LIDA) at -100°C gives 5-bromo-2-(trifluoromethoxy)phenyllithium and at -75°C it eliminates lithium bromide, thus generating 1,2-dehydro-4-(trifluoromethoxy)benzene. | | Synthesis | GENERAL METHOD: To a solution of dichloroethane (2 mL) containing IF5-pyridine-HF (321 mg, 1.0 mmol), Et3N-6HF (553 mg, 2.5 mmol) and 2a (113 mg, 0.5 mmol) were sequentially added at room temperature. The reaction mixture was stirred at 60 °C for 9 hours. Upon completion of the reaction, the dark red solution was poured into water (20 mL) and extracted with dichloromethane (20 mL x 3). The organic layers were combined, washed sequentially with aqueous NaHCO3 and aqueous Na2S2O3, and dried over MgSO4. The yield of 4a was determined to be 74% by 19F NMR using fluorobenzene as an internal standard. Purification by column chromatography (silica gel/hexane) afforded 4a. IR (pure) 2963, 1256, 1212 cm-1; 1H NMR δ 7.23 (d, J = 8.8 Hz, 2H), 7.13 (d, J = 8.4 Hz, 2H), 2.95-2.85 (m, 1H), 1.24 (d, J = 6.8 Hz, 6H); 19F NMR δ -58.53 (s, 3F); 13C NMR δ 147.7, 147.3, 127.8 (2C), 121.0 (2C), 120.7 (q, 1JC-F = 257.7 Hz), 33.7, 24.1 (2C); HRMS (EI) calculated value C10H11F3O 204.07620, measured value 204.07606. | | References | [1] Tetrahedron Letters, 1992, vol. 33, # 29, p. 4173 - 4176
[2] Bulletin of the Chemical Society of Japan, 2000, vol. 73, # 2, p. 471 - 484
[3] Journal of Fluorine Chemistry, 2015, vol. 179, p. 48 - 52
[4] Patent: US2015/315136, 2015, A1. Location in patent: Paragraph 0132; 0137; 0138 |
| | 1-Bromo-4-(trifluoromethoxy)benzene Preparation Products And Raw materials |
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