| Identification | Back Directory | [Name]
2-CHLORO-4-HYDROXYBENZONITRILE | [CAS]
3336-16-1 | [Synonyms]
3-Chloro-4-cyanophenol
Chloro-4-hydroxybenzonitrile
2-CHLORO-4-HYDROXYBENZONITRILE
Benzonitrile,2-chloro-4-hydroxy-
2-Chloro-4-hydroxybenzonitrile 98%
2-Chloro-4-hydroxybenzonitrile 98+% | [Molecular Formula]
C7H4ClNO | [MDL Number]
MFCD00052185 | [MOL File]
3336-16-1.mol | [Molecular Weight]
153.57 |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
160 °C (dec.)(lit.)
| [Boiling point ]
323.2±27.0 °C(Predicted) | [density ]
1.41±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder | [pka]
6.88±0.18(Predicted) | [color ]
White | [InChIKey]
BDDVAWDNVWLHDQ-UHFFFAOYSA-N | [CAS DataBase Reference]
3336-16-1 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Synthesis]
Step 5: 2-Chloro-4-aminobenzonitrile (25 g, 0.187 mol) was added to a stirred mixture of concentrated sulfuric acid (58 g) and water (570 mL) and heated between 49 °C and 61 °C for about 30 minutes. The suspension was cooled to about 0°C and a cold solution of sodium nitrite (13.2 g, 0.187 mol) dissolved in water (125 mL) was slowly added dropwise over a temperature range of 0°C to 6°C. After the dropwise addition was completed, stirring of the reaction mixture was continued for about 3 hours. Subsequently, urea (1.5 g) was added to the mixture to quench the excess sodium nitrite. Insoluble impurities were removed by filtration. To the filtrate was added a 50% aqueous sulfuric acid solution (600 mL) while the reaction mixture was heated to between 74 °C and 81 °C with continuous stirring until the nitrogen stopped escaping. Upon completion of the reaction, the product was separated by filtration and purified with recrystallized water to give 2-chloro-4-hydroxybenzonitrile (17.9 g, 62.5% yield, melting point 160 °C). | [References]
[1] Patent: US4424371, 1984, A |
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