2-Ethylhexyl fluoroacetate

2-Ethylhexyl fluoroacetate
Identifiers

CAS Number	331-87-3
3D model (JSmol)	Interactive image
ChemSpider	9139
PubChem CID	9511
CompTox Dashboard (EPA)	DTXSID80954734
InChI InChI=1S/C10H19FO2/c1-3-5-6-9(4-2)8-13-10(12)7-11/h9H,3-8H2,1-2H3 Key: FDEKGWKFHSSZFD-UHFFFAOYSA-N
SMILES CCCCC(CC)COC(=O)CF
Properties
Chemical formula	FCH₂CO₂CH₂CH(CH₂CH₃)CH₂CH₂CH₂CH₃
Molar mass	190.258 g·mol⁻¹
Hazards
Lethal dose or concentration (LD, LC):
LD_Lo (lowest published)	10 mg/kg (rabbits, percutaneous) 10 mg/kg (rabbits, intravenous)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

2-Ethylhexyl fluoroacetate is an organic compound with the chemical formula FCH₂CO₂CH₂CH(CH₂CH₃)CH₂CH₂CH₂CH₃. It is the fluoroacetate (FCH₂CO₂−) ester of 2-ethylhexanol, in other words, the 2-ethylhexyl (−CH₂CH(CH₂CH₃)CH₂CH₂CH₂CH₃) ester of fluoroacetic acid. It can be produced by reaction of ethyl fluoroacetate with 2-ethylhexanol. 2-Ethylhexyl fluoroacetate is a liquid that is highly toxic by skin absorption.^[1]^[2]

References

^ Bacon, J. C.; Bradley, C. W.; Hoegberg, E. I.; Tarrant, Paul; Cassaday, J. T. (August 1948). "Some Amides and Esters of Fluoroacetic Acid". Journal of the American Chemical Society. 70 (8): 2653–2655. doi:10.1021/ja01188a012.
^ Horsfall, John L. (22 October 1946). "2-ethylhexyl fluoroacetate".

Blood agents

Blister agents

Arsenicals	Ethyldichloroarsine (ED) Methyldichloroarsine (MD) Phenyldichloroarsine (PD) Lewisite (L) Lewisite 2 (L2) Lewisite 3 (L3)
Sulfur mustards	Levinstein mustard (EA-229) T Q CEES
Nitrogen mustards	HN1 HN2 HN3 TL-301
Nettle agents	Phosgene oxime (CX)
Other	KB-16 Dibutylchloromethyltin chloride Selenium oxychloride

Nerve agents

G-agents	Tabun (GA) Sarin (GB) Chlorosarin (ClGB) Thiosarin (SGB) Soman (GD) Chlorosoman (ClGD) Ethylsarin (GE) GH Cyclosarin (GF) GP Fluorotabun EA-1356 EA-4352 Crotylsarin
V-agents	EA-2192 EA-3148 VE VG VM VP VR VS VX EA-1763 Chinese VX V-sub x (GD-7)
GV agents	GV (EA-5365)
Novichok agents	A-208 A-232 A-234 A-242 A-262 C01-A035 C01-A039 C01-A042
Carbamates	Dimethylcarbamoyl fluoride EA-3887 EA-3887A EA-3966 EA-3990 EA-4056 T-1123 T-1152 T-1194 Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) TL-599 TL-1238 TL-1299 TL-1317 Miotine (AR-28/T-1843) 3152 CT 4-686-293-01 (Agent 1-10)
Other	Diisopropyl fluorophosphate Dicyclohexyl phosphorofluoridate EA-2012 EA-2054 EA-2098 EA-2613 2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate Neopentylene fluorophosphate Selenophos Phospholine R-16661 Ro 3-0422 Methanesulfonyl fluoride Dimefox (TL-792) MSPI
Precursors	Acetonitrile AT ATO AlP A.P.C. complex Chlorosarin Chlorosoman Cyclohexanol 1,8-Dibromooctane N,N-Diisopropylaminoethanol (KB) EA-1250 DIHP ZS DEHP EA-1224 Dimethylamidophosphoric dichloride Dimethylamidophosphoric dicyanide DMHP Ethylphosphonoselenoic dichloride Formaldoxime Nital 4-Hydroxycoumarin Isopropyl alcohol (TB) Methyldichlorophosphine (SW) Methylphosphonyl difluoride (difluoro) (DF) Methylphosphonyl dichloride (dichloro) Nitromethane OPA mixture Phosphoryl chloride Phosphorus pentachloride Phosphorus trichloride (TH) Pinacolone Pinacolyl alcohol Phenacyl chloride QL 2,4,5-Trichlorophenol 3,3,5-Trimethylcyclohexanol Triethyl phosphite Trimethyl phosphite TC TG

