Ethyl 2-(4-phenoxyphenoxy)ethylcarbamate Chemical Properties

Melting point:

53-54°

Boiling point:

442.47°C (rough estimate)

Density 

1.1222 (rough estimate)

vapor pressure 

0Pa at 25℃

refractive index 

1.5400 (estimate)

Flash point:

224 °C

storage temp. 

Store at -20°C

solubility 

4.6g/L in organic solvents at 20 ℃

pka

12.13±0.46(Predicted)

Water Solubility 

7.9mg/L at 25℃

BRN 

6932817

LogP

4.07 at 25℃

EPA Substance Registry System

Fenoxycarb (72490-01-8)

Safety Information

Hazard Codes 

N

Risk Statements 

50/53

Safety Statements 

60-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

RTECS 

FD0423000

Hazardous Substances Data

72490-01-8(Hazardous Substances Data)

Toxicity

LD50 in rats (mg/kg): 9220 i.p.; 16800 orally (Dorn)

Ethyl 2-(4-phenoxyphenoxy)ethylcarbamate Usage And Synthesis

Description

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).

Chemical Properties

Colorless crystalline

Uses

Fenoxycarb is a carbamate insect growth regulator by preventing immature insects from reaching maturity by mimicking juvenile hormone.

Uses

Insecticide.

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.

General Description

White crystalline solid. Selective insecticide.

Air & Water Reactions

Slightly water soluble.

Reactivity Profile

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

Agricultural Uses

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.

Trade name

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®

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