Nitrapyrin

Base Information

• Chemical Name: Nitrapyrin
• CAS No.: 1929-82-4
• Deprecated CAS: 1135442-91-9
• Molecular Formula: C6H3Cl4N
• Molecular Weight: 230.909
• Hs Code.: 29333990
• European Community (EC) Number: 217-682-2
• ICSC Number: 1658
• UN Number: 2811,3077
• UNII: 8PCE86U01W
• DSSTox Substance ID: DTXSID0024216
• Nikkaji Number: J1.789B
• Wikipedia: Nitrapyrin
• Wikidata: Q1993935
• ChEMBL ID: CHEMBL1557091
• Mol file: 1929-82-4.mol

Synonyms:alpha,alpha,alpha-6-tetrachloro-2-picoline;N-serve;nitrapyrin

Chemical Property of Nitrapyrin

Chemical Property:

• Appearance/Colour: colorless crystals or off-white crystalline solid
• Vapor Pressure: 0.0225mmHg at 25°C
• Melting Point: 62-63 °C
• Refractive Index: 1.575
• Boiling Point: 258.2 °C at 760 mmHg
• PKA: -3.75±0.10(Predicted)
• Flash Point: 134.9 °C
• PSA: 12.89000
• Density: 1.582 g/cm³
• LogP: 3.56170
• Storage Temp.: 0-6°C
• Solubility.: Soluble in 10 mg/ml ethanol.
• Water Solubility.: Insoluble.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 230.899010
• Heavy Atom Count: 11
• Complexity: 133
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-?Chloro-?6-?(trichloromethyl)?pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn;N,Xi,N,Xn
• Statements: 22-51/53-36/37/38
• Safety Statements: 24-61-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=NC(=C1)Cl)C(Cl)(Cl)Cl
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C.
• 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. 2-Chloro-6-(trichloromethyl)pyridine is Bactericide used to inhibit Nitrosomonas spp. from oxidizing ammonium ions in soil. Fertilizer additive to control nitrification and prevent loss of soil nitrogen.
• Physical properties: Colorless to white crystalline solid with a mild, sweet odor

Technology Process of Nitrapyrin

There total 7 articles about Nitrapyrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.4%

α-picoline (109-06-8) → nitrapyrin (1929-82-4)

Guidance literature:

With chlorine; In water; at 240 ℃; Temperature; Inert atmosphere;

Reference yield:

picoline hydrochloride (14401-91-3) → 2-trichloromethylpyridine (4377-37-1) + 2,3,5-trichloropyridine (55934-01-5) + 2-(trichloromethyl)-3,5-dichloropyridine (1128-16-1) + 2,3-dichloro-6-(trichloromethyl)pyridine (51492-01-4) + nitrapyrin (1929-82-4) + 3,4,5-trichloro-2-trichloromethyl pyridine (1201-30-5)

Guidance literature:

With chlorine; at 150 ℃; for 2h; Product distribution; Kinetics; Irradiation; other temp.: 80, 90, 100, 120 deg. C; other reaction time: 2 to 45 h; reaction without irradiation; reaction in C₄Cl₆;

Reference yield:

picoline hydrochloride (14401-91-3) → 2-trichloromethylpyridine (4377-37-1) + 2-(trichloromethyl)-5-chloropyridine (1197-03-1) + 2-(trichloromethyl)-3,5-dichloropyridine (1128-16-1) + 2-(trichloromethyl)-3,6-dichloropyridine (1817-13-6) + nitrapyrin (1929-82-4) + 2-(trichloromethyl)-3-chloropyridine (1817-12-5)

Guidance literature:

With chlorine; at 185 ℃; for 21h; Product distribution; Rate constant; various temperatures, residence times and chlorine feed rates;

upstream raw materials:

α-picoline

picoline hydrochloride

Downstream raw materials:

2-Chloro-6-(dichloromethyl)-pyridine

2,3-dichloro-6-(trichloromethyl)pyridine

2-(trichloromethyl)-3,6-dichloropyridine

6-chloro-N-(4-fluorophenyl)pyridin-2-amide