Nitrapyrin

Nitrapyrin Basic information
Uses
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
Nitrapyrin Structure
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)
Fp 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 Gravity1.579 (25℃)
color White
Water Solubility Insoluble. <0.01 g/100 mL at 18 ºC
Merck 14,6574
BRN 1618997
Henry's Law Constant2.13 x 10-3 atm?m3/mol (approximate - calculated from water solubility and vapor pressure)
Exposure limitsNIOSH 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.
InChIKeyDCUJJWWUNKIJPH-UHFFFAOYSA-N
LogP3.325-3.41 at 23.5℃
CAS DataBase Reference1929-82-4(CAS DataBase Reference)
NIST Chemistry ReferencePyridine, 2-chloro-6-(trichloromethyl)-(1929-82-4)
EPA Substance Registry SystemNitrapyrin (1929-82-4)
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
ToxicityLC50 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 Information
ProviderLanguage
2-Chloro-6-(trichloromethyl)pyridine English
Nitrapyrin Usage And Synthesis
Uses2-​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 PropertiesCrystals.
Physical propertiesColorless to white crystalline solid with a mild, sweet odor
Uses2-Chloro-6-(trichloromethyl)pyridine is
UsesBactericide used to inhibit Nitrosomonas spp. from oxidizing ammonium ions in soil.
UsesFertilizer additive to control nitrification and prevent loss of soil nitrogen.
DefinitionChEBI: 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 DescriptionColorless crystals or off-white crystalline solid.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileNitrapyrin is a base. Reacts exothermically with acids.
HazardLiver damage. Questionable carcinogen.
Fire HazardFlash point data for Nitrapyrin are not available. Nitrapyrin is probably combustible.
Flammability and ExplosibilityNonflammable
Agricultural UsesNitrapyrin, also called N serve, is a nitrification inhibitor
Safety ProfilePoison 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 FateBiological. 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).


Nitrapyrin Preparation Products And Raw materials
6-Chloro-2-picoline OTAVA-BB BB7020410053 2,3,4,5-Tetrachloro-6-(trichloromethyl)pyridine 2-Chloro-6-(trifluoromethyl)pyridine 2-Chloro-5-chloromethylpyridine Nitrapyrin 4-Methylpyridine 4-AMINO-3,5,6-TRICHLORO-2-(TRICHLOROMETHYL)PYRIDINE 2-(Chloromethyl)pyridine 2,3,5-TRICHLORO-4-PYRIDINOL Methyltrichlorosilane Difluorochloromethane Azamethiphos NITRAPYRIN(BSI, E-ISO, ANSI): NITRAPYRINE((F)F-ISO)[2-CHLORO-6-TRICHLOROMETHYLPYRIDINE],nitrapyrin(BSI, E-ISO, ANSI) 2,6-Lutidine 2,3,5-TRICHLORO-6-(TRICHLOROMETHYL)PYRIDINE-4-THIOL Pyridine 2,3,5-Trichloro-6-(trichloromethyl)pyridine

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