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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:
1929-82-4
Molecular Weight:
230.91
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57653992
EC Number:
217-682-2
Beilstein/REAXYS Number:
1618997
MDL number:
MFCD00072500

Key Documents

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Product Name

2-Chloro-6-(trichloromethyl)pyridine, ≥98%

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

100

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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).

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 (NH₄⁺) to nitrate (NO₃⁻). This process enhances nitrogen retention and improves nitrogen use efficiency,ultimately leading to increased crop yields.

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCX7241
MKCW4845
MKCX0035
MKCV4571
MKCV3219

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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
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)
Distribution of nitrapyrin [12-chloro-6-(trichloromethyl)-pyridine] and 2-chloro-6-(dichloromethyl)-pyridine in red beet treated with nitrapyrin.
H Kallio et al.
Journal of the science of food and agriculture, 33(5), 451-455 (1982-05-01)
B L Yano et al.
Regulatory toxicology and pharmacology : RTP, 51(1), 53-65 (2008-03-28)
Nitrapyrin has been registered as a nitrogen stabilizer in the United States for many years based on a robust set of regulatory data. These data demonstrated that nitrapyrin was not genotoxic and that there were no tumors elicited in rats
N M Berdasco et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 11(3), 464-471 (1988-10-01)
Pregnant Fischer 344 rats and New Zealand White rabbits were orally administered 0, 5, 15, or 50 mg nitrapyrin/kg/day on Gestation Days 6 through 15 (rats) or 0, 3, 10, or 30 mg/kg/day on Gestation Days 6 through 18 (rabbits).
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