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| | 3-Chloro-4-hydroxybenzotrifluoride Basic information |
| Product Name: | 3-Chloro-4-hydroxybenzotrifluoride | | Synonyms: | 3-Chloro-4-hydroxybenzotrifluoride 98%;3-Chloro-4-hydroxybenzotrifluoride98%;3-CHLORO-4-HYDROXYBENZOTRIFLUORIDE;2-Chloro-4-(trifuloromethyl)phenol;2-Chloro-4-(trifluoromethyl)phenol, 3-Chloro-4-hydroxy-alpha,alpha,alpha-trifluorotoluene;3-Chloro-4-hydroxybenzotrifluoride[2-Chloro-4-(trifluoroMethyl)phenol];3-Chloro-4-hydroxybe;2-chloro-4-trifluoromethylphenl | | CAS: | 35852-58-5 | | MF: | C7H4ClF3O | | MW: | 196.55 | | EINECS: | | | Product Categories: | Fluorine series;Phenol&Thiophenol&Mercaptan | | Mol File: | 35852-58-5.mol |  |
| | 3-Chloro-4-hydroxybenzotrifluoride Chemical Properties |
| Boiling point | 66°C/13mmHg(lit.) | | density | 1.474±0.06 g/cm3(Predicted) | | refractive index | 1.4740 to 1.4780 | | Fp | 68°C(lit.) | | storage temp. | 2-8°C | | form | clear liquid | | pka | 7.09±0.18(Predicted) | | color | Colorless to Light yellow | | InChI | InChI=1S/C7H4ClF3O/c8-5-3-4(7(9,10)11)1-2-6(5)12/h1-3,12H | | InChIKey | YNWKEXMSQQUMEL-UHFFFAOYSA-N | | SMILES | C1(O)=CC=C(C(F)(F)F)C=C1Cl | | CAS DataBase Reference | 35852-58-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39 | | HazardClass | IRRITANT | | HS Code | 2933499090 |
| | 3-Chloro-4-hydroxybenzotrifluoride Usage And Synthesis |
| Synthesis | 1. Oxidation: 4-(Trifluoromethyl)benzaldehyde (1.54 g, 6.75 mmol, 1.0 eq.) and dichloromethane (20 mL) were added to a round-bottomed flask and m-chloroperoxybenzoic acid (mCPBA, 1.52 g, 6.78 mmol, 1.0 eq.) was added slowly at room temperature. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the reaction was quenched by the addition of saturated aqueous sodium bisulfite solution (15 mL). The mixture was transferred to a partition funnel and extracted with dichloromethane. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give 4-(trifluoromethyl)phenol in 71% yield.
2. Chlorination reaction: N-chlorosuccinimide (NCS, 25.0 mmol, 3.4 g) and dichloromethane (20.0 mL) were added to another round-bottomed flask and cooled to -78 °C. The reaction was carried out by adding zirconium tetrachloride (ZrCl2) to the mixture. Zirconium tetrachloride (ZrCl4, 0.5 mmol, 300 mg) was added, followed by 4-(trifluoromethyl)phenol (25.0 mmol). The reaction mixture was warmed to room temperature and stirred for 6 hours. After completion of the reaction, it was extracted with saturated aqueous sodium bicarbonate. The organic phases were combined and the solvent was removed under reduced pressure to afford 2-chloro-4-(trifluoromethyl)phenol in 88% yield. | | References | [1] Patent: US4607128, 1986, A
[2] Journal of the American Chemical Society, 2009, vol. 131, p. 4031 - 4041
[3] Patent: CN107915584, 2018, A. Location in patent: Paragraph 0025; 0026; 0027; 0028
[4] Patent: CN108276254, 2018, A. Location in patent: Paragraph 0012; 0013; 0014; 0015
[5] Patent: US4076741, 1978, A |
| | 3-Chloro-4-hydroxybenzotrifluoride Preparation Products And Raw materials |
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