| Identification | More | [Name]
2-Chloro-4-fluoro-5-nitrophenol | [CAS]
84478-75-1 | [Synonyms]
2-CHLORO-4-FLUORO-5-NITROBENZENOL
2-CHLORO-4-FLUORO-5-NITROPHENOL
2-Chloro-4-fluoro-5-nitropheno | [EINECS(EC#)]
671-719-0 | [Molecular Formula]
C6H3ClFNO3 | [MDL Number]
MFCD02670258 | [Molecular Weight]
191.54 | [MOL File]
84478-75-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
105-108°C | [Boiling point ]
298.7±40.0 °C(Predicted) | [density ]
1.653±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
6.58±0.24(Predicted) | [color ]
Light orange to Yellow to Green | [InChI]
InChI=1S/C6H3ClFNO3/c7-3-1-4(8)5(9(11)12)2-6(3)10/h1-2,10H | [InChIKey]
NAWVMCKMQMJQMF-UHFFFAOYSA-N | [SMILES]
C1(O)=CC([N+]([O-])=O)=C(F)C=C1Cl | [CAS DataBase Reference]
84478-75-1(CAS DataBase Reference) |
| 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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2908990000 |
| Hazard Information | Back Directory | [Synthesis]
2-Chloro-4-fluoro-5-nitrophenyl methyl carbonate (120 g, 0.48 mol) was mixed with sodium hydroxide (22.7 g, 0.57 mol) in water (300 mL) and the reaction was carried out at reflux for 4 hrs. Upon completion of the reaction, the insoluble solids were removed by filtration and the filtrate was acidified with dilute hydrochloric acid to pH < 7. Subsequently, the precipitated solid product was collected by filtration, washed with water and dried to afford 2-chloro-4-fluoro-5-nitrophenol (90 g, 98% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 11.18 (s, 1H), 8.10 (d, J=10.4 Hz, 1H), 7.62 (d, J=7.2 Hz, 1H); mass spectrum (ESI) m/z: 192.1 ([M+H]+). | [References]
[1] Patent: US2008/90856, 2008, A1. Location in patent: Page/Page column 38
[2] Patent: WO2010/51373, 2010, A1. Location in patent: Page/Page column 75
[3] Patent: WO2013/36232, 2013, A2. Location in patent: Paragraph 00252
[4] Organic Process Research and Development, 2014, vol. 18, # 1, p. 122 - 134
[5] Patent: US2008/234267, 2008, A1. Location in patent: Page/Page column 15 |
|
|