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Home > Encyclopedia > Quizalofop-ethyl

Quizalofop-ethyl

Quizalofop-ethyl structure

Quizalofop-ethyl 

structure
  • CAS No:

    76578-14-8

  • Formula:

    C19H17ClN2O4

  • Chemical Name:

    Quizalofop-ethyl

  • Synonyms:

    Propanoic acid,2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]-,ethyl ester;Ethyl 2-[4-(6-chloro-2-quinoxalyloxy)phenoxy]propionate;DPX-Y 6202;NCI 96683;Quinofop-ethyl;Targa;NC 302;Quizalofop-ethyl;Assure;Xylofop-ethyl;DPX 6202;DPX-Y 6202-3;Miura;100760-10-9;89468-49-5

  • Categories:

    Agrochemicals  >  Herbicides

Description

White crystalline solid or powder. Commercial product is available as an emulsifiable con- centrate. Practically insoluble in water; solubili- ty≤2×10
-28
ppm.


Quizalofop-ethyl appears as white crystals. Insoluble in water. Used as an herbicide.


Quizalofop-ethyl appears as white crystals. Insoluble in water. Used as an herbicide.|Ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate is an ethyl ester resulting from the formal condensation of the carboxy group of 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid with ethanol. It is an ethyl ester, an organochlorine compound, a quinoxaline derivative and an aromatic ether. It derives from a 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid.

Quizalofop-ethyl Basic Attributes

372.8

372.80

616-351-3

3077

DTXSID9023889

Colorless crystals

29333990

Characteristics

70.5

4.28

1.35 g/cm3 @ Temp: 20 °C

91.7-92.1 °C

220 °C @ Press: 0.2 Torr

100 °C

1.604

In water, 0.3 mg/l @ 20 deg C

0-6°C

6.49X10-9 mm Hg @ 20 deg C

Oral-Rat LD50: 1480 mg/kg; Oral-Mouse LD50: 2350 mg/kg

Combustion produces toxic nitrogen oxides and chloride gases

Insoluble in water.

Amines, Phosphines, and Pyridines

A halogenated ester and amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Safety Information

UN30779/PG3

3

21/22

22-24/25

UA2458255

Xn

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stable at 50 deg C for 90 days. Stable in organic solvents at 40 deg C for 90 days. Unstable to light (DT50 10-30 days). Stable at pH 3-7.

P273-P280

H302 + H312-H400

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Some may burn but none ignite readily. Containers may explode when heated. Some may be transported hot. For UN3508, be aware of possible short circuiting as this product is transported in a charged state. (ERG, 2016)

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P280, P301+P312, P302+P352, P312, P322, P330, P363, P391, and P501|Aggregated GHS information provided by 194 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302 (79.33%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 180 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P301+P312, P304+P312, P304+P340, P309+P311, P312, P314, P330, P405, and P501

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: SMALL FIRE: Dry chemical, CO2, water spray or regular foam. LARGE FIRE: Water spray, fog or regular foam. Do not scatter spilled material with high-pressure water streams. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal. FIRE INVOLVING TANKS: Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent dust cloud. Avoid inhalation of asbestos dust. SMALL DRY SPILL: With clean shovel, place material into clean, dry container and cover loosely; move containers from spill area. SMALL SPILL: Pick up with sand or other non-combustible absorbent material and place into containers for later disposal. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Cover powder spill with plastic sheet or tarp to minimize spreading. Prevent entry into waterways, sewers, basements or confined areas. (ERG, 2016)

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. (ERG, 2016)

Toxicity

moderately toxic

LD50 Rat (male) oral 1670 mg/kg|LD50 Rat (female) oral 1480 mg/kg|LD50 Mouse (male) oral 2360 mg/kg|LD50 Mouse (female) oral 2350 mg/kg|LC50 Rat inhalation 5.8 mg/L/4 hr

