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| | 1-Bromo-2,4,5-trifluorobenzene Basic information |
| Product Name: | 1-Bromo-2,4,5-trifluorobenzene | | Synonyms: | 2,4,5-Trifluorobromobenzene 99%;1-BROMO-2,4,5-TRIFLUOROBENZENE;2,4,5-TRIFLUOROBENZOBROMIDE;2,4,5-TRIFLUOROBROMOBENZENE;2-BROMO-1,4,5-TRIFLUOROBENZENE;Two, four, five, three fluorine broMobenzene;2,4,5 bromobenzene;1-Bromo-2,4,5-trifluorobenzene 99% | | CAS: | 327-52-6 | | MF: | C6H2BrF3 | | MW: | 210.98 | | EINECS: | 206-318-8 | | Product Categories: | Benzenes;Aryl;Halogenated Hydrocarbons;Miscellaneous;Aromatic Hydrocarbons (substituted) & Derivatives;C6 | | Mol File: | 327-52-6.mol |  |
| | 1-Bromo-2,4,5-trifluorobenzene Chemical Properties |
| Melting point | −19 °C(lit.) | | Boiling point | 144 °C(lit.) | | density | 1.802 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.485(lit.) | | Fp | 132 °F | | storage temp. | 2-8°C | | solubility | water: insoluble | | form | clear liquid | | Specific Gravity | 1.81 | | color | Colorless to Light yellow to Light orange | | Water Solubility | insoluble | | BRN | 1636588 | | InChI | InChI=1S/C6H2BrF3/c7-3-1-5(9)6(10)2-4(3)8/h1-2H | | InChIKey | DVTULTINXNWGJY-UHFFFAOYSA-N | | SMILES | C1(Br)=CC(F)=C(F)C=C1F | | CAS DataBase Reference | 327-52-6(CAS DataBase Reference) | | NIST Chemistry Reference | Benzene, 1-bromo-2,4,5-trifluoro-(327-52-6) |
| Hazard Codes | Xi,F | | Risk Statements | 36/37/38-10 | | Safety Statements | 26-36/37/39-37/39-16 | | RIDADR | UN 1993 3/PG 3 | | WGK Germany | 3 | | Hazard Note | Flammable | | HazardClass | 3 | | PackingGroup | III | | HS Code | 29039990 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3 |
| | 1-Bromo-2,4,5-trifluorobenzene Usage And Synthesis |
| Chemical Properties | clear slightly yellow liquid | | Uses | 1-Bromo-2,4,5-trifluorobenzene is the intermediate of liquid crystals. The derivatives of this compound can be used as intermediates for the synthesis of qunolone antibacterial. It is employed in the synthesis of 3-ethenyl, 3-ethynyl, 3-aryl, and 3-cyclopropyl-2, 4, 5-trifluorobenzoic acids from 1-bromo-2, 4, 5-trifluorobenzene and 2, 4, 5-trifluoro-3-hydroxybenzoic acid. | | Uses | Intermediates of Liquid Crystals | | Definition | ChEBI: 1-Bromo-2,4,5-trifluorobenzene is an organofluorine compound. | | General Description | 1-Bromo-2,4,5-trifluorobenzene undergoes Br-Mg-exchange reaction with i-PrMgBr in THF to yield organomagnesium compound. | | Synthesis | The general procedure for the synthesis of 2,4,5-trifluorobromobenzene from 1,2,4-trifluorobenzene was as follows: 100 g of 1,2,4-trifluorobenzene and 3 g of tin tetrachloride-polystyrene complex were added to a 500 mL three-necked flask, and glacial acetic acid was used as the reaction solvent. At room temperature, 127 mL of liquid bromine was added slowly and dropwise. The reaction lasted for 2 h, during which the progress of the reaction was monitored by thin-layer chromatography (TLC), and after confirming that the ingredients were fully reacted, vacuum evaporation was performed to remove the glacial acetic acid. Subsequently, 500 mL of chloroform was added and the organic phase was washed with 3% dilute hydrochloric acid, followed by the addition of saturated sodium sulfite solution to remove residual bromine from the organic phase. After sequential washing, the organic phase was washed with saturated saline. Finally, the solvent was removed by distillation to afford 158 g of 2,4,5-trifluorobromobenzene in 98.7% yield and 99.6% purity as shown by gas chromatography analysis. | | References | [1] Patent: CN107673951, 2018, A. Location in patent: Paragraph 0015; 0016; 0017; 0018
[2] Journal of the American Chemical Society, 1951, vol. 73, p. 153
[3] Journal of the American Chemical Society, 1959, vol. 81, p. 94,98 |
| | 1-Bromo-2,4,5-trifluorobenzene Preparation Products And Raw materials |
| Raw materials | 1,2,4-Trifluorobenzene | | Preparation Products | 2,4,5-Trifluorophenylacetic acid-->(R)-3-AMino-4-(2,4,5-trifluoro-phenyl)-butyric acid hydrochloride-->Sitagliptin N-Boc IMpurity-->Carbamic acid, N-[(1R)-3-hydroxy-1-[(2,4,5-trifluorophenyl)methyl]propyl]-, 1,1-dimethylethyl ester |
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