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Nitrapyrin

Basic information Uses Safety Supplier Related

Nitrapyrin Basic information

Product Name:
Nitrapyrin
Synonyms:
  • NITRAPYRIN
  • N-SERVE
  • IFLAB-BB F0848-0285
  • 2-chloro-6-(trichloromethyl)
  • 2-chloro-6-(trichloromethyl)-pyridin
  • 2-Chloro-6-trichloromethyl
  • 2-Picoline, alpha,alpha,alpha,6-tetrachloro-
  • chloro-2-trichloromethylepyridinique
CAS:
1929-82-4
MF:
C6H3Cl4N
MW:
230.91
EINECS:
217-682-2
Product Categories:
  • Building Blocks
  • C5 to C6
  • C6 to C7
  • Chemical Synthesis
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Organics
  • Pyridine
  • Pyridines
  • Pesticides intermediate
  • bc0001
Mol File:
1929-82-4.mol
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Nitrapyrin Chemical Properties

Melting point:
62-63°C
Boiling point:
136-138°C
Density 
1.8732 (rough estimate)
vapor pressure 
2.8 x 10-3 mmHg at 20 °C (quoted, Verschueren, 1983)
refractive index 
1.6000 (estimate)
Flash point:
100 °C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in 10 mg/ml ethanol.
form 
Powder
pka
-3.75±0.10(Predicted)
Specific Gravity
1.579 (25℃)
color 
White
Water Solubility 
Insoluble. <0.01 g/100 mL at 18 ºC
Merck 
14,6574
BRN 
1618997
Henry's Law Constant
2.13 x 10-3 atm?m3/mol (approximate - calculated from water solubility and vapor pressure)
Exposure limits
NIOSH REL: 10 mg/m3, STEL 20 mg/m3 (total), 5 mg/m3 (respirable fraction); OSHA PEL: 15 mg/m3 (total), 5 mg/m3 (respirable fraction); ACGIH TLV: TWA 10 mg/m3.
InChIKey
DCUJJWWUNKIJPH-UHFFFAOYSA-N
LogP
3.325-3.41 at 23.5℃
CAS DataBase Reference
1929-82-4(CAS DataBase Reference)
NIST Chemistry Reference
Pyridine, 2-chloro-6-(trichloromethyl)-(1929-82-4)
EPA Substance Registry System
Nitrapyrin (1929-82-4)
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Safety Information

Hazard Codes 
Xn;N,Xi,N,Xn
Risk Statements 
22-51/53-36/37/38
Safety Statements 
24-61-37/39-26
RIDADR 
UN 2811
WGK Germany 
2
RTECS 
US7525000
TSCA 
Yes
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29333990
Toxicity
LC50 for channel catfish 5.8 mg/L (Worthing and Hance, 1991); acute oral LD50 for rats 1,230 mg/kg (Verschueren, 1983), 940 mg/kg (RTECS, 1985).

MSDS

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Nitrapyrin Usage And Synthesis

Uses

2-​Chloro-​6-​(trichloromethyl)​pyridine is a nitrification inhibitor used to limit NO and N2O emissions from crops. Improves nitrogen use efficiency. Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.

Chemical Properties

Crystals.

Physical properties

Colorless to white crystalline solid with a mild, sweet odor

Uses

2-Chloro-6-(trichloromethyl)pyridine is

Uses

Fertilizer additive to control nitrification and prevent loss of soil nitrogen.

Uses

Bactericide used to inhibit Nitrosomonas spp. from oxidizing ammonium ions in soil.

Definition

ChEBI: Nitrapyrin is a chloropyridine that is 2-chloropyridine which is substituted by a trichloromethyl group at position 6. It is a nitrification inhibitor that is co-applied with nitrogen fertilizer in agroecosystems. It has a role as a nitrification inhibitor, an antibacterial agent and an agrochemical.

General Description

Colorless crystals or off-white crystalline solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Nitrapyrin is a base. Reacts exothermically with acids.

Hazard

Liver damage. Questionable carcinogen.

Fire Hazard

Flash point data for Nitrapyrin are not available. Nitrapyrin is probably combustible.

Flammability and Explosibility

Non flammable

Agricultural Uses

Nitrapyrin, also called N serve, is a nitrification inhibitor

Safety Profile

Poison by ingestion. Moderately toxic by skin contact. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cland NOx.

Environmental Fate

Biological. 6-Chloropicolinic acid and carbon dioxide were reported as biodegradation products (Verschueren, 1983).
Soil. Hydrolyzes in soil to 6-chloropyridine-2-carboxylic acid (Worthing and Hance, 1991).
Photolytic. Photolysis of nitrapyrin in water yielded 6-chloropicolinic acid, 6-hydroxypicolinic acid and an unidentified polar material (Verschueren, 1983).
Chemical/Physical. Emits toxic fumes of nitrogen oxides and chlorides when heated to decomposition (Sax and Lewis, 1987; Lewis, 1990).

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