Neurotoxins

Anatoxin-a
Saxitoxin (TZ)
Bungarotoxin
Botulinum toxin (BTX)
Tetanospasmin (TeNT)
Ryanodine
Ciguatoxin (CTX)
Guanitoxin (GTX)
Chlorophenylsilatrane
Palytoxin (PTX)
Maitotoxin (MTX)
Tetrodotoxin
Aconitine
Brevetoxin (PbTX)
Strychnine
Antillatoxin (ATX)
Tetraethyllead
Dimethylmercury
HN1 hydrochloride
HN2 hydrochloride
HN3 hydrochloride
A-8564
Picrotoxin
Sulfuryl fluoride
Tremorine
Oxotremorine
Batrachotoxin
Tetramethylenedisulfotetramine (TETS)
Bicyclic phosphates
- IPTBO
- TBPO
- TBPS
Cloflubicyne
Trimethylolpropane phosphite
Domoic acid

Pulmonary/
choking agents

Vomiting agents

Incapacitating
agents

Lachrymatory
agents

Malodorant agents

Cornea-clouding agents

Biological toxins

Other

Methyl fluoroacetate
Napalm (variants and mixtures)
Fluoroethyl fluoroacetate
Depleted uranium
- post-combustion uranium oxides
Plutonium and its compounds
Polonium
White phosphorus

v t e Derivatives of fluoroacetic acid and 2-fluoroethanol
Fluoroacetate salts	Aluminum fluoroacetate Ammonium fluoroacetate Barium fluoroacetate Cadmium fluoroacetate Calcium fluoroacetate Cupric fluoroacetate Potassium fluoroacetate Sodium fluoroacetate Thallous fluoroacetate Triethyllead fluoroacetate
Fluoroacetate esters	Allyl fluoroacetate Butyl fluoroacetate Cetyl fluoroacetate Cholesteryl fluoroacetate Ethyl fluoroacetate 2-Ethylhexyl fluoroacetate Fluoroacetylcholine Fluoroaspirin Fluoroethyl fluoroacetate Isopropyl fluoroacetate Methyl fluoroacetate Methylene bis(fluoroacetate) Phenyl fluoroacetate Propyl fluoroacetate
Fluoroethyl esters	Bis(2-fluoroethyl) carbonate Bis(2-fluoroethyl) hydrogen phosphite Bis(2-fluoroethyl) phosphorofluoridate Bis(2-fluoroethyl) sulfate Bis(2-fluoroethyl) sulfite Fluenetil Fluoroethyl acetate Fluoroethyl chloroacetate Fluoroethyl chloroformate Fluoroethyl chlorosulfonate Fluoroethyl fluoroacetate Fluoroethyl nitrite Fluoroethyl trichloroacetate Tetrakis(2-fluoroethyl) orthosilicate TL-790 TL-821 Tris(2-fluoroethyl) arsenite Tris(2-fluoroethyl) borate Tris(2-fluoroethyl) phosphite Tris(2-fluoroethyl) orthoformate
Fluoroacetamides	Fluoroacetamide Fluoroacetanilide Nissol
Other	Bis(2-fluoroethyl)ether 2-chloroethyl fluorothioacetate Fluoroacetic anhydride Fluoroacetyl chloride Fluoroacetyl fluoride