Quizalofop-ethyl's production may result in its release to the environment through various waste streams; it's use as a herbicide(1) will result in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 510 and 570(2) indicate that quizalofop-ethyl is expected to have low mobility in soil(SRC). Volatilization of quizalofop-ethyl from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 1.1X10-8 atm-cu m/mole(SRC), based upon its vapor pressure, 6.49X10-9 mm Hg(3) and water solubility, 0.3 mg/l(4). Quizalofop-ethyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). In a field dissipation study in soil, quizalofop-ethyl had a half-life of 60 days(2) suggesting that this compound is degraded fairly slowly in the environment.|AQUATIC FATE: Based on a classification scheme(1), Koc values of 510 and 570(2) indicate that quizalofop-ethyl is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces may be expected(3) based upon a Henry's Law constant of 1.1X10-8 atm-cu m/mole(SRC), based upon its vapor pressure, 6.49X10-9 mm Hg(4) and water solubility, 0.30 mg/l(5). According to a classification scheme(6), an estimated BCF of 400(SRC), from its log Kow(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Data on the biodegradation of quizalofop-ethyl in water were not available. In a field dissipation study in soil, quizalofop-ethyl had a half-life of 60 days(2) suggesting that this compound is degraded fairly slowly in the environment.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), quizalofop-ethyl, which has a vapor pressure of 6.49X10-9 mm Hg at 20 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase quizalofop-ethyl may be removed from the air by wet and dry deposition(SRC).

A base-catalyzed second-order hydrolysis rate constant of 0.12 L/mole-sec(SRC) was estimated using a structure estimation method(1); this corresponds to half-lives of 1.8 years and 67 days at pH values of 7 and 8, respectively(1).

An estimated BCF of 400 was calculated for quizalofop-ethyl(SRC), using a log Kow of 4.28(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC).

512.86 L/kg|Koc values of 510 and 570(1) have been measured for quizalofop-ethyl in soil. According to a classification scheme(2), these Koc values suggest that quizalofop-ethyl has low mobility in soil.

The Henry's Law constant for quizalofop-ethyl is 1.1X10-8 atm-cu m/mole(SRC) based upon its vapor pressure, 6.49X10-9 mm Hg(1), and water solubility, 0.30 mg/l(2). This Henry's Law constant indicates that quizalofop-ethyl is expected to be essentially nonvolatile from water surfaces(3). Quizalofop-ethyl's Henry's Law constant(1,2) indicates that volatilization from moist soil surfaces should not occur(SRC). Quizalofop-ethyl is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Occupational exposure to quizalofop-ethyl may occur through inhalation and dermal contact with this compound at workplaces where quizalofop-ethyl is produced or used. Because this compound is a herbicide used on crops intended for human consumption, the general population may be exposed to quizalofop-ethyl via ingestion of food and drinking water although no monitoring data were located. (SRC)

Drug Information

Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE. (See all compounds classified as Herbicides.)

In mammals, following oral admin, the parent is rapidly metabolized; >90% of the dose is eliminated in the urine within 3 days.|Selective systemic herbicide, absorbed by the leaves, with translocation throughout the plant, moving in both the xylem & phloem. & accumulation in the meristematic tissue.

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Inhalation of material may be harmful. Contact may cause burns to skin and eyes. Inhalation of Asbestos dust may have a damaging effect on the lungs. Fire may produce irritating, corrosive and/or toxic gases. Some liquids produce vapors that may cause dizziness or suffocation. Runoff from fire control may cause pollution. (ERG, 2016)

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. (ERG, 2016)

quizalofop-ethyl

Quizalofop-ethyl Use and Manufacturing

Methods of Manufacturing

4-Chloro-o-phenylenediamine + glyoxylic acid + 2-(4-chlorophenoxy)propionic acid + ethanol (condensation/ether formation/esterification)

Uses

Herbicide.

USEPA/OPP Pesticide Code 128711; Trade Names: Targa, Assure, DPX-Y6202, INY-6202, NC 302, NCI-96683, FBC-32197, EXP-3864, Pilot.|Emulsifiable concentrate, suspension concentrate

Pharmaceuticals

Computed Properties

Molecular Weight:372.8
XLogP3:4.3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:372.0876847
Monoisotopic Mass:372.0876847
Topological Polar Surface Area:70.5
Heavy Atom Count:26
Complexity:459
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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