Ethyl butylacetylaminopropionate

Ethyl butylacetylaminopropionate
Names
	IUPAC name Ethyl N-acetyl-N-butyl-β-alaninate
	Other names EBAAP; β-alanine, N-acetyl-N-butyl-, ethyl ester; IR3535; Insect Repellent 3535;
Identifiers
CAS Number	52304-36-6 ;
3D model (JSmol)	Interactive image;
ChemSpider	94028 ;
ECHA InfoCard	100.052.560
PubChem CID	104150;
UNII	65GQA237EH ;
CompTox Dashboard (EPA)	DTXSID9035753 ;
	InChI InChI=1S/C11H21NO3/c1-4-6-8-12(10(3)13)9-7-11(14)15-5-2/h4-9H2,1-3H3 Key: VZRKEAFHFMSHCD-UHFFFAOYSA-N ;
	SMILES CCCCN(CCC(=O)OCC)C(=O)C;
Properties
Chemical formula	C11H21NO3
Molar mass	215.293 g·mol−1
Appearance	Colorless liquid
Odor	Almost odorless
Density	0.998 g/cm3 (at 20 °C)
Solubility in water	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
GHS Signal word	Warning
GHS hazard statements	H319
GHS precautionary statements	P280, P305+351+338, P337+313
Flash point	159 °C (318 °F; 432 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	>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).
	verify (what is ?)
	Infobox references

Ethyl butylacetylaminopropionate (trade name IR3535) is an insect repellent. As ethyl butylacetylaminopropionate 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 colorless and almost odorless oil and is intended to be applied to the skin of humans and animals.[1][2] It has a broad efficacy against various insects like mosquitoes, ticks, lice, and other bugs.[1][2][3] Ethyl butylacetylaminopropionate is safe for use on infants, pregnant and breastfeeding women. It is biodegradable and completely degraded in the environment within a very short time.[1]

Chemistry

Ethyl butylacetylaminopropionate and beta-alanine

Ethyl butylacetylaminopropionate is a derivative of beta-alanine.[4]

References

External links

Barnard, Donald R.; Bernier, Ulrich R.; Posey, Kenneth H.; Xue, Rui-De (2002). "Repellency of IR3535, KBR3023,para-menthane-3,8-diol, and Deet to Black Salt Marsh Mosquitoes (Diptera: Culicidae) in the Everglades National Park" (PDF). Journal of Medical Entomology. 39 (6): 895–899. doi:10.1603/0022-2585-39.6.895. PMID 12495189. Archived from the original (PDF) on 2011-07-21.
Tick Bite Prevention & the Use of Insect Repellents

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.

[:0-1] Ethyl butylacetylaminopropionate Product-type 19 (insect repellent)

[:1-2] 3-(N-Butyl-N-acetyl)-aminopropionic acid, ethyl ester (113509) Technical Document

[:2-3] 3-(N-Butyl-N-acetyl)-aminopropionic acid, ethyl ester (IR3535) (113509) Fact Sheet

[4] EPA: Similarity to beta-alanine