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S-Ethyl dipropylthiocarbamate

From Wikipedia, the free encyclopedia
S-Ethyl dipropylthiocarbamate
Names
Preferred IUPAC name
S-Ethyl N,N-dipropylcarbamothioate
Other names
  • EPTC
  • Eptam
  • Epthame
  • S-Ethyl-N,N-dipropylthiocarbamate
  • S-Ethyl N,N-dipropylcarbamothioate
  • Carbamic acid, dipropylthio-, S-ethyl ester
  • S-Ethyl dipropylcarbamothioate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.976 Edit this at Wikidata
EC Number
  • 212-073-8
KEGG
UNII
UN number 2902 2992
  • InChI=1S/C9H19NOS/c1-4-7-10(8-5-2)9(11)12-6-3/h4-8H2,1-3H3
    Key: GUVLYNGULCJVDO-UHFFFAOYSA-N
  • N(C(SCC)=O)(CCC)CCC
Properties
C9H19NOS
Molar mass 189.32 g·mol−1
Appearance light yellow liquid[1]
Odor Aromatic, Characteristic[1]
Density 955 kg/m3 at 30°C[2]
Melting point <25°C (<77°F) [2]
Boiling point 232 °C (450 °F; 505 K) [2]
375 mg/L[1]
Solubility in [[acetone, ethanol, isopropanol, benzene, xylene]] miscible[1]
Vapor pressure 3.2 Pa[1]
Viscosity 5.2 mm2/s
Hazards
GHS labelling:
GHS07: Exclamation mark
H302[3]
Flash point 116 °C (241 °F; 389 K)
260 °C (500 °F; 533 K)
Lethal dose or concentration (LD, LC):
916 mg/kg (rat, oral)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

S-Ethyl dipropylthiocarbamate (EPTC) is a selective herbicide used for pre-emergent control of certain grasses and broadleaf weeds in Australia and the United States.[3][4] It was introduced in 1957.[5]

EPTC can be applied pre-emergently or post-emergently and its effectiveness does not depend on post-application rainfall. The herbicide takes effect quickly after application. It is registered in every US state.[6] It should be sprayed when the soil is well worked and dry, to allow good mixing and incorporation. It can be stored at temperatures as low as -50 °F.[7]

It is not persistent in soil, having a half-life of about 6 days.[1]

Use

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EPTC is applied at rates of 2 to 7.5 lbs/ac in the US, or 2.5-5 kg/ha in Australia, measured by active ingredient. It is typically sold as an emulsifiable concentrate, of 70% of more s-ethyl dipropylthiocarbamate,[8][9] or as granules.[5]

In the United States, EPTC is registered for use on alfalfa, almonds, beans, birdsfoot trefoil, clovers, lespedeza, sainfoin, citrus nursery stock and plantings, cotton, grass, fallow, pine seedlings, potatoes, safflower, sugar beets, sunflower, tomatoes and walnuts.[8]

In Australia, EPTC is used on beans, potatoes, maize, sweet corn, safflower, rapeseed, sunflower, lucerne, duboisia, lotus, non-crop situations and grass.[9]

It has been sold under the tradenames Eradicane, Eptam, Genep and Shortstop. The long-running "Eptam" trademark is of the Stauffer Chemical Company.[7]

References

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  1. ^ a b c d e f g "S-Ethyl dipropylthiocarbamate". pubchem.ncbi.nlm.nih.gov. PubChem.
  2. ^ a b c "S-Ethyl dipropylthiocarbamate". CAS Common Chemistry. Retrieved 24 January 2025.
  3. ^ a b "Eptam® 7E | Gowan Herbicide Safety Data Sheet". www.gowanco.com. Gowan. Retrieved 24 January 2025.
  4. ^ "Eptam". Nufarm Australia.
  5. ^ a b 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
  6. ^ "Eptam® 7E | Gowan". www.gowanco.com.
  7. ^ a b "Eptam Label 1982" (PDF). Environmental Protection Agency. Stauffer Chemical Company. Retrieved 24 January 2025.
  8. ^ a b "Eptam® 7E Label". www.gowanco.com. Gowan. Retrieved 24 January 2025.
  9. ^ a b "Eptam Label". Nufarm Australia. Retrieved 24 January 2025.
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