Swep

Weed control herbicide From Wikipedia, the free encyclopedia

Swep or MCC is a carbamate herbicide discovered in the 1960s,[2] formerly used to control annual weeds and grasses in rice, potatoes, cotton, corn, peas, peanuts, and sorghum, and is no longer used in the USA.[3] Notably, swep must be applied at high rates per acre compared to other herbicides, 3.75-5.62 kg/Ha (3.35-5.01 lbs/ac.).[6]

Quick facts Names, Identifiers ...
Swep
Names
Preferred IUPAC name
Methyl N-(3,4-dichlorophenyl)carbamate[1]
Other names
  • MCC[2]
  • FMC 2995
  • NIA 2995J
  • Methyl 3,4-dichlorocarbanilate
  • Methyl 3,4-dichlorophenylcarbamate
  • Methyl N-(3,4-dichlorophenyl)carbamate
  • 3,4-Dichlorocarbanilic acid methyl ester
  • Carbamic acid, (3,4-dichlorophenyl)-, methyl ester[3]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ECHA InfoCard 100.149.159 Edit this at Wikidata
EC Number
  • 620-362-9
KEGG
UNII
  • InChI=1S/C8H7Cl2NO2/c1-13-8(12)11-5-2-3-6(9)7(10)4-5/h2-4H,1H3,(H,11,12)
    Key: WOZQBERUBLYCEG-UHFFFAOYSA-N
  • COC(=O)NC1=CC(=C(C=C1)Cl)Cl
Properties
C8H7Cl2NO2
Molar mass 220.05 g·mol−1
Appearance White crystals[1]
Melting point 110 °C (230 °F; 383 K) [4]
Vapor pressure 187 mPa[5]
Hazards
GHS labelling:[1]
GHS07: Exclamation mark
H302
P264, P270, P301+P317, P330, P501
Lethal dose or concentration (LD, LC):
522 mg/kg (rat, oral)[6]
2.6 mg/L (carp, 48 hour)[6]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Mechanism of action

Swep interferes with cell division and growth.[6]

Environmental behaviour

Swep is relatively volatile, with a vapour pressure of 187 mPa, so swep can be lost to the atmosphere.[5] In a laboratory soil degradation test, the amount of swep in soil halved in 21 days. Degradation is by microbial breakdown, not by chemical means.[4]

3,4-Dichloroaniline (DCA) is swep's primary metabolite, roughly one part in six of which is further transformed to 3,3',4,4'-tetrachloroazobenzene (TCAB).[4] DCA can be broken down (mineralised) by many microbes, including strains of variovorax, sphingomonas and achromobacter. A "consortium" of a couple of bacteria strains can convert swep to DCA and then break down the 3,4-DCA.[6] DCA is an intermediate, and does not accumulate in meaningful quantities are swep decomposes.[4]

Uses

Swep is usually formulated as an emulsifiable concentrate (EC).[2]

Swep can control grasses, broadleaf weeds, and sedges,[2] including barnyard grass, purslane, chenopodium and trifoliate grass.[5]

It is used on cereals and vegetables[2] including leek, green onion and garlic.[5]

References

External links

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