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nitrapyrin

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EntityQ1993935· pop 7· linked from 5 articles

nitrapyrin

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Also known as 2-Chloro-6-trichloromethyl pyridine, 2-Chloro-6-(trichloro-methyl)pyridine, N-serve, 2,2,2,6-Tetrachloro-2-picoline

Nitrapyrin is an organic compound with the formula ClC5H3NCCl3, and is described as a white crystalline solid with a sweet odor. It is used as a nitrification inhibitor and bactericide, which is applied to soils for the growing of agricultural crops since 1974. Nitrapyrin was put up for review by the EPA and deemed safe for use in 2005. Nitrapyrin is an effective nitrification inhibitor to the bacteria Nitrosomonas and has been shown to drastically the reduce the amount of N2O emissions from the soil.

Chemical data

Formula
C6H3Cl4N
Molecular weight
230.9 g/mol
IUPAC name
2-chloro-6-(trichloromethyl)pyridine
SMILES
C1=CC(=NC(=C1)Cl)C(Cl)(Cl)Cl
InChIKey
DCUJJWWUNKIJPH-UHFFFAOYSA-N
XLogP
3.4
Polar surface area
12.9 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
228.901959816
Show 8 more facts
chemical formula
C₆H₃Cl₄N
canonical SMILES
C1=CC(=NC(=C1)Cl)C(Cl)(Cl)Cl
NIOSH Pocket Guide ID
0136
melting point
145
vapor pressure
0.003
time-weighted average exposure limit
15
short-term exposure limit
20
Commons category
Nitrapyrin
Sources (4)

via Wikidata · CC0

~2 min read

Encyclopedic overview

5 sections
Contents
  • Synthesis
  • Function
  • Degradation/Decomposition
  • Effects in Agriculture
  • References

Nitrapyrin is an organic compound with the formula ClC5H3NCCl3, and is described as a white crystalline solid with a sweet odor. It is used as a nitrification inhibitor and bactericide, which is applied to soils for the growing of agricultural crops since 1974. Nitrapyrin was put up for review by the EPA and deemed safe for use in 2005. Nitrapyrin is an effective nitrification inhibitor to the bacteria Nitrosomonas and has been shown to drastically the reduce the amount of N2O emissions from the soil.

==Synthesis== Nitrapyrin is commonly produced by the photochlorination of 2-methylpyridine: CH3-C5H4N + 4Cl2 → CCl3-ClC5H3N + 4 HCl

Excerpted from Wikipedia’s “nitrapyrin” article, available under the CC BY-SA 4.0 licence.

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