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71283-80-2

71283-80-2 Structure

71283-80-2 Structure
IdentificationMore
[Name]

Fenoxaprop-p-ethyl
[CAS]

71283-80-2
[Synonyms]

FENOVA(TM)
FENOXAPROP-P-ETHYL
(R)-FENOXAPROP-P-ETHYL
(R)-PUMA
WHIP SUPER
Propanoic acid, 2-4-(6-chloro-2-benzoxazolyl)oxyphenoxy-, ethyl ester, (2R)-
FENOXAPROP-P-ETHYL{ETHYL(R)-2-[4-(6-CHLORO-1,3-BENZOXAZOLE-2-YLOXY)PHENOXY]PROPICACID}
(+)-Ethyl 2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy] propanoate
(R)-2-[4-[(6-Chlorobenzoxazol-2-yl)oxy]phenoxy]propionic acid ethyl ester
[Molecular Formula]

C18H16ClNO5
[MDL Number]

MFCD01310637
[Molecular Weight]

361.78
[MOL File]

71283-80-2.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless or white solid. Liquid form is dark brown with an aromatic hydrocarbon odor.
[Melting point ]

79-84°C (lit.)
[Boiling point ]

>300 °C
[density ]

1.310±0.06 g/cm3(Predicted)
[storage temp. ]

0-6°C
[solubility ]

DMSO: ≥ 100 mg/mL (276.41 mM)
[form ]

neat
[pka]

-0.08±0.30(Predicted)
[color ]

White to off-white
[Optical Rotation]

[α]20/D +29°, c = 1 in chloroform
[Water Solubility ]

705.4ug/L(temperature not stated)
[BRN ]

8158010
[Henry's Law Constant]

6.2×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
[Major Application]

agriculture
environmental
[InChI]

1S/C18H16ClNO5/c1-3-22-17(21)11(2)23-13-5-7-14(8-6-13)24-18-20-15-9-4-12(19)10-16(15)25-18/h4-11H,3H2,1-2H3/t11-/m1/s1
[InChIKey]

PQKBPHSEKWERTG-LLVKDONJSA-N
[SMILES]

CCOC(=O)[C@@H](C)Oc1ccc(Oc2nc3ccc(Cl)cc3o2)cc1
[CAS DataBase Reference]

71283-80-2(CAS DataBase Reference)
[EPA Substance Registry System]

71283-80-2(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN3077 9/PG 3
[WGK Germany ]

2
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1
STOT RE 2
[Toxicity]

LD50 in male, female rats (mg/kg): 3040, 2090 orally; >2000, >2000 dermally (Huff)
Hazard InformationBack Directory
[Potential Exposure]

A chlorophenoxy/aryloxyphenoxypropionate herbicide used to control annual and perennial grassy weeds in potatoes, soy beans, beans, beets, vegetables, flax, ground nuts, rape, and cotton. Incompatibilities: Decomposed by acids and alkalis. May react with strong oxidizers such as chlorates, peroxides, nitrates, etc
[First aid]

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required
[Shipping]

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
[Incompatibilities]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions) if breathing has stopped, and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Do not induce vomiting when formulations containing petroleum solvents are ingested.
[Description]

Fenoxaprop-P-ethyl is a post-emergence herbicide used to control annual and perennial grasses. Fenoxaprop is a chiral molecule existing in the R- and S-forms. Fenoxaprop-P is the R-isomer. It has a low aqueous solubility and a low volatility. It tends not to be persistent in soils but, under certain conditions, may persist in water systems. Fenoxaprop-P-ethyl has a low acute oral toxicity for birds and honeybees; a moderate toxicity for mammals, earthworms, fish and aquatic invertebrates. Oral toxicity for humans is in the high-moderate class. It is also a recognised irritant.
[Chemical Properties]

Colorless or white solid. Liquid form is dark brown with an aromatic hydrocarbon odor.
[Chemical Properties]

White powder
[Waste Disposal]

In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office
[Uses]

Postemergent herbicide.
[Production Methods]

The commercial production of fenoxaprop-P-ethyl involves a multi-step synthesis that begins with the preparation of key intermediates such as mercapto-6-chlorobenzoxazole and 2,6-dichlorobenzoxazole, which are then reacted to form the benzoxazole core structure. This is followed by esterification with a propionic acid derivative to yield the final ethyl ester compound.
[Mechanism of action]

Selective, systemic with contact action. Acetyl CoA carboxylase inhibitor (ACCase) - distrupts fatty acid biosynthesis and lipid formation.
[storage]

Store at -20°C
[Pesticide Type]

Herbicide
Spectrum DetailBack Directory
[Spectrum Detail]

Fenoxaprop-p-ethyl(71283-80-2)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

71283-80-2(sigmaaldrich)
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