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词条 Nitrophenol
释义

  1. Mono-nitrophenols

  2. Di- and trinitrophenols

  3. Safety

  4. References

  5. External links

Nitrophenols are compounds of the formula HOC6H5-x(NO2)x. The conjugate bases are called nitrophenolates. Nitrophenols are more acidic than phenol itself.[1]

Mono-nitrophenols

with the formula HOC6H4NO2. Three isomeric nitrophenols exist:

  • o-Nitrophenol (2-nitrophenol; OH and NO2 groups are neighboring; CAS number: 88-75-5), a yellow crystalline solid (m.p. 46 °C).
  • m-Nitrophenol (3-nitrophenol, CAS number: 554-84-7), a yellow solid (m.p. 97 °C) and precursor to the drug mesalazine (5-aminosalicylic acid).
  • p-Nitrophenol (4-nitrophenol, CAS number: 100-02-7), yellow crystals (m.p. 114 °C). It is a precursor to the rice herbicide fluorodifen and the pesticide parathion.

The mononitrated phenols are often hydrogenated to the corresponding aminophenols that are also useful industrially.[1]

Di- and trinitrophenols

2,4-Dinitrophenol (m.p. 83 °C) is a moderately strong acid (pKa = 4.89). 2,4,6-trinitrophenol is better known as picric acid, which has a well-developed chemistry.

Safety

{{cites Wikipedia|date=October 2018}}

Nitrophenols are poisonous.[2][3] Occasionally, nitrophenols contaminate the soil near former explosives or fabric factories and military plants, and current research is aimed at remediation.

References

1. ^{{cite journal|author=Gerald Booth|title=Nitro Compounds, Aromatic|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|year=2007|publisher=Wiley-VCH|location=Weinheim|doi=10.1002/14356007.a17_411}}
2. ^Nitrophenol
3. ^Dinitrophenol

External links

  • Fact sheet at atsdr.cdc.gov
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3 : Nitrobenzenes|Phenols|Nitrophenols

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