Ethyl-[2-(4-phenoxyphenoxy)ethyl]carbamat

Bezeichnung:Ethyl-[2-(4-phenoxyphenoxy)ethyl]carbamat

CAS-Nr72490-01-8

Englisch Name:Ethyl 2-(4-phenoxyphenoxy)ethylcarbamate

CBNumberCB1875656

SummenformelC17H19NO4

Molgewicht301.34

MOL-Datei72490-01-8.mol

Synonyma

Ethyl-[2-(4-phenoxyphenoxy)ethyl]carbamat

Ethyl-[2-(4-phenoxyphenoxy)ethyl]carbamat physikalisch-chemischer Eigenschaften

Schmelzpunkt	53-54°
Siedepunkt	442.47°C (rough estimate)
Dichte	1.1222 (rough estimate)
Dampfdruck	0Pa at 25℃
Brechungsindex	1.5400 (estimate)
Flammpunkt	224 °C
storage temp.	Store at -20°C
Löslichkeit	4.6g/L in organic solvents at 20 ℃
pka	12.13±0.46(Predicted)
Wasserlöslichkeit	7.9mg/L at 25℃
BRN	6932817
Henry's Law Constant	2.3×10⁴ mol/(m³Pa) at 25℃, Duchowicz et al. (2020)
Major Application	agriculture environmental
InChI	1S/C17H19NO4/c1-2-20-17(19)18-12-13-21-14-8-10-16(11-9-14)22-15-6-4-3-5-7-15/h3-11H,2,12-13H2,1H3,(H,18,19)
InChIKey	HJUFTIJOISQSKQ-UHFFFAOYSA-N
SMILES	CCOC(=O)NCCOc1ccc(Oc2ccccc2)cc1
LogP	4.07 at 25℃
EPA chemische Informationen	Fenoxycarb (72490-01-8)

Sicherheit

Kennzeichnung gefährlicher	N
R-Sätze:	50/53
S-Sätze:	60-61
RIDADR	UN 3077 9 / PGIII
WGK Germany	3
RTECS-Nr.	FD0423000
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Aquatic Acute 1 Aquatic Chronic 1 Carc. 2
Giftige Stoffe Daten	72490-01-8(Hazardous Substances Data)
Toxizität	LD50 in rats (mg/kg): 9220 i.p.; 16800 orally (Dorn)

Gefahreninformationscode (GHS)

Ethyl 2-(4-phenoxyphenoxy)ethylcarbamate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
S-Sätze Betriebsanweisung:
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
Beschreibung
Fenoxycarb is a non-neurotoxic carbamate insecticide that acts as an insect growth regulator via juvenile hormone-like activity. It inhibits terminal development of first instar and newly transformed second instar nymphs of Florida red scale (C. aonidum) when used at a concentration of 0.0125% AI. Fenoxycarb (5 and 10 mg AI/colony) reduces the colony size index of laboratory colonies of red imported fire ants (S. invicta) by 93.6 to 95.9% at 8 weeks post-treatment. It is toxic to D. magna (LC₅₀ = 0.5 mg a.s./L) and fish including O. mykiss, L. macrochirus, C. carpio, I. punctatus, and C. variegatus (LC₅₀s = 0.66-1.5 mg a.s./L), but is not toxic to rats (LD₅₀ = >10,000 mg/kg). Fenoxycarb is also an antagonist of α4β40-, α4β2-, α3β4-, and α3β2-containing rat nicotinic acetylcholine receptors (nAChRs; IC₅₀s = 3, 2.4, 1.8, and 7.6 μM, respectively) but not rat brain acetylcholinesterase (AChE; IC₅₀ = >1,000 μM).
Chemische Eigenschaften
Colorless crystalline
Verwenden
Insecticide.
Verwenden
Fenoxycarb is a carbamate insect growth regulator by preventing immature insects from reaching maturity by mimicking juvenile hormone.
Definition
ChEBI: Fenoxycarb is a carbamate ester that is the O-ethyl carbamate of 2-(4-phenoxyphenoxy)ethylamine. It has a role as a juvenile hormone mimic, an environmental contaminant, a xenobiotic and an insecticide. It is an aromatic ether and a carbamate ester. It is functionally related to a 4-phenoxyphenol.
Allgemeine Beschreibung
White crystalline solid. Selective insecticide.
Air & Water Reaktionen
Slightly water soluble.
Reaktivität anzeigen
Ethyl 2-(4-phenoxyphenoxy)ethylcarbamate is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
Flammability and Explosibility
Not classified
Landwirtschaftliche Anwendung
Insecticide, Miticide: Fenoxycarb is an insect growth regulator, sex attractant, or feeding stimulant. It is intended to be used to inhibit metamorphosis of juvenile insects to the adult stage. It is used as bait to control a broad spectrum of insects on olives, vines, fruit, cotton, and stored products. It is used to control fire ants, cockroaches, mosquitos, beetles, moths, scale and sucking insects.
Handelsname
AWARD; ABG 6215; ACR®-2984 F; ACR® 2913; BASUS®[C]; COMPLY®; ECTOGARD®[C]; ELIMINATOR®[C]; INSEGAR®; LogIC®; LUFOX®; PICTYL®; PRECISION®; TORUS®[C]; RO 13-5223®; VARIKILL®
Synthese
N-chloroethyl carbamate was prepared by reacting cycloethylamine with ethyl chloroformate, and then reacted with phenoxyphenol to obtain Ethyl 2-(4-phenoxyphenoxy)ethylcarbamate.
Einzelnachweise
[1] SIMON GRENIER ANNE M G. Fenoxycarb, a fairly new Insect Growth Regulato: review of its effects on insects[J]. Annals of Applied Biology, 1993, 122 2: 369-403. DOI: 10.1111/j.1744-7348.1993.tb04042.x
[2] PELEG B. Effect of a new insect growth regulator, RO 13-5223, on hymenopterous parasites of scale insects[C]//19 1. 1983: 0. DOI: 10.1007/bf02372190
[3] W. A. BANKS C S L David F Williams. Effectiveness of Fenoxycarb for Control of Red Imported Fire Ants (Hymenoptera: Formicidae)[J]. Journal of Economic Entomology, 1988, 81 1: 83-87. DOI: 10.1093/jee/81.1.83
[4] AUTHORITY E F S. Conclusion on the peer review of the pesticide risk assessment of the active substance fenoxycarb[C]//8 12. 2010. DOI: 10.2903/j.efsa.2010.1779

Ethyl-[2-(4-phenoxyphenoxy)ethyl]carbamat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

72490-01-8, Ethyl 2-(4-phenoxyphenoxy)ethylcarbamate Verwandte Suche:

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