IR3535

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IR3535
IR3535
Names
IUPAC name
Ethyl N-acetyl-N-butyl-β-alaninate
Other names
  • Ethyl N-acetyl-N-butyl-β-alaninate
  • Ethyl butylacetylaminopropionate
  • EBAAP
  • β-alanine, N-acetyl-N-butyl-, ethyl ester
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.052.560
Properties
C11H21NO3
Molar mass 215.29 g·mol−1
Appearance Colourless liquid
Odor Almost odorless
Density 0.998 g/cm3 (at 20 °C)
70 g/L (at 20 °C)
Solubility in Acetone, ethyl acetate, dichloromethane, n-heptane, methanol, p-xylene >250 g/L (at RT)
log P 1.7 (at 23 °C)
Hazards
GHS pictograms The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word Warning
H319
P280, P305+351+338, P337+313
Flash point 159 °C (318 °F; 432 K)
Lethal dose or concentration (LD, LC):
  • >5000 mg/kg (rat, oral)
  • 10000 mg/kg (rate, dermal)
  • >5.1 mg/L (rat, inhalation)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYNo ?)
Infobox references

IR3535 (Insect Repellent 3535) or ethyl butylacetylaminopropionate, is one of the most common active ingredients in insect repellents. As it is solely a repellent it has no killing action and does not give rise to selection pressure or development of resistance.[1] It is a colourless and almost odourless oil and is intended to be applied to the skin (humans and animals).[1] [2] It has a broad efficacy against various insects like mosquitoes, ticks, lice, and other bugs.[1] [2] [3]In comparison to other insect repellent active ingredients, IR3535 is safe for use even on infants, pregnant and breastfeeding women. It is biodegradable and completely degraded in the environment within a very short time.[1]

IR3535 is a registered trademark of Merck KGaA.[4][5]

Chemistry[edit]

IR3535 and beta-alanine

The structure of IR3535 is based on beta-alanine.[6] The EPA has classified IR3535 as a biochemical substance (biopesticide)[7] based on the fact that it is "functionally identical" to beta alanine. [8]

References[edit]

  1. ^ a b c d EU Assessment Report IR3535
  2. ^ a b EPA Technical Document IR3535
  3. ^ EPA Fact Sheet IR3535
  4. ^ "Insect Repellent IR3535". 
  5. ^ "EPA, Draft Pesticide Product label for IR3535" (PDF). 
  6. ^ EPA: Similarity to beta-alanine
  7. ^ EPA: Regulating Biopesticides
  8. ^ EPA: IR3535 technical document

External links[edit]