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Merck
CN

C1930

2-Chloro-6-(trichloromethyl)pyridine

≥98%

Synonym(s):

Nitrapyrin, 2-Chloro-6-(trichloromethyl)pyridine, CP

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About This Item

Empirical Formula (Hill Notation):
C6H3Cl4N
CAS Number:
Molecular Weight:
230.91
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-682-2
Beilstein/REAXYS Number:
1618997
MDL number:
Assay:
≥98%
Form:
powder
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InChI key

DCUJJWWUNKIJPH-UHFFFAOYSA-N

InChI

1S/C6H3Cl4N/c7-5-3-1-2-4(11-5)6(8,9)10/h1-3H

SMILES string

Clc1cccc(n1)C(Cl)(Cl)Cl

agency

suitable for SM 5210

assay

≥98%

form

powder

solubility

ethanol: 10 mg/mL, clear, colorless to faintly yellow

Quality Level

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General description

2-Chloro-6-(trichloromethyl)pyridine is a chlorinatedheterocyclic compound that belongs to the pyridine family and serves as an active ingredient found in commercially available nitrogen stabilizers. Iteffectively delays the conversion of ammonium (NH⁺) to nitrate (NO⁻). This process enhances nitrogen retention and improves nitrogen use efficiency,ultimately leading to increased crop yields.

Application

  • Biological and chemical nitrification inhibitors exhibited different effects on soil gross N nitrification rate and N(2)O production: a (15)N microcosm study.: This study examines the effects of biological and chemical nitrification inhibitors, including 2-Chloro-6-(trichloromethyl)pyridine, on soil nitrogen processes. The findings highlight the differential impacts on soil nitrogen dynamics and greenhouse gas emissions (Lan et al., 2023).
  • Nitrous oxide emissions from manured soils as a function of various nitrification inhibitor rates and soil moisture contents.: This paper explores the relationship between nitrification inhibitor application rates, including 2-Chloro-6-(trichloromethyl)pyridine, and soil moisture on nitrous oxide emissions, providing insights into optimizing inhibitor use for environmental benefits (Lin and Hernandez-Ramirez, 2020).
  • Nitrate losses in subsurface drainage from a corn-soybean rotation as affected by fall and spring application of nitrogen and nitrapyrin.: Investigating the seasonal application of nitrapyrin, a derivative of 2-Chloro-6-(trichloromethyl)pyridine, this study assesses its efficacy in reducing nitrate leaching and improving nitrogen use efficiency in agricultural systems (Randall and Vetsch, 2005).
  • Oxidation of Nitrapyrin to 6-Chloropicolinic Acid by the Ammonia-Oxidizing Bacterium Nitrosomonas europaea.: This foundational research elucidates the microbial degradation pathway of nitrapyrin, contributing to our understanding of its environmental fate and persistence (Vannelli and Hooper, 1992).

pictograms

Skull and crossbonesEnvironment

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

农药列管产品
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Facilitating nitrification inhibition through green, mechanochemical synthesis of a novel nitrapyrin complex
Casali, Lucia and Broll, et al.
Crystal Growth & Design, 21, 5792-5799 (2021)
Zhongqing Zhang et al.
Royal Society open science, 7(9), 200259-200259 (2020-10-14)
The nitrapyrin was easily adsorbed by soil, but most current studies have focused on comparing the effects of nitrapyrin application at different soil organic matter levels and in different soil types. The adsorption kinetics and isotherm adsorption of the nitrification
E Kostyál et al.
Applied microbiology and biotechnology, 50(5), 612-622 (1998-12-29)
The dechlorinating and genotoxicity-removing activities of nitrifying fluidized-bed reactor biomass towards chlorinated organic compounds in water were shown at level below 1 ppm. The removal rates of adsorbable organic halogens were 200 micrograms Cl (g VS day)-1 for chlorinated humic
G W Randall et al.
Journal of environmental quality, 32(5), 1764-1772 (2003-10-11)
Subsurface drainage, a water management practice used to remove excess water from poorly drained soils, can transport substantial amounts of NO3 from agricultural crop production systems to surface waters. A field study was conducted from the fall of 1986 through
T Vannelli et al.
Applied and environmental microbiology, 59(11), 3597-3601 (1993-11-01)
Suspensions of Nitrosomonas europaea catalyzed the reductive dehalogenation of the commercial nitrification inhibitor nitrapyrin (2-chloro-6-trichloromethylpyridine). The product of the reaction was identified as 2-chloro-6-dichloromethylpyridine by its mass fragmentation and nuclear magnetic resonance spectra. A small amount of 2-chloro-6-dichloromethylpyridine accumulated during

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