Langbahn Team – Weltmeisterschaft

Fluchloralin

Fluchloralin
Names
IUPAC name
N-(2-chloroethyl)-2,6-dinitro-N-propyl-4-(trifluoromethyl)aniline
Other names
N-(2-chloroethyl)-2,6-dinitro-N-propyl-4-(trifluoromethyl)benzenamine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.046.736 Edit this at Wikidata
EC Number
  • 251-426-0
KEGG
UNII
  • InChI=1S/C12H13ClF3N3O4/c1-2-4-17(5-3-13)11-9(18(20)21)6-8(12(14,15)16)7-10(11)19(22)23/h6-7H,2-5H2,1H3
    Key: MNFMIVVPXOGUMX-UHFFFAOYSA-N
  • CCCN(CCCl)C1=C(C=C(C=C1[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-]
Properties
C12H13ClF3N3O4
Molar mass 355.70 g·mol−1
Appearance Yellow crystalline solid[1]
Melting point 42 °C (108 °F; 315 K) [1]
0.9 mg/L[1]
Vapor pressure 4.0 mPa[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Skin and eye irritant[1]
Flash point 30 °C (86 °F; 303 K) [1]
Lethal dose or concentration (LD, LC):
  • 1550 mg/kg (rat, oral)
  • 10000 mg/kg (dermal, rat)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Fluchloralin is a pre-emergent dinitroaniline herbicide, introduced in 1972, and used to control broad-leaved weeds and annual grasses. It is used in India.[1][2] In other countries, it might be considered obsolete.[1] 71 tonnes of fluchloralin was sold in India in fiscal year 2009–2010.[2]

Fluchloralin's resistance class is D (Australia), K1 (global) or 3 (numeric); its mode of action is inhibition of microtubule formation.[1]

Usage

It has been sold as a 45% emulsifiable concentrate, and applied at rates of 0.75 to 1.5 kg/ha of active ingredient.[2]

Fluchloralin has been used on peas, beans, cotton, okra, sunflowers, soybean and peanuts.[1]

Environmental behaviour

It can persist for 3 to 6 months in soil,[2] with a half-life of 76 days. In water, photolysis degrades it rapidly, with a half life of half an hour.[1]

Tradenames

It has been sold as Basalin (BASF), Dhanulin (Dhanuka Agritech), Nagflur (Multiplex), Anulin (Anu), Vicolin (Ghujarat Krishi), Herbilin (Herbicide India) and Flight (Devidayal).[2]

References

  1. ^ a b c d e f g h i j k l Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242
  2. ^ a b c d e Choudhury PP, Singh R, Ghosh D and Sharma AR. 2016. Herbicide Use in Indian Agriculture. ICAR - Directorate of Weed Research, Jabalpur, Madhya Pradesh, 110 p. https://dwr.icar.gov.in/Downloads/Information_Bulletin/Information%20Bulletin%20No%20-%2022%20-%20Herbicide%20Use%20in%20Indian%20Agriculture.pdf