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C1930

Sigma-Aldrich

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
Beilstein:
1618997
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Agency

suitable for SM 5210

Assay

≥98%

form

powder

solubility

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

SMILES string

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

InChI

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

InChI key

DCUJJWWUNKIJPH-UHFFFAOYSA-N

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General description

2-Chloro-6-(trichloromethyl)pyridine is a chlorinatedheterocyclic compound that belongs to the pyridine family and serves as anactive ingredient found in commercially available nitrogen stabilizers. Iteffectively delays the conversion of ammonium (NH⁺) to nitrate (NO⁻). Thisprocess 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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Josée Bouchard et al.
Clinical toxicology (Philadelphia, Pa.), 53(3), 156-163 (2015-02-11)
Severe bleeding associated with dabigatran frequently requires intensive care management. An antidote is currently unavailable and data reporting the effect of dialysis on elimination of dabigatran are encouraging, but limited. Objective. To report the effect of intermittent hemodialysis (IHD) and
Effect of glyphosate and nitrapyrin on selected bacterial populations in continuous-flow culture.
C W Hendricks et al.
Bulletin of environmental contamination and toxicology, 49(3), 417-424 (1992-09-01)
D Pagliaccia et al.
Microbial ecology, 56(3), 538-554 (2008-03-19)
Fluorescent pseudomonads have been associated, via diverse mechanisms, with suppression of root disease caused by numerous fungal and fungal-like pathogens. However, inconsistent performance in disease abatement, after their employment, has been a problem. This has been attributed, in part, to

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