Nitrapyrin

Structural formula
General
Surname	Nitrapyrin
other names	2-chloro-6- (trichloromethyl) pyridine
Molecular formula	C 6 H 3 Cl 4 N
Brief description	white solid with a slightly sweet odor
External identifiers / databases
EC number	217-682-2
ECHA InfoCard	100.016.076
PubChem	16004
Wikidata	Q1993935
properties
Molar mass	230.91 g mol −1
Physical state	firmly
density	1.55 g cm −3
Melting point	62.5-62.9 ° C
boiling point	136-137.5 ° C (11 mbar)
Vapor pressure	0.373 Pa (20 ° C)
solubility	practically insoluble in water (40–60 mg · l −1 at 20 ° C)
safety instructions
H and P phrases	H: 302-411
	P: 273
MAK	Switzerland: 10 mg m −3
Toxicological data	940 mg kg −1 ( LD 50 , rat , oral ) ; 710 mg kg −1 ( LD 50 , mouse , oral ) ; 850 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Nitrapyrin is a chemical compound from the group of chlorinated pyridines .

Extraction and presentation

Nitrapyrin can be obtained by photochlorination of 2-picoline .

properties

Nitrapyrin is a flammable white solid with a slightly sweet odor that is practically insoluble in water. The technical product also contains other chlorinated pyridines such as 4,6-dichloro-2-trichloromethylpyridine (CAS number: 1129-19-7).

use

Nitrapyrin (trade name N-Serve ) is used as a nitrification inhibitor . It inhibits nitrification in cereals and reduces nitrogen losses from arable land. It was approved in the US in 1974 and inhibits or kills Nitrosomonas - bacteria .

Admission

In the states of the EU including Germany and Austria as well as in Switzerland no pesticides with this active substance are allowed.

Individual evidence

^ Heinrich Dittmar, Manfred Drach, Ralf Vosskamp, Martin E. Trenkel, Reinhold Gutser, Günter Steffens: Fertilizers, 2. Types . In: Ullmann's Encyclopedia of Industrial Chemistry . Wiley-VCH Verlag GmbH & Co. KGaA, 2009, ISBN 978-3-527-30673-2 , doi : 10.1002 / 14356007.n10_n01 .
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on nitrapyrin in the GESTIS substance database of the IFA , accessed on February 9, 2017(JavaScript required) .
↑ Montgomery, JH, Editor (1993) Agrochemicals Desk Reference. Environmental data. Lewis Publishers, Inc., Chelsea, Michigan.
↑ Donald Mackay, Wan Ying Shiu, Kuo-Ching Ma, Sum Chi Lee: Handbook of physical-chemical properties and environmental fate for organic chemicals , Vol. IV, 2nd Edition, CRC Press, 2006, ISBN 978-1-56670-687 -2 , p. 4082.
↑ Entry on nitrapyrin in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 1929-82-4 or nitrapyrin ), accessed on November 2, 2015.
↑ ^a ^b Shinkichi Shimizu, Nanao Watanabe, Toshiaki Kataoka, Takayuki Shoji, Nobuyuki Abe, Sinji Morishita, Hisao Ichimura: Pyridine and Pyridine Derivatives . In: Ullmann's Encyclopedia of Industrial Chemistry . Wiley-VCH Verlag GmbH & Co. KGaA, 2000, ISBN 978-3-527-30673-2 , doi : 10.1002 / 14356007.a22_399 .
↑ ^a ^b ^c Ullmann's Agrochemicals, Volume 1 . Wiley-VCH, 2007, ISBN 978-3-527-31604-5 , pp. 58 ( limited preview in Google Book search).
↑ ^a ^b EPA: Nitrapyrin (PDF; 1.3 MB).
↑ HW Scherer, K. Mengel: Influence of straw and nitrapyrin on the available nitrogen in the soil, the yield and nitrogen deprivation of Lolium multiflorum , Journal for Plant Nutrition and Soil Science , 1981 , Volume 144, Issue 3, pp. 254-262; doi : 10.1002 / jpln.19811440304 .

^ Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.

Web links

Cornell University: Nitrapyrin - Chemical Fact Sheet 6/85

[ullmann2-1] Heinrich Dittmar, Manfred Drach, Ralf Vosskamp, Martin E. Trenkel, Reinhold Gutser, Günter Steffens: Fertilizers, 2. Types . In: Ullmann's Encyclopedia of Industrial Chemistry . Wiley-VCH Verlag GmbH & Co. KGaA, 2009, ISBN 978-3-527-30673-2 , doi : 10.1002 / 14356007.n10_n01 .

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on nitrapyrin in the GESTIS substance database of the IFA , accessed on February 9, 2017(JavaScript required) .

[3] Montgomery, JH, Editor (1993) Agrochemicals Desk Reference. Environmental data. Lewis Publishers, Inc., Chelsea, Michigan.

[Handbook1-4] Donald Mackay, Wan Ying Shiu, Kuo-Ching Ma, Sum Chi Lee: Handbook of physical-chemical properties and environmental fate for organic chemicals , Vol. IV, 2nd Edition, CRC Press, 2006, ISBN 978-1-56670-687 -2 , p. 4082.

[CLP_100.016.076-5] Entry on nitrapyrin in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[6] Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 1929-82-4 or nitrapyrin ), accessed on November 2, 2015.

[ullmann3-7] Shinkichi Shimizu, Nanao Watanabe, Toshiaki Kataoka, Takayuki Shoji, Nobuyuki Abe, Sinji Morishita, Hisao Ichimura: Pyridine and Pyridine Derivatives . In: Ullmann's Encyclopedia of Industrial Chemistry . Wiley-VCH Verlag GmbH & Co. KGaA, 2000, ISBN 978-3-527-30673-2 , doi : 10.1002 / 14356007.a22_399 .

[ullmann-8] Ullmann's Agrochemicals, Volume 1 . Wiley-VCH, 2007, ISBN 978-3-527-31604-5 , pp. 58 ( limited preview in Google Book search).

[epa-9] EPA: Nitrapyrin (PDF; 1.3 MB).

[10] HW Scherer, K. Mengel: Influence of straw and nitrapyrin on the available nitrogen in the soil, the yield and nitrogen deprivation of Lolium multiflorum , Journal for Plant Nutrition and Soil Science , 1981 , Volume 144, Issue 3, pp. 254-262; doi : 10.1002 / jpln.19811440304 .

[PSM-11] Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.