| Identification | More | [Name]
2-Bromo-4-chlorophenol | [CAS]
695-96-5 | [Synonyms]
2-BROMO-4-CHLOROPHENOL
2-Bromo-4-chlorophenol, 98+%
2-Bromo-4-chlorophenol, 99+%
Phenol, 2-bromo-4-chloro- | [EINECS(EC#)]
211-785-6 | [Molecular Formula]
C6H4BrClO | [MDL Number]
MFCD00002319 | [Molecular Weight]
207.45 | [MOL File]
695-96-5.mol |
| Chemical Properties | Back Directory | [Appearance]
White to slightly beige low melting solid | [Melting point ]
31-33 °C (lit.) | [Boiling point ]
121-123 °C/10 mmHg (lit.) | [density ]
1.6027 (rough estimate) | [refractive index ]
1.5730 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
methanol: 0.1 g/mL, clear
| [form ]
powder to lump to clear liquid | [pka]
7.98±0.18(Predicted) | [color ]
White or Colorles to Yellow to Orange | [BRN ]
2042871 | [InChI]
InChI=1S/C6H4BrClO/c7-5-3-4(8)1-2-6(5)9/h1-3,9H | [InChIKey]
ZIYRDJLAJYTELF-UHFFFAOYSA-N | [SMILES]
C1(O)=CC=C(Cl)C=C1Br | [CAS DataBase Reference]
695-96-5(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 2-bromo-4-chloro-(695-96-5) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/39:Wear suitable protective clothing and eye/face protection .
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
UN 2020 6.1/PG 3
| [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29081000 |
| Hazard Information | Back Directory | [Chemical Properties]
White to slightly beige low melting solid | [Uses]
2-Bromo-4-chlorophenol is a reactant in the preparation of 3-(2-(2,4-dichlorophenoxy)ethoxy)-6-methyl-2-nitropyridine selective sphingosine-1-phosphate 4 receptor (S1P4-R) agonist. | [Application]
The main use of 2-bromo-4-chlorophenol in the pesticide field is as a key intermediate in the synthesis of profenofos. Profenofos is a highly effective broad-spectrum organophosphorus insecticide with contact and stomach poison effects, and also possesses some fumigation activity. It is widely used to control various pests on crops such as cotton and vegetables. | [Synthesis]
The general procedure for the synthesis of 2-bromo-4-chlorophenol from the compound (CAS:17005-59-3) is as follows: in a 10 mL round-bottomed flask with a magnetic stir bar, phenols or olefins (0.1 mmol), carbon tetrabromide (CBr4, 33 mg, 0.1 mmol), anhydrous acetonitrile (CH3CN, 1 mL), and dichloro tris(2,2'-) bipyridine)ruthenium(II) (Ru(bpy)3Cl2, 3.8 mg, 0.005 mmol). The reaction mixture was irradiated at room temperature using a blue LED lamp (1 W) and air was continuously passed until the complete disappearance of the raw material was shown by thin layer chromatography (TLC). After completion of the reaction, the solvent was removed by distillation under reduced pressure. Finally, the residue was purified by fast column chromatography to obtain the target product 2-bromo-4-chlorophenol. | [References]
[1] Beilstein Journal of Organic Chemistry, 2014, vol. 10, p. 622 - 627 |